Title: Holiday Rentals Winsor from £77: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winsor Travel Guide](https://expedia.co.uk/Winsor.dx3000381484)[Hotels in Winsor](https://expedia.co.uk/Winsor-Hotels.d3000381484.Travel-Guide-Hotels)[Flights to Winsor](https://expedia.co.uk/Cheap-Flights-To-Winsor.d3000381484.Travel-Guide-Flights)[Winsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winsor.d3000381484.Car-Hire-Guide)[Winsor Holidays](https://expedia.co.uk/Winsor.d3000381484.Holidays-City-Breaks) ![Enclosure on Copythorne Common. Copythorne Common was once part of the New Forest's adjacent commons, but was annexed when the Forest's perambulation was fenced and gridded in the 1960s. The Common is now privately owned, but a portion of it north of the M27 motorway is Access Land. On the left of this photo is the southern edge of a four-sided enclosure defined by a bank and external ditch (marked on the OS 1:25000 Explorer map). Mature oak trees are growing on the bank, showing that the enclosure is at least a few hundred years old.](https://images.trvl-media.com/place/3000381484/8babd6a8-30e6-4da0-97ec-a8c79df3f3e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Winsor - ![](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 [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winsor holiday rentals ![Marina](https://images.trvl-media.com/lodging/115000000/114100000/114093500/114093471/42fe2ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114093500/114093471/aa20f0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114093500/114093471/739f3b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114093500/114093471/07da8974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Yarmouth [](https://www.expedia.co.uk/Yarmouth-Hotels-Whitfield-P10.h114093471.Hotel-Information) 10/10 Exceptional (1) £394 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Yarmouth-Hotels-Whitfield-P10.h114093471.Hotel-Information) ![House, Accessible, Ensuite (Farmhouse) | Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/50c3992e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Ensuite (Farmhouse) | 8 bedrooms](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/38f6581a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Ensuite (Farmhouse) | Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/341a5785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Ensuite (Farmhouse) | Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/a2e46d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Salisbury [](https://www.expedia.co.uk/Salisbury-Hotels-Bridge-Farmhouse.h2236109.Hotel-Information) 9.2/10 Wonderful (19) "Staying here felt like you walked into a story book; beautiful gardens, bridge over the creek with swans swimming up and down, sheep in the fields, views of Salisbury Cathedral, stylish decorated rooms. We greatly enjoyed our stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer E £1,847 includes taxes & fees 9 Jan - 10 Jan 2026 [](https://www.expedia.co.uk/Salisbury-Hotels-Bridge-Farmhouse.h2236109.Hotel-Information) ![Luxury Apartment, Accessible, Private Bathroom | Dining](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/a7803b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment, Accessible, Private Bathroom (Moss Green) | Balcony view](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/6a4feb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment, Accessible, Private Bathroom (Moss Green) | Dining](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/3820c4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment, Accessible, Private Bathroom (Moss Green) | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118160000/118157200/118157109/7f16d1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Southampton [](https://www.expedia.co.uk/Southampton-Hotels-The-Itchen-River-Apartments.h118157109.Hotel-Information) 10/10 Exceptional (1) "Check-in was quite complicated but the support was good " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Robert £203 includes taxes & fees 10 Jan - 11 Jan 2026 [](https://www.expedia.co.uk/Southampton-Hotels-The-Itchen-River-Apartments.h118157109.Hotel-Information) ![Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/e3154997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/1fc9bd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Dining](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/dfd802ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Property grounds](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/8d8b315e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in The Polygon [](https://www.expedia.co.uk/Southampton-Hotels-Charming-2-Bed-Apartment-In-Central-Southampton.h105532002.Hotel-Information) 10/10 Exceptional (1) "Great apartment, super friendly host!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Amy £158 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Charming-2-Bed-Apartment-In-Central-Southampton.h105532002.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111430000/111426400/111426382/f370d1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Balcony | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/112000000/111430000/111426400/111426382/w1589h1067x0y0-0be989d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Balcony | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/112000000/111430000/111426400/111426382/15ff92a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Balcony | Private kitchen | Electric kettle](https://images.trvl-media.com/lodging/112000000/111430000/111426400/111426382/07dab47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Shirley [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Retreat-Hot-Tub-Pool-Parking.h111426382.Hotel-Information) 7.0/10 Good (2) "Serene location. Nice property. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Theertha £143 includes taxes & fees 29 Dec - 30 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Retreat-Hot-Tub-Pool-Parking.h111426382.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/d8dda3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/a561382e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Three Bedroom House | Living area | 40-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/ba883834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Three Bedroom House | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74190000/74189800/74189762/e73b39b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Salisbury [](https://www.expedia.co.uk/Salisbury-Hotels-Salisbury-Residences-By-Charles-Hope.h74189762.Hotel-Information) £286 includes taxes & fees 30 Dec - 31 Dec [](https://www.expedia.co.uk/Salisbury-Hotels-Salisbury-Residences-By-Charles-Hope.h74189762.Hotel-Information) ![Deluxe Room, 1 Double Bed, Harbour View | Premium bedding, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/00186b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Harbour View | Premium bedding, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/0e8a31ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Front of property](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/0c1f5886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Premium bedding, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/w5807h3807x96y97-378758c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Cowes [](https://www.expedia.co.uk/Cowes-Hotels-Pinnacle.h97013242.Hotel-Information) 9.8/10 Exceptional (25) "Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. " ![Denmark](https://a.travel-assets.com/egds/marks/flags/dk.svg) Sebastian £156 includes taxes & fees 25 Dec - 26 Dec [](https://www.expedia.co.uk/Cowes-Hotels-Pinnacle.h97013242.Hotel-Information) ![Family Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/acdc998e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/b773b2bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment | Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/492a91f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109070000/109065200/109065173/28caec92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Salisbury [](https://www.expedia.co.uk/Salisbury-Hotels-Charles-Hope-Salisbury-Centre.h109065173.Hotel-Information) 9.6/10 Exceptional (4) "Great location and well appointed apartment" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Greg £127 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Salisbury-Hotels-Charles-Hope-Salisbury-Centre.h109065173.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123750000/123740400/123740365/255459d6_edited_83c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123750000/123740400/123740365/eacef162_edited_1d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123750000/123740400/123740365/453603b2_edited_cfcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123750000/123740400/123740365/382f7c97_edited_afb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Freemantle [](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-6.h123740365.Hotel-Information) £38 includes taxes & fees 25 Dec - 26 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-6.h123740365.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44520000/44511300/44511291/a131954d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44520000/44511300/44511291/4fd3e277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44520000/44511300/44511291/6eff0aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/45000000/44520000/44511300/44511291/f030846b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Freshwater [](https://www.expedia.co.uk/Freshwater-Hotels-5-Yarmouth-Cottages.h44511291.Hotel-Information) 9.4/10 Exceptional (3) "Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Clive £328 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Freshwater-Hotels-5-Yarmouth-Cottages.h44511291.Hotel-Information) ![Exclusive Apartment, Private Bathroom | Interior](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/e779054f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment, Private Bathroom | Shared kitchen | High chair](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/f05aac32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment, Private Bathroom | 1 bedroom](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/887a477e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment, Private Bathroom | Dining](https://images.trvl-media.com/lodging/84000000/83410000/83402400/83402310/bcb055f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in New Milton [](https://www.expedia.co.uk/New-Milton-Hotels-4thedome.h83402310.Hotel-Information) 9.4/10 Exceptional (12) "Had a lovely stay in this apartment . It was excellent. Very very clean and comfortable, with everything you could need and a lot of little extras. Just a couple of steps over to the clifftop in Barton on sea. Would definitely stay again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stephen £116 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/New-Milton-Hotels-4thedome.h83402310.Hotel-Information) ![Luxury House | 6 bedrooms, Egyptian cotton sheets, premium bedding, Select Comfort beds](https://images.trvl-media.com/lodging/103000000/102630000/102626100/102626005/51c0cd55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hot stone massages, deep-tissue massages, Swedish massages](https://images.trvl-media.com/lodging/103000000/102630000/102626100/102626005/8f3ac127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Living area | 40-inch LED TV with digital channels, DVD player, table football](https://images.trvl-media.com/lodging/103000000/102630000/102626100/102626005/b6b3410f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Living area | 40-inch LED TV with digital channels, DVD player, table football](https://images.trvl-media.com/lodging/103000000/102630000/102626100/102626005/d488f49c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Ferndown [](https://www.expedia.co.uk/Ferndown-Hotels-Pamper-House-Holiday-Home-And-Annex.h102626005.Hotel-Information) £1,094 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Ferndown-Hotels-Pamper-House-Holiday-Home-And-Annex.h102626005.Hotel-Information) ![House (3 Bedrooms) | Terrace/patio](https://images.trvl-media.com/lodging/101000000/100960000/100955300/100955294/29bd57f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100960000/100955300/100955294/b0149fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100960000/100955300/100955294/cc5ef489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100960000/100955300/100955294/d6ae814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Peaceful-Elevated-Residential-Area-Walk-To-City.h100955294.Hotel-Information) £319 includes taxes & fees 31 Dec - 1 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-Peaceful-Elevated-Residential-Area-Walk-To-City.h100955294.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/d480aec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/ed14c792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/c226a18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/f9b30f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Bassett Green [](https://www.expedia.co.uk/Southampton-Hotels-Daisy-Haven-In-Southampton.h119246577.Hotel-Information) £178 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Southampton-Hotels-Daisy-Haven-In-Southampton.h119246577.Hotel-Information) ![Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/7eeb8287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Apartment | Premium bedding, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/8fb9cc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/a24255e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/127852ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Salisbury [](https://www.expedia.co.uk/Salisbury-Hotels-Peartree-Serviced-Apartments.h13055764.Hotel-Information) 9.6/10 Exceptional (304) "Enjoyable stay, handy to Salisbury landmarks." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Heather £86 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Salisbury-Hotels-Peartree-Serviced-Apartments.h13055764.Hotel-Information) ![Apartment | Free WiFi](https://images.trvl-media.com/lodging/125000000/124050000/124049200/124049166/bc71a449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/125000000/124050000/124049200/124049166/cefb585c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/125000000/124050000/124049200/124049166/23b7cf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/125000000/124050000/124049200/124049166/18dd111c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Freemantle [](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-5.h124049166.Hotel-Information) £45 includes taxes & fees 25 Dec - 26 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-5.h124049166.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/ae2e0425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/f6645f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/d7bea290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/76f59696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Freemantle [](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-7.h123548561.Hotel-Information) £48 includes taxes & fees 31 Dec - 1 Jan 2026 [](https://www.expedia.co.uk/Southampton-Hotels-Pebbles-Guest-House-Flat-7.h123548561.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/fe6d8eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 2 Bedrooms, Kitchen | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/9f00a393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 2 Bedrooms, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/f88f181f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/d9e6832c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bassett [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Serviced-Apartment.h5313151.Hotel-Information) 8.4/10 Very good (179) "Close to workplace. Nice heated apartment, has all the things you would need highly recommend. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sheena £129 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Serviced-Apartment.h5313151.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/884f1de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/1ed0110d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/4b40b014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Master Loft | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/c5b15fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Southampton City Centre [](https://www.expedia.co.uk/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information) 9.4/10 Exceptional (1179) "Staff was great and the room was really nice. I was impressed by the design and it was spacious " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa £77 includes taxes & fees 29 Dec - 30 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114100000/114090900/114090832/d31620ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114090900/114090832/76a41273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114090900/114090832/0abb3f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114090900/114090832/d26697ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cowes [](https://www.expedia.co.uk/Cowes-Hotels-High-Tide.h114090832.Hotel-Information) £578 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Cowes-Hotels-High-Tide.h114090832.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=2026-01-07&endDate=2026-01-08®ionId=3000381484&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=VILLA) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=COTTAGE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=CABIN) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=CHALET) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Winsor%2C+Southampton%2C+England%2C+United+Kingdom®ionId=3000381484&latLong=50.926983%2C-1.552032&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&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%2FWinsor-Holiday-Rentals.d3000381484.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinsor-Holiday-Rentals.d3000381484.Travel-Guide-HolidayRentals) ## Top Winsor Hotel Reviews ![Novotel Southampton](https://images.trvl-media.com/lodging/1000000/10000/4500/4431/cebf2d75_y.jpg) ### Novotel Southampton 10/10 Excellent "Convenient for the Cruise terminal. We got a short taxi from the hotel to the Terminal. Easy walking from the hotel to restaurants and shops. Nice gym and nice hotel" [](https://expedia.co.uk/Southampton-Hotels-Novotel-Southampton.h4431.Hotel-Information) ![Macdonald Botley Park Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9400/9369/4a8e2deb_y.jpg) ### Macdonald Botley Park Hotel & Spa 10/10 Excellent "Very comfortable and clean" [](https://expedia.co.uk/Southampton-Hotels-Macdonald-Botley-Park-Hotel-Spa.h9369.Hotel-Information) ![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "Great apart from the reception in the bar area. Even as hotel guests we were told d we could not have a table standing room only in a five star hotel " [](https://expedia.co.uk/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg) ### Leonardo Hotel Southampton 10/10 Excellent "Simple, but clean and comfortable. Temperature of room good and double glazing helped with road noise. Good service, convenient for city centre, will likely stay again." [](https://expedia.co.uk/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information) ![Village Hotel Southampton Eastleigh](https://images.trvl-media.com/lodging/65000000/64270000/64264800/64264792/67cc524a_y.jpg) ### Village Hotel Southampton Eastleigh 10/10 Excellent "Good stay as ever. Thanks " [](https://expedia.co.uk/Eastleigh-Hotels-Village-Hotel-Southampton-Eastleigh.h64264792.Hotel-Information) ![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Beautiful hotel Nice spa Ample parking away from city centre Would come again " [](https://expedia.co.uk/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![voco Winchester Hotel & Spa by IHG](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/bec3fe8c_y.jpg) ### voco Winchester Hotel & Spa by IHG 10/10 Excellent "Good" [](https://expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information) ![voco Southampton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "The room was perfectly cleaned and the staff were happy to help with anything " [](https://expedia.co.uk/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "I had the fish cakes for supper, they were delicious. " [](https://expedia.co.uk/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ## Find out more about Winsor **Everything you need to know about** **Winsor** **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 Winsor 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 Winsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Winsor holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winsor. 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 Winsor 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 Winsor holiday rentals we have selected for you start as low as £77 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winsor rentals** At Expedia, we put the best Winsor 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 Winsor 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 Winsor 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 Winsor. 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 Winsor ### 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 Winsor ](https://expedia.co.uk/Winsor-Cottages.d3000381484-aaCottages.Travel-Guide-Accommodation) - [Apartments in Winsor ](https://expedia.co.uk/Winsor-Apartments.d3000381484-aaApartments.Travel-Guide-Accommodation) - [Holiday Homes in Winsor ](https://expedia.co.uk/Winsor-Private-Holiday-Homes.d3000381484-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Guest Houses in Winsor ](https://expedia.co.uk/Winsor-Guest-Houses.d3000381484-aaGuestHouses.Travel-Guide-Accommodation) - [B&B in Winsor ](https://expedia.co.uk/Winsor-Bed-And-Breakfasts.d3000381484-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Chalets in Winsor ](https://expedia.co.uk/Winsor-Chalets.d3000381484-aaChalets.Travel-Guide-Accommodation) - [Inns in Winsor ](https://expedia.co.uk/Winsor-Inns.d3000381484-aaInns.Travel-Guide-Accommodation) - [Lodges in Winsor ](https://expedia.co.uk/Winsor-Lodges.d3000381484-aaLodges.Travel-Guide-Accommodation) - [Cabin Rentals in Winsor ](https://expedia.co.uk/Winsor-Cabins.d3000381484-aaCabins.Travel-Guide-Accommodation) - [Residences in Winsor ](https://expedia.co.uk/Winsor-Residences.d3000381484-aaResidences.Travel-Guide-Accommodation) - [Houseboats in Winsor ](https://expedia.co.uk/Winsor-Houseboats.d3000381484-aaHouseboats.Travel-Guide-Accommodation) - [Serviced Apartments in Winsor ](https://expedia.co.uk/Winsor-Apart-Hotels.d3000381484-aaApartHotels.Travel-Guide-Accommodation) - [Farmstay in Winsor ](https://expedia.co.uk/Winsor-Agritourism.d3000381484-aaAgritourism.Travel-Guide-Accommodation) - [Condo Rentals in Winsor ](https://expedia.co.uk/Winsor-Condos.d3000381484-aaCondos.Travel-Guide-Accommodation) - [Villas in Winsor ](https://expedia.co.uk/Winsor-Villas.d3000381484-aaVillas.Travel-Guide-Accommodation) - [Holiday Parks in Winsor ](https://expedia.co.uk/Winsor-Holiday-Parks.d3000381484-aaHolidayParks.Travel-Guide-Accommodation) - [Caravan Parks in Winsor ](https://expedia.co.uk/Winsor-Caravan-Parks.d3000381484-aaCaravanParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there holiday rentals in Winsor? ### What are some of the best holiday rentals that Winsor has to offer? ### What can I see and do in Winsor? ### What are holiday rentals like in Winsor? ### Expedia's Latest Trends Hotels - 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