Title: Holiday Rentals Winchelsea from £77: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winchelsea Travel Guide](https://expedia.co.uk/Winchelsea.dx6085054)[Hotels in Winchelsea](https://expedia.co.uk/Winchelsea-Hotels.d6085054.Travel-Guide-Hotels)[Flights to Winchelsea](https://expedia.co.uk/Cheap-Flights-To-Winchelsea.d6085054.Travel-Guide-Flights)[Winchelsea Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchelsea.d6085054.Car-Hire-Guide)[Winchelsea Holidays](https://expedia.co.uk/Winchelsea.d6085054.Holidays-City-Breaks) ![Winchelsea city gate](https://images.trvl-media.com/place/6085031/e220c0b2-818b-47ef-a725-b1472bc1d59e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Winchelsea - ![](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 Tonight [10 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2026-01-10&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Jan - 12 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2026-01-11&endDate=2026-01-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchelsea holiday rentals ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649340/bf37abe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649340/be7d4711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649340/5965347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649340/77c11b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sparrows Den Lodge [](https://www.expedia.co.uk/Winchelsea-Hotels-Sparrows-Den-Lodge.h59649340.Hotel-Information) Winchelsea £386 includes taxes & fees 16 Jan - 17 Jan [](https://www.expedia.co.uk/Winchelsea-Hotels-Sparrows-Den-Lodge.h59649340.Hotel-Information) ![Luxury Cabin | Living area | TV](https://images.trvl-media.com/lodging/41000000/40110000/40101600/40101599/80440d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/41000000/40110000/40101600/40101599/0a52c7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/41000000/40110000/40101600/40101599/0e6aec7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40110000/40101600/40101599/78ed855d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pinewood Camping Pods - At Port Lympne Reserve [](https://www.expedia.co.uk/Hythe-Hotels-Pinewood-Apinall-Foundation.h40101599.Hotel-Information) Hythe 9.4/10 Exceptional (30 reviews) "The staff are so friendly and helpfull and we all enjoyed out stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) georgina £147 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Hythe-Hotels-Pinewood-Apinall-Foundation.h40101599.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/a255e2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom (One Bedroom Terraced) | Interior](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/09290527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom (One Bedroom Terraced) | Interior](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/284d6cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom (One Bedroom Terraced) | Interior](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/362e5851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bexlet [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Bexlet.h35826717.Hotel-Information) Bexhill-on-Sea 8.6/10 Excellent (50 reviews) "A very peaceful place for a weekend getaway." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian £76 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Bexlet.h35826717.Hotel-Information) ![Deluxe Apartment | Free WiFi](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/07c28bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment | Private kitchen | Mini-fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/f14c2365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/0a8861d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/e20fe1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osborne Apartments [](https://www.expedia.co.uk/Eastbourne-Hotels-Osborne-Apartments.h89725461.Hotel-Information) Eastbourne 9.0/10 Wonderful (95 reviews) "Great stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) George £77 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Eastbourne-Hotels-Osborne-Apartments.h89725461.Hotel-Information) ![House, 1 Bedroom, Garden View | Garden](https://images.trvl-media.com/lodging/123000000/122160000/122156300/122156203/0db56db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 1 Bedroom, Garden View | Living room | Books](https://images.trvl-media.com/lodging/123000000/122160000/122156300/122156203/ad1fa546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 1 Bedroom, Garden View | 1 bedroom](https://images.trvl-media.com/lodging/123000000/122160000/122156300/122156203/2bbda9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 1 Bedroom, Garden View | Living room | Books](https://images.trvl-media.com/lodging/123000000/122160000/122156300/122156203/36fd153f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calm Private Annex Ideal to Work, Rest & Explore [](https://www.expedia.co.uk/Ashford-Hotels-Calm-Private-Annex-Ideal-To-Work.h122156203.Hotel-Information) Ashford 10/10 Exceptional (1 review) "One night stay to visit local family. Very welcoming, met on arrival. Coldest night of the year so far and it was warm, cosy & comfortable. Owners live next door, attached house, easy parking, easy to find. Will possibly be return during 2026, central location for all our needs." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Steve £108 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Ashford-Hotels-Calm-Private-Annex-Ideal-To-Work.h122156203.Hotel-Information) ![Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95730000/95725500/95725404/5528ad75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin | Interior](https://images.trvl-media.com/lodging/96000000/95730000/95725500/95725404/64551c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin | Property grounds](https://images.trvl-media.com/lodging/96000000/95730000/95725500/95725404/5c48fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95730000/95725500/95725404/17150d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Private Cabin Town Eurotunnel Beach [](https://www.expedia.co.uk/Hythe-Hotels-Remarkable-1-Bed-Cabin-In-Hythe.h95725404.Hotel-Information) Hythe 8.0/10 Very good (3 reviews) "The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David £74 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Hythe-Hotels-Remarkable-1-Bed-Cabin-In-Hythe.h95725404.Hotel-Information) ![Children’s area](https://images.trvl-media.com/lodging/93000000/92510000/92501100/92501024/ac2eba45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92510000/92501100/92501024/5130af10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92510000/92501100/92501024/dee3697d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92510000/92501100/92501024/3477e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lilyrose Cottage [](https://www.expedia.co.uk/Pevensey-Hotels-Glyndley-Manor-Cottage.h92501024.Hotel-Information) Pevensey 10/10 Exceptional (1 review) "All very good. However too many disabled parking spaces meaning too few for others" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Graeme £443 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Pevensey-Hotels-Glyndley-Manor-Cottage.h92501024.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122920000/122914400/122914378/43854e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home, 2 Bedrooms | 3 bedrooms](https://images.trvl-media.com/lodging/123000000/122920000/122914400/122914378/447fbd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122920000/122914400/122914378/b5f760e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/123000000/122920000/122914400/122914378/bb05d34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Caravan Rental 2 bed Caravan [](https://www.expedia.co.uk/Hastings-Hotels-Family-Caravan-Rental-2-Bed-Caravan.h122914378.Hotel-Information) Hastings £115 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Hastings-Hotels-Family-Caravan-Rental-2-Bed-Caravan.h122914378.Hotel-Information) ![Apartment | Children’s area](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/16ce5572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/9045d006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area | TV](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/5f937dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/b428e4d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom Apartment Sleeps 4, Parking [](https://www.expedia.co.uk/Hythe-Hotels-Lovely-1-Bedroom-Ground-Floor-Apartment-Max-4-Per.h104271482.Hotel-Information) Hythe 10/10 Exceptional (1 review) £131 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Hythe-Hotels-Lovely-1-Bedroom-Ground-Floor-Apartment-Max-4-Per.h104271482.Hotel-Information) ![Cottage | Living area](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/8257e2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/888b8ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/393a2907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/0ea34993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gun Hill Cottage [](https://www.expedia.co.uk/Heathfield-Hotels-Gun-Hill-Cottage.h48279562.Hotel-Information) Heathfield 10/10 Exceptional (2 reviews) "Gun Hill Cottage is a truly charming little place, really clean, nicely decorated, with everything you need. Chris was an amazing host, let us know all the details in advance, then checked in by email that everything was good. we really enjoyed our stay. Thanks! Tom" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Thomas £734 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Heathfield-Hotels-Gun-Hill-Cottage.h48279562.Hotel-Information) ![Cabin | Sports court](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/36b76754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/785d1989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin | Exterior](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/b575da1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/4bd9d4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big2vacation Exclusive Camber Sands Holiday Park [](https://www.expedia.co.uk/Rye-Hotels-Big2vacation-Exclusive-Camber-Sands-Holiday-Park.h117420206.Hotel-Information) Rye £211 includes taxes & fees 31 Jan - 1 Feb [](https://www.expedia.co.uk/Rye-Hotels-Big2vacation-Exclusive-Camber-Sands-Holiday-Park.h117420206.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/31000000/30998400/30998382/582ee815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room | TV, DVD player](https://images.trvl-media.com/lodging/31000000/31000000/30998400/30998382/8c886813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30998400/30998382/af445f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/31000000/31000000/30998400/30998382/76513593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hakuna Matata [](https://www.expedia.co.uk/Rye-Hotels-Hakuna-Matata.h30998382.Hotel-Information) Rye 8.8/10 Excellent (3 reviews) "Well appointed and clean house. Convenient for shops and restaurants. Lovely beach a short walk away. Indian restaurant in Camber is great." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller £407 includes taxes & fees 5 Feb - 6 Feb [](https://www.expedia.co.uk/Rye-Hotels-Hakuna-Matata.h30998382.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119960000/119953700/119953689/4db113dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119960000/119953700/119953689/07731692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119960000/119953700/119953689/180a4375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119960000/119953700/119953689/383be58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idyllic Studio in Tenterden [](https://www.expedia.co.uk/Tenterden-Hotels-Studio-Sleeps-3-Free-Parking.h119953689.Hotel-Information) Tenterden £127 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Tenterden-Hotels-Studio-Sleeps-3-Free-Parking.h119953689.Hotel-Information) ![Cottage | 3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/71000000/70940000/70934900/70934864/9a2d6e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/71000000/70940000/70934900/70934864/8d2e803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/71000000/70940000/70934900/70934864/945645f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/71000000/70940000/70934900/70934864/2031cd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy Cottage [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Cosy-Cottage.h70934864.Hotel-Information) Bexhill-on-Sea £506 includes taxes & fees 16 Jan - 17 Jan [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Cosy-Cottage.h70934864.Hotel-Information) ![House | Living area | TV](https://images.trvl-media.com/lodging/108000000/107240000/107239700/107239660/814d31af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Dining](https://images.trvl-media.com/lodging/108000000/107240000/107239700/107239660/e865684e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107240000/107239700/107239660/0cc8c21a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107240000/107239700/107239660/949f7c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suspire House -sleeps6-garden-bbq-coastal Retreat [](https://www.expedia.co.uk/New-Romney-Hotels-Suspire-House-New-Romney-Kent-A-Coastal-Retreat.h107239660.Hotel-Information) New Romney £212 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/New-Romney-Hotels-Suspire-House-New-Romney-Kent-A-Coastal-Retreat.h107239660.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114092200/114092127/4e9c5872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114092200/114092127/a0d29972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114100000/114092200/114092127/6afad981.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/115000000/114100000/114092200/114092127/6b6b22e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hub House [](https://www.expedia.co.uk/Hastings-Hotels-Hub-House.h114092127.Hotel-Information) Hastings £385 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Hastings-Hotels-Hub-House.h114092127.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992700/26992651/c3c3a4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992700/26992651/9a5b86e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992700/26992651/85fb4b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992700/26992651/8b69e959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amelia Cottage [](https://www.expedia.co.uk/Battle-Hotels-Amelia-Cottage.h26992651.Hotel-Information) Battle 10/10 Exceptional (2 reviews) "Such a lovely cottage, well equipped and comfortable. Brilliant location for going out and about. We had an amazing stay and will be back again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Heather £398 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Battle-Hotels-Amelia-Cottage.h26992651.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95855800/95855737/e35fc31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95860000/95855800/95855737/fcfe8614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95855800/95855737/519d538f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95855800/95855737/18cbe83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Star Cottage [](https://www.expedia.co.uk/Eastbourne-Hotels-Star-Cottage.h95855737.Hotel-Information) Eastbourne £413 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Eastbourne-Hotels-Star-Cottage.h95855737.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/76000000/75610000/75604600/75604582/1ec53763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75610000/75604600/75604582/13fd6c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/76000000/75610000/75604600/75604582/7cf3cc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75604600/75604582/47cff104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sylvian [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Sylvian.h75604582.Hotel-Information) Bexhill-on-Sea 6.0/10 (1 review) "Great location for proximity to Town, super parking. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David £310 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Sylvian.h75604582.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30998000/30997996/d3433737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30998000/30997996/d45c68e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/31000000/31000000/30998000/30997996/863bfd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30998000/30997996/d23570ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rye House [](https://www.expedia.co.uk/Rye-Hotels-Rye-House.h30997996.Hotel-Information) Rye 10/10 Exceptional (1 review) £502 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Rye-Hotels-Rye-House.h30997996.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=2026-01-24&endDate=2026-01-25®ionId=6085054&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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%2FWinchelsea-Holiday-Rentals.d6085054.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchelsea-Holiday-Rentals.d6085054.Travel-Guide-HolidayRentals) ## Top Winchelsea Hotel Reviews ![The View Hotel](https://images.trvl-media.com/lodging/7000000/6930000/6923300/6923265/6c8ffb89_y.jpg) ### The View Hotel 10/10 Excellent "Breakfast was very well organised and the food was to a very good standard - the plate warmer actually works in this hotel - well done for this." [](https://expedia.co.uk/Eastbourne-Hotels-The-View-Hotel.h6923265.Hotel-Information) ![The George in Rye](https://images.trvl-media.com/lodging/2000000/1390000/1383200/1383199/4b66bb00_y.jpg) ### The George in Rye 10/10 Excellent "Outstanding - staff were so friendly and welcoming. " [](https://expedia.co.uk/Rye-Hotels-The-George-In-Rye.h1383199.Hotel-Information) ![Ashford International Hotel & Spa](https://images.trvl-media.com/lodging/1000000/530000/527200/527123/4ec460cb_y.jpg) ### Ashford International Hotel & Spa 10/10 Excellent "Great room, amenities and breakfast. Would definitely recommend." [](https://expedia.co.uk/Ashford-Hotels-Ashford-International-Hotel.h527123.Hotel-Information) ![The Grand Hotel Eastbourne](https://images.trvl-media.com/lodging/1000000/430000/425800/425706/29a823da_y.jpg) ### The Grand Hotel Eastbourne 10/10 Excellent "Excellent hotel. We loved. " [](https://expedia.co.uk/Eastbourne-Hotels-The-Grand-Hotel-Eastbourne.h425706.Hotel-Information) ![The Lookout Rye](https://images.trvl-media.com/lodging/1000000/910000/901100/901082/fbddbd08_y.jpg) ### The Lookout Rye 10/10 Excellent "Lovely cosy room booked very last minute. Staff are so welcoming. Really nice breakfast. " [](https://expedia.co.uk/Rye-Hotels-The-Lookout-Rye.h901082.Hotel-Information) ![Hampton by Hilton Ashford International](https://images.trvl-media.com/lodging/62000000/61530000/61523800/61523749/w3836h2556x0y0-e86d9465_y.jpg) ### Hampton by Hilton Ashford International 10/10 Excellent "Room spotless. Wonderful staff. " [](https://expedia.co.uk/Ashford-Hotels-Hampton-Inn-Ashford.h61523749.Hotel-Information) ![Dale Hill Hotel & Golf Club](https://images.trvl-media.com/lodging/9000000/8260000/8251000/8250940/e8c233ba_y.jpg) ### Dale Hill Hotel & Golf Club 10/10 Excellent "Everything was good and the lovely view over golf course both from our room and the restaurant is always beautiful! Staff all friendly and obliging not a critism just a suggestion it would be good to give the choice of cappuccino, latte and hot chocolate at breakfast even if an extra charge for this was necessary! To top the stay it had snowed overnight and we were greeted with a delightful scene upon opening our room curtains! 2nd time of staying at Dale Hill and will definitely be returning again !" [](https://expedia.co.uk/Wadhurst-Hotels-Dale-Hill-Hotel-Golf-Club.h8250940.Hotel-Information) ![Holiday Inn Ashford North A20 by IHG](https://images.trvl-media.com/lodging/1000000/20000/14100/14029/caf0f2d3_y.jpg) ### Holiday Inn Ashford North A20 by IHG 10/10 Excellent "Room was great, the staff were amazing went above and behond expecially one lady who worked on reception for two of the mornings we was there really wish i knew her name, will 1000% be staying there again, food choise was good and tasted 😋 , breakfast choises were on point " [](https://expedia.co.uk/Ashford-Hotels-Holiday-Inn-Ashford-North-A20.h14029.Hotel-Information) ![The Chatsworth Hotel](https://images.trvl-media.com/lodging/30000000/29130000/29121000/29120951/ea4a0ef1_y.jpg) ### The Chatsworth Hotel 10/10 Excellent "Room light and spacious, Sitting areas as 1 by bright windows facing sea, Bathroom in grey marble from a Hollywood movie" [](https://expedia.co.uk/Eastbourne-Hotels-The-Chatsworth-Hotel.h29120951.Hotel-Information) ## Find out more about Winchelsea **Everything you need to know about** **Winchelsea** **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 Winchelsea 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 Winchelsea holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Winchelsea holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winchelsea. 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 Winchelsea 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 Winchelsea 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 Winchelsea rentals** At Expedia, we put the best Winchelsea 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 Winchelsea 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 Winchelsea 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 Winchelsea. 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 Winchelsea ### 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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[Condo Rentals in Winchelsea ](https://expedia.co.uk/Winchelsea-Condos.d6085054-aaCondos.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find holiday rentals in Winchelsea? ### What are some of the best holiday rentals that Winchelsea has to offer? ### How many holiday rentals are there in Winchelsea? ### What’s there to see and do in Winchelsea? ### What’s a holiday rental in Winchelsea 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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