Title: Holiday Rentals Pickering from £55: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Pickering Travel Guide](https://expedia.co.uk/Pickering.dx5657)[Hotels in Pickering](https://expedia.co.uk/Pickering-Hotels.d5657.Travel-Guide-Hotels)[Flights to Pickering](https://expedia.co.uk/Cheap-Flights-To-Pickering.d5657.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.co.uk/Things-To-Do-In-Pickering.d5657.Travel-Guide-Activities)[Pickering Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pickering.d5657.Car-Hire-Guide)[Pickering Holidays](https://expedia.co.uk/Pickering.d5657.Holidays-City-Breaks) ![#castle #medieval #yorkshire #Englishheritage #Mark_and_Travel](https://images.trvl-media.com/place/5657/18f6e02d-cdf4-4a03-bfd7-64074b1e2c1e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mark Stacevich # Search Holiday Rentals in Pickering - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pickering holiday rentals ![Cottage | Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145100/92145085/a0fccedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145100/92145085/071a7c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145100/92145085/38701de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145100/92145085/4d8065c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pickering [](https://www.expedia.co.uk/Pickering-Hotels-The-Old-Coach-House.h92145085.Hotel-Information) [](https://www.expedia.co.uk/Pickering-Hotels-The-Old-Coach-House.h92145085.Hotel-Information) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/41000000/40070000/40067100/40067015/9bdff8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Cottage, 3 Bedrooms (Willows' End) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40070000/40067100/40067015/6cca9267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/41000000/40070000/40067100/40067015/6b7ea9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/41000000/40070000/40067100/40067015/b640b8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pickering [](https://www.expedia.co.uk/Pickering-Hotels-Middlehead-Cottages-At-Cropton-Forest.h40067015.Hotel-Information) 10/10 Exceptional (35) "Lovely cottage which was well equipped for two very young children. Fantastic scenery all around and the hot tub at night is an absolute bonus! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller [](https://www.expedia.co.uk/Pickering-Hotels-Middlehead-Cottages-At-Cropton-Forest.h40067015.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/159217bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/120c8a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/03f1e6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, 2 Single Beds | Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/54ff88e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Middlesbrough [](https://www.expedia.co.uk/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information) 9.6/10 Exceptional (19) "My stay was beautiful,clean environment" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Yemi £80 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information) ![Room, Shared Bathroom (Posh Pod) | 1 bedroom](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/2ee0ec9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Shared Bathroom | Exterior](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/561bfed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/0cbe8d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/cf1d0008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in York [](https://www.expedia.co.uk/York-Hotels-The-Little-Hide-Grown-Up-Glamping.h24183037.Hotel-Information) 9.2/10 Wonderful (148) "Excellent night away. Pods are quite close together but wasn't a problem for us. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michael £55 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-The-Little-Hide-Grown-Up-Glamping.h24183037.Hotel-Information) ![Lyceum Cottage (Pet-Friendly) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5640000/5630500/5630418/e3725ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Novello Cottage (Pet-Friendly) | Living area | 40-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/6000000/5640000/5630500/5630418/0470a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Adelphi Cottage, (Pet-Friendly) | Lounge](https://images.trvl-media.com/lodging/6000000/5640000/5630500/5630418/ca833d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom (Palladium House) | 1 bedroom, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/6000000/5640000/5630500/5630418/c52ae16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Scarborough [](https://www.expedia.co.uk/Scarborough-Hotels-The-Copper-Horse-Cottages.h5630418.Hotel-Information) 9.6/10 Exceptional (133) "Wicked place loved it and staff go polite" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) eugene £130 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Scarborough-Hotels-The-Copper-Horse-Cottages.h5630418.Hotel-Information) ![Premium Apartment, Private Bathroom, Marina View (3 -Bedroom Lux Apartment) | Private kitchen](https://images.trvl-media.com/lodging/65000000/64580000/64575900/64575874/bbf92156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Private Bathroom, Marina View (2-Bedroom Lux Apartment) | Private kitchen](https://images.trvl-media.com/lodging/65000000/64580000/64575900/64575874/5521f5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio, Ensuite, Harbour View (Penthouse) | Miscellaneous](https://images.trvl-media.com/lodging/65000000/64580000/64575900/64575874/d235145b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/65000000/64580000/64575900/64575874/cbfe8034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Whitby [](https://www.expedia.co.uk/Mirfield-Hotels-Whitby-Bridge-Luxury-Apartments.h64575874.Hotel-Information) 8.0/10 Very good (16) "Very close to Whitby swing bridge so handy for attractions, restaurants, coop 3 minute walk if want self catering. Newly renovated, very clean, lovely views." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Susan £129 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Mirfield-Hotels-Whitby-Bridge-Luxury-Apartments.h64575874.Hotel-Information) ![Luxury Apartment, Ensuite, Sea View (Apartment 3 - 8 Berth ) | View from property](https://images.trvl-media.com/lodging/14000000/13120000/13113600/13113585/46cb0394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Private Bathroom, Sea View (Apartment 2 - 5 Berth ) | Beach/ocean view](https://images.trvl-media.com/lodging/14000000/13120000/13113600/13113585/647c9bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom, Sea View (Apartment 1 - 6 Berth) | Shared kitchen](https://images.trvl-media.com/lodging/14000000/13120000/13113600/13113585/7b6f2708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom, Sea View (Apartment 1 - 6 Berth) | Point of interest](https://images.trvl-media.com/lodging/14000000/13120000/13113600/13113585/3d478d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Scarborough City Centre [](https://www.expedia.co.uk/Scarborough-Hotels-Harcourt-Place.h13113585.Hotel-Information) 8.6/10 Excellent (23) "Beautiful apartment, stunning views and Janice, the lady who looked after us on line was amazingly helpful. I can’t fault the apartment, views or overall experience. Thankyou Janice! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Julie £190 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Scarborough-Hotels-Harcourt-Place.h13113585.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18780000/18772400/18772350/cd76a004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18780000/18772400/18772350/4009afdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18780000/18772400/18772350/dcc5246a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/19000000/18780000/18772400/18772350/a488eac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Whitby [](https://www.expedia.co.uk/Whitby-Hotels-Beautiful-Cosy-Cottage-On-The-Cliff-Top-With-Stunning-Sea-Views.h18772350.Hotel-Information) 9.8/10 Exceptional (297) "Always love staying at wildgoose cottage,this was my 3rd stay,and I have already booked for May next year,so peaceful and just 2min.drive into whitby, Joanne is always there on the phone if you need to talk to her " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michael F. [](https://www.expedia.co.uk/Whitby-Hotels-Beautiful-Cosy-Cottage-On-The-Cliff-Top-With-Stunning-Sea-Views.h18772350.Hotel-Information) ![Cottage, 2 Bedrooms | Garden view](https://images.trvl-media.com/lodging/16000000/15570000/15567300/15567281/e660bd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/16000000/15570000/15567300/15567281/02014fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/16000000/15570000/15567300/15567281/461da241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15570000/15567300/15567281/576d9e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-THE-OLD-Cart-House.h15567281.Hotel-Information) 10/10 Exceptional (9) "Very cute and quaint cottage with lots of greenery all around. Very comfortable accommodations, and the freshly baked loaf of bread was such a thoughtful touch. We wish we could have stayed longer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine [](https://www.expedia.co.uk/York-Hotels-THE-OLD-Cart-House.h15567281.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/20000000/19200000/19196700/19196608/ed362a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 3 Bedrooms (3 en suite bathrooms) | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/20000000/19200000/19196700/19196608/eef59c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 3 Bedrooms (3 en suite bathrooms) | Private kitchen | Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/20000000/19200000/19196700/19196608/50613cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom (Owl) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/20000000/19200000/19196700/19196608/6c222eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-Holtby-Grange-Cottages.h19196608.Hotel-Information) 9.6/10 Exceptional (7) "Amazing accommodation and very close to York. We loved it and will definitely be coming back. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Robin [](https://www.expedia.co.uk/York-Hotels-Holtby-Grange-Cottages.h19196608.Hotel-Information) ![Studio | Property grounds](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/83971a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/28532dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/258f24f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Interior](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/8bdcd943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in York [](https://www.expedia.co.uk/York-Hotels-Luxury-Studio-Cottage-At-Foot-Of-Yorkshire-Wolds.h91433174.Hotel-Information) 10/10 Exceptional (2) "This is a lovely place to stay.." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Darren £232 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-Luxury-Studio-Cottage-At-Foot-Of-Yorkshire-Wolds.h91433174.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/f8f1b7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, 1 King Bed, Balcony | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/e4ca3622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | 1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/acae8996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 2 Bedrooms, Park View | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/0fd8da6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Scarborough [](https://www.expedia.co.uk/Scarborough-Hotels-The-Sands-Sea-Front-Apartments.h17452330.Hotel-Information) 9.8/10 Exceptional (148) "What a beautiful place to stay on the North Bay of Scarborough and threturnnbus services in to Scarborough South Bay are every 10-15mins. Very much enjoyed our stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ryan £421 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Scarborough-Hotels-The-Sands-Sea-Front-Apartments.h17452330.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101080000/101070400/101070384/4068707e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/102000000/101080000/101070400/101070384/c2cb5ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101080000/101070400/101070384/6d3ab8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101080000/101070400/101070384/a67c2c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-Wren.h101070384.Hotel-Information) £576 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/York-Hotels-Wren.h101070384.Hotel-Information) ![Cottage | Dining](https://images.trvl-media.com/lodging/95000000/94420000/94413500/94413418/d7feb478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area | Fireplace](https://images.trvl-media.com/lodging/95000000/94420000/94413500/94413418/6ab7144f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Bathroom | Shower, deep-soaking bathtub, towels](https://images.trvl-media.com/lodging/95000000/94420000/94413500/94413418/7d8df3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/95000000/94420000/94413500/94413418/b5ab73a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Scarborough [](https://www.expedia.co.uk/Scarborough-Hotels-3-Bedroom-Cottage.h94413418.Hotel-Information) £457 includes taxes & fees 31 Dec - 1 Jan 2026 [](https://www.expedia.co.uk/Scarborough-Hotels-3-Bedroom-Cottage.h94413418.Hotel-Information) ![Deluxe Double Room, Garden View | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205415/37ccc81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage, 2 Bedrooms, Non Smoking, Garden View | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205415/c309e557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage, 2 Bedrooms, Non Smoking, Garden View | Private kitchen | Electric kettle](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205415/366acd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage, 2 Bedrooms, Non Smoking, Garden View | Living area | 40-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205415/737f56f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Whitby [](https://www.expedia.co.uk/Whitby-Hotels-Dale-View-Cottages.h112205415.Hotel-Information) 9.2/10 Wonderful (9) "Everything was good. It was a nice place with a dog exercise field as well. We had a nice little welcome basket so that we could have a drink when we arrived. The kitchen was well equipped. Thankyou" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Leonard [](https://www.expedia.co.uk/Whitby-Hotels-Dale-View-Cottages.h112205415.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90210000/90200500/90200486/5a7afb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90210000/90200500/90200486/7b4a7936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90210000/90200500/90200486/1cedfb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90210000/90200500/90200486/06cadbff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Easingwold [](https://www.expedia.co.uk/York-Hotels-Modern-Apartment-In-Yorkshire-Market-Town.h90200486.Hotel-Information) 10/10 Exceptional (49) "Very good property, thoroughly enjoyable. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Philip £129 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/York-Hotels-Modern-Apartment-In-Yorkshire-Market-Town.h90200486.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114420000/114416300/114416212/w1021h683x0y0-3ca7979e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114420000/114416300/114416212/627bb2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114420000/114416300/114416212/5da809f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114420000/114416300/114416212/fca933ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Ruswarp [](https://www.expedia.co.uk/Whitby-Hotels-2-Bedroom-Cottage-In-The-Lovely-Village-Of-Ruswarp-Walking-Distance-To-Whitby.h114416212.Hotel-Information) 7.8/10 Good (6) "Fantastic location and lovely cottage thoroughlyenjoyed our stay. Will be sure to book again. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Rachael W. [](https://www.expedia.co.uk/Whitby-Hotels-2-Bedroom-Cottage-In-The-Lovely-Village-Of-Ruswarp-Walking-Distance-To-Whitby.h114416212.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/5c8a1fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/0d65d99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, Internet](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/defc3083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, Internet](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/4f5b9938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middlesbrough [](https://www.expedia.co.uk/Middlesbrough-Hotels-Book-Your-Stay-Today-At-Our-Bed-And-Breakfast.h119548638.Hotel-Information) £44 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Middlesbrough-Hotels-Book-Your-Stay-Today-At-Our-Bed-And-Breakfast.h119548638.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/34000000/33600000/33598000/33597993/86ff25d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33600000/33598000/33597993/1f1da811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33600000/33598000/33597993/037a9d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33600000/33598000/33597993/8c503d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Whitby [](https://www.expedia.co.uk/Whitby-Hotels-Two-Double-Bedroom-Flat-With-Fantastic-Roof-Terrace-Overlooking-Swing-Brid.h33597993.Hotel-Information) 9.4/10 Exceptional (150) "We have been booking this property for the last five year's, it's in a great location." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Debbie M. [](https://www.expedia.co.uk/Whitby-Hotels-Two-Double-Bedroom-Flat-With-Fantastic-Roof-Terrace-Overlooking-Swing-Brid.h33597993.Hotel-Information) ![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/102000000/101080000/101072300/101072218/161e07c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101080000/101072300/101072218/aa197301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101080000/101072300/101072218/4a38b407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101080000/101072300/101072218/6db85e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-Skylark.h101072218.Hotel-Information) £576 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/York-Hotels-Skylark.h101072218.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30®ionId=5657&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=COTTAGE) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APARTMENT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=CABIN) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APART_HOTEL) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=CHALET) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=CONDO) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom®ionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPickering-Holiday-Rentals.d5657.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPickering-Holiday-Rentals.d5657.Travel-Guide-HolidayRentals) ## Top Pickering Hotel Reviews ![Royal Whitby](https://images.trvl-media.com/lodging/58000000/57920000/57917100/57917040/e8cf5127_y.jpg) ### Royal Whitby 10/10 Excellent "Can’t fault it. Nice clean room. Nice bar area. " [](https://expedia.co.uk/Whitby-Hotels-The-Royal-Hotel.h57917040.Hotel-Information) ![Burn Hall Hotel](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753368/8728b720_y.jpg) ### Burn Hall Hotel 10/10 Excellent "Room clean staff friendly " [](https://expedia.co.uk/York-Hotels-Burn-Hall-Hotel.h1753368.Hotel-Information) ![The Blue Bell Hotel](https://images.trvl-media.com/lodging/32000000/31930000/31920400/31920381/f2e01807_y.jpg) ### The Blue Bell Hotel 10/10 Excellent "Was fine " [](https://expedia.co.uk/Middlesbrough-Hotels-The-Blue-Bell-Hotel.h31920381.Hotel-Information) ![The Talbot Hotel, Malton, North Yorkshire](https://images.trvl-media.com/lodging/3000000/2410000/2400200/2400134/1178e080_y.jpg) ### The Talbot Hotel, Malton, North Yorkshire 10/10 Excellent "Such a lovely atmosphere and venue. Staff where amazing too!" [](https://expedia.co.uk/Malton-Hotels-The-Talbot-Hotel.h2400134.Hotel-Information) ![Britannia Grand Hotel Scarborough](https://images.trvl-media.com/lodging/2000000/1210000/1201500/1201481/46837027_y.jpg) ### Britannia Grand Hotel Scarborough 10/10 Excellent "Excellent Sea View Room, Clean Room, Comfy Bed, Power Shower, Great WiFi. Amazing Breakfast, Harbour View And Bay. Very Friendly Staff, Lovely Christmas Trimmings, Superb Stay As Always, I Am A Regular Returning Customer." [](https://expedia.co.uk/Scarborough-Hotels-Britannia-Grand-Hotel-Scarborough.h1201481.Hotel-Information) ![Holiday Inn Express Middlesbrough - Centre Square by IHG](https://images.trvl-media.com/lodging/12000000/11470000/11463200/11463190/e47d3775_y.jpg) ### Holiday Inn Express Middlesbrough - Centre Square by IHG 10/10 Excellent "Great stay as always. Really good breakfast included and had a room with a view over the Town Hall square and Xmas lights. Staff all polite and professional and the hotels in a good location in the town centre." [](https://expedia.co.uk/Middlesbrough-Hotels-Holiday-Inn-Express-Middlesbrough-Centre-Square.h11463190.Hotel-Information) ![Sandburn Hall Hotel](https://images.trvl-media.com/lodging/68000000/67370000/67360200/67360173/28adf5fc_y.jpg) ### Sandburn Hall Hotel 10/10 Excellent "The staff are so comforting and warm. The room was amazing in a nice quiet location. The food was bliss. " [](https://expedia.co.uk/York-Hotels-Sandburn-Hall-Hotel.h67360173.Hotel-Information) ![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg) ### Leonardo Hotel Middlesbrough 10/10 Excellent "Staff were excellent very helpful clean hotel well stocked, great breakfast will definitely stay again…" [](https://expedia.co.uk/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.Hotel-Information) ![Penny Hedge, Whitby by Marston's Inns](https://images.trvl-media.com/lodging/34000000/33730000/33724300/33724251/b15b531d_y.jpg) ### Penny Hedge, Whitby by Marston's Inns 10/10 Excellent "." [](https://expedia.co.uk/Whitby-Hotels-Penny-Hedge-By-Marstons-Inns.h33724251.Hotel-Information) ## Find out more about Pickering **Everything you need to know about** **Pickering** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pickering holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Pickering holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Pickering. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pickering holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Pickering holiday rentals we have selected for you start as low as £55 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Pickering rentals** At Expedia, we put the best Pickering holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Pickering rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pickering holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pickering. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Pickering ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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[Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Cottages in Pickering ](https://expedia.co.uk/Pickering-Cottages.d5657-aaCottages.Travel-Guide-Accommodation) - [Apartments in Pickering ](https://expedia.co.uk/Pickering-Apartments.d5657-aaApartments.Travel-Guide-Accommodation) - [Holiday Homes in Pickering ](https://expedia.co.uk/Pickering-Private-Holiday-Homes.d5657-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Chalets in Pickering ](https://expedia.co.uk/Pickering-Chalets.d5657-aaChalets.Travel-Guide-Accommodation) - [B&B in Pickering ](https://expedia.co.uk/Pickering-Bed-And-Breakfasts.d5657-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Guest Houses in Pickering ](https://expedia.co.uk/Pickering-Guest-Houses.d5657-aaGuestHouses.Travel-Guide-Accommodation) - [Cabin Rentals in Pickering ](https://expedia.co.uk/Pickering-Cabins.d5657-aaCabins.Travel-Guide-Accommodation) - [Inns in Pickering ](https://expedia.co.uk/Pickering-Inns.d5657-aaInns.Travel-Guide-Accommodation) - [Lodges in Pickering ](https://expedia.co.uk/Pickering-Lodges.d5657-aaLodges.Travel-Guide-Accommodation) - [Residences in Pickering ](https://expedia.co.uk/Pickering-Residences.d5657-aaResidences.Travel-Guide-Accommodation) - [Farmstay in Pickering ](https://expedia.co.uk/Pickering-Agritourism.d5657-aaAgritourism.Travel-Guide-Accommodation) - [Serviced Apartments in Pickering ](https://expedia.co.uk/Pickering-Apart-Hotels.d5657-aaApartHotels.Travel-Guide-Accommodation) - [Hostels in Pickering ](https://expedia.co.uk/Pickering-Hostels.d5657-aaHostels.Travel-Guide-Accommodation) - [Caravan Parks in Pickering ](https://expedia.co.uk/Pickering-Caravan-Parks.d5657-aaCaravanParks.Travel-Guide-Accommodation) - [Condo Rentals in Pickering ](https://expedia.co.uk/Pickering-Condos.d5657-aaCondos.Travel-Guide-Accommodation) - [Country Houses in Pickering ](https://expedia.co.uk/Pickering-Country-Houses.d5657-aaCountryHouses.Travel-Guide-Accommodation) - [Ranches in Pickering ](https://expedia.co.uk/Pickering-Ranches.d5657-aaRanches.Travel-Guide-Accommodation) - [Motels in Pickering ](https://expedia.co.uk/Pickering-Motels.d5657-aaMotels.Travel-Guide-Accommodation) - [Holiday Parks in Pickering ](https://expedia.co.uk/Pickering-Holiday-Parks.d5657-aaHolidayParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there holiday rentals in Pickering? ### What are some of the best holiday rentals that Pickering has to offer? ### How many holiday rentals are there in Pickering? ### What’s there to see and do in Pickering? ### What’s a holiday rental in Pickering like? ### Expedia's Latest Trends Hotels - [York Accommodation](https://expedia.co.uk/York-Hotels.d5489.Travel-Guide-Hotels) - [Cheltenham Accommodation](https://expedia.co.uk/Cheltenham-Hotels.d4597.Travel-Guide-Hotels) - [Blackpool Accommodation](https://expedia.co.uk/Blackpool-Hotels.d619.Travel-Guide-Hotels) - [Manchester Hotels with Hot Tubs](https://expedia.co.uk/Manchester-Hotels-Hotels-With-Hot-Tubs.0-0-d2205-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Plymouth Accommodation](https://expedia.co.uk/Plymouth-Hotels.d2817.Travel-Guide-Hotels) - [Sheffield Accommodation](https://expedia.co.uk/Sheffield-Hotels.d5682.Travel-Guide-Hotels) - [Bath Accommodation](https://expedia.co.uk/Bath-Hotels.d6084496.Travel-Guide-Hotels) - [Nottingham Accommodation](https://expedia.co.uk/Nottingham-Hotels.d7577.Travel-Guide-Hotels) - [Skegness Accommodation](https://expedia.co.uk/Skegness-Hotels.d6048672.Travel-Guide-Hotels) - [Durham Accommodation](https://expedia.co.uk/Durham-Hotels.d4628.Travel-Guide-Hotels) - [Leicester Accommodation](https://expedia.co.uk/Leicester-Hotels.d7583.Travel-Guide-Hotels) - [Cambridge Accommodation](https://expedia.co.uk/Cambridge-Hotels.d781.Travel-Guide-Hotels) - [Oxford Accommodation](https://expedia.co.uk/Oxford-Hotels.d9272.Travel-Guide-Hotels) - [Brighton Accommodation](https://expedia.co.uk/Brighton-Hotels.d6046944.Travel-Guide-Hotels) - [Chester Accommodation](https://expedia.co.uk/Chester-Hotels.d6590.Travel-Guide-Hotels) - [Bournemouth Accommodation](https://expedia.co.uk/Bournemouth-Hotels.d654.Travel-Guide-Hotels) - [Manchester Accommodation](https://expedia.co.uk/Manchester-Hotels.d2205.Travel-Guide-Hotels) - [Milton Keynes Accommodation](https://expedia.co.uk/Milton-Keynes-Hotels.d8370.Travel-Guide-Hotels) - [Gatwick Hotels with Parking](https://expedia.co.uk/Gatwick-Hotels-Hotel-With-Parking.0-0-d182523-thotelwithparking.Travel-Guide-Filter-Hotels) - [Leeds Accommodation](https://expedia.co.uk/Leeds-Hotels.d6035434.Travel-Guide-Hotels) - [Weston-super-Mare Accommodation](https://expedia.co.uk/Weston-Super-Mare-Hotels.d5468.Travel-Guide-Hotels) - [Stratford-upon-Avon Accommodation](https://expedia.co.uk/Stratford-Upon-Avon-Hotels.d5703.Travel-Guide-Hotels) - [Portsmouth Accommodation](https://expedia.co.uk/Portsmouth-Hotels.d553248634335196573.Travel-Guide-Hotels) Flights - [Flights to Gatwick](https://expedia.co.uk/Cheap-Flights-To-Gatwick.d182523.Travel-Guide-Flights) - [Flights to Manchester](https://expedia.co.uk/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights) - [Flights to Southampton](https://expedia.co.uk/Cheap-Flights-To-Southampton.d3245.Travel-Guide-Flights) - [Flights to Isles of Scilly](https://expedia.co.uk/Cheap-Flights-To-Isles-Of-Scilly.d1634.Travel-Guide-Flights) Activities - [Things to do in York](https://expedia.co.uk/Things-To-Do-In-York.d5489.Travel-Guide-Activities) - [Things to do in Weymouth](https://expedia.co.uk/Things-To-Do-In-Weymouth.d5470.Travel-Guide-Activities) Packages - [Isles of Scilly Holidays](https://expedia.co.uk/Isles-Of-Scilly.d1634.Holidays-City-Breaks) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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