Title: Holiday Rentals Winchelsea from £72: 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 In two weeks [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&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 four months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&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) ## Top Holiday Rentals in Winchelsea ![Deluxe Apartment | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/bd6e13f0.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/cbc738b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Apartment | Private kitchen | Mini-fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/fbd4ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osborne Apartments Eastbourne 9.0/10 Wonderful (87) "Great place to spend a few days, the room was excellent, spacious and clean and the staff were always happy to help with any questions as we had 2 children with us. Would happily stay here again, thanks Osbourne Apartments." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller £81 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Eastbourne-Hotels-Osborne-Apartments.h89725461.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/41000000/40110000/40101600/40101599/f78f8074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Safari](https://images.trvl-media.com/lodging/41000000/40110000/40101600/40101599/e5f9dd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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) ### Pinewood Camping Pods - At Port Lympne Reserve Hythe 9.4/10 Exceptional (29) "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 £159 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Hythe-Hotels-Pinewood-Apinall-Foundation.h40101599.Hotel-Information) ![The Hide Out | Living room](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/14471804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Hide Out | 1 bedroom, individually decorated, individually furnished, bed sheets](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/f9abba97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Hide Out | Living room](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/63333f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/f840e1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extraordinary Huts Rye 9.6/10 Exceptional (40) "We wanted quiet, peaceful, beautiful, unique and considerate and that’s what we got. To be woken up by pheasants and lambs, dinner at The Plough, logs being burnt inside and out and amazing views and walks… it was all there." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Casey [](https://www.expedia.co.uk/Rye-Hotels-Extraordinary-Huts.h35102557.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117830000/117829300/117829246/22010f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117830000/117829300/117829246/657d19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117830000/117829300/117829246/418e3236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117830000/117829300/117829246/646ac425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big2vacation2 Exclusive at new Beach Caravan Park Romney Marsh £211 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Romney-Marsh-Hotels-Dymchurch-Cabin-Retreat-With-Ocean-View.h117829246.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/5a92cdfb.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) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/031ee314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104280000/104271500/104271482/c03253f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom Apartment Sleeps 4, Parking Hythe 10/10 Exceptional (1) £125 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Hythe-Hotels-Lovely-1-Bedroom-Ground-Floor-Apartment-Max-4-Per.h104271482.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/033c53c3.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/df59d501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/0718b944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom | Lounge](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/18c1dd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bexlet Bexhill-on-Sea 8.6/10 Excellent (50) "A very peaceful place for a weekend getaway." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian £72 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Bexlet.h35826717.Hotel-Information) ![Cabin | Children’s area](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/d55950a9_edited_de9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/831eb06b.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 Rye £211 includes taxes & fees 6 Dec - 7 Dec [](https://www.expedia.co.uk/Rye-Hotels-Big2vacation-Exclusive-Camber-Sands-Holiday-Park.h117420206.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114730000/114727000/114726997/a2cf1224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114730000/114727000/114726997/1b80a445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114727000/114726997/46d1b016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114727000/114726997/52d2d289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters Hastings "We had a very pleasant stay at this spacious and comfortable home, which was well-suited for our larger group. The garden was a particular highlight, offering ample space and the added delight of fresh fruit to pick. The location is great, being within a short walking distance of the beach and sea (20mins). The property was generally tidy, there were a few spiderwebs which luckily didn't have any spiders. If these were removed it would enhance the experience. Parking proved somewhat challenging... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Tabassum A. £295 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Hastings-Hotels-Huge-6-Bedroom-House.h114726997.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98070000/98067900/98067894/089f0761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/99000000/98070000/98067900/98067894/ee3f498e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/99000000/98070000/98067900/98067894/a42e22aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/99000000/98070000/98067900/98067894/57e8ac77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome. Hythe 10/10 Exceptional (17) "Had a wonderful stay would recommend to anyone" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Susan M. [](https://www.expedia.co.uk/Hythe-Hotels-2-Bedroomed-Cottage-In-Hythe.h98067894.Hotel-Information) ![Oven, stovetop](https://images.trvl-media.com/lodging/111000000/110980000/110978300/110978246/16772bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110980000/110978300/110978246/0722843d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110980000/110978300/110978246/d6f364a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110980000/110978300/110978246/3465dee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion. Bexhill 10/10 Exceptional (6) "Perfect location. Perfectly comfortable." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) alex £118 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Bexhill-Town-Centre-Flat-Less-Than-5-Mins-To-The-Iconic-De-La-Warr-Pavillion.h110978246.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/0ea34993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/8e02b92e.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 | Living area](https://images.trvl-media.com/lodging/49000000/48280000/48279600/48279562/8257e2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gun Hill Cottage Heathfield 10/10 Exceptional (2) "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 £735 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Heathfield-Hotels-Gun-Hill-Cottage.h48279562.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18780000/18772200/18772141/a500698b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18772200/18772141/22101a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18780000/18772200/18772141/84774087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18772200/18772141/4d8dcfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Character Beamed Country Retreat with self check in/out in historic 1066 country Broad Oak 9.8/10 Exceptional (213) "We had a wonderful stay in a nice place. Everything we needed was there. " ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Petra v. [](https://www.expedia.co.uk/Rye-Hotels-Character-Country-Retreat-With-No-Contact-Check-Inout.h18772141.Hotel-Information) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/83000000/82940000/82930700/82930666/a3bf027f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82940000/82930700/82930666/74294380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82940000/82930700/82930666/5af29b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82940000/82930700/82930666/a830e7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden gem with hot tub and tennis court in idyllic East Sussex countryside . Hellingly /Hailsham 7.6/10 Good (9) "The property was incredible and the host had incredible communication. Maria could not have been more accommodating and we cannot thank her enough, we had a fabulous stay and hope to be back soon." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Matilda B. £516 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Hailsham-Hotels-Hidden-Gem-With-Hot-Tub-And-Tennis-Court-In-Idyllic-East-Sussex-Countryside-In.h82930666.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71760000/71753100/71753043/c3dd8cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71760000/71753100/71753043/w1434h1080x193y0-d8e43470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71760000/71753100/71753043/b9a295e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71753100/71753043/32a30511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extra-large luxury Shepherd's Hut, private hot tub, Smart TV, wifi, fab views. Herstmonceux 10/10 Exceptional (15) "We had a really lovely weekend away, was very peaceful and quiet. Sam was a great host, good communication before we arrived and helped show us around☺️ would definitely stay again. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Keira [](https://www.expedia.co.uk/Hailsham-Hotels-Meadowsweet-Luxury-Shepherds-Hut.h71753043.Hotel-Information) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/34000000/33590000/33585100/33585069/b91e86eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33585100/33585069/d8c74d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33585100/33585069/f5db5613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33590000/33585100/33585069/df976abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastguard Cottage With Sea Views fairlight 9.8/10 Exceptional (80) "It was lovely, such a nice place to stay and an awesome view. " ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Mildred v. [](https://www.expedia.co.uk/Hastings-Hotels-Coastguard-Cottage-With-Sea-Views.h33585069.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24890000/24887400/24887387/eb2d2890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24890000/24887400/24887387/ca060062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24890000/24887400/24887387/65ffc60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/25000000/24890000/24887400/24887387/b43bc18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Outstanding luxury beachfront holiday experience with hot tub Pevensey Bay 10/10 Exceptional (111) "Had the most amazing stay at the beach house with my family. It’s perfect for a large group. Amazing sea views and the hot tub was the best! We will be back. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Fleur H. [](https://www.expedia.co.uk/Pevensey-Hotels-Outstanding-Luxury-Beachfront-Holiday-Experience-With-Hot-Tub.h24887387.Hotel-Information) ![Apartment | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110350000/110340100/110340027/7afa336e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen | Fridge, microwave, electric kettle, toaster](https://images.trvl-media.com/lodging/111000000/110350000/110340100/110340027/e63a4553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Property grounds](https://images.trvl-media.com/lodging/111000000/110350000/110340100/110340027/f50003b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Bathroom | Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/111000000/110350000/110340100/110340027/6fca53e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Loft Apartment Overlooking Countryside Hailsham 10/10 Exceptional (1) [](https://www.expedia.co.uk/Hailsham-Hotels-Tranquil-Loft-Apartment-Overlooking-Countryside.h110340027.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/34000000/33600000/33595300/33595290/69f8f20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33600000/33595300/33595290/9ac5dba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33600000/33595300/33595290/388ffb54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33600000/33595300/33595290/785905f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Spacious Seaside cottage, 1 minute from the beach sleeps 12 Camber 9.6/10 Exceptional (47) "Ideally situated for the beach, parking for 3 vehicles, spacious downstairs. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Martin H. [](https://www.expedia.co.uk/Rye-Hotels-Stunning-Spacious-Seaside-Cottage.h33595290.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107290000/107285400/107285352/b31d4775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107290000/107285400/107285352/beb1c8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107290000/107285400/107285352/eabdd124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/108000000/107290000/107285400/107285352/a47af968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Camber Caravan 3 Bedroom Retreat With Decking Rye 4.0/10 (2) "I was disappointed with this stay. For the amount of money it cost, the caravan was not clean, was overcrowded and needs a lot of smarting up. You had to pay extra to have bedding which I think is unreasonable, particularly how much it cost per night anyway. Communication with the host was fine but not great. Unfortunately I won’t be recommending or returning to this property. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kerry £168 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Rye-Hotels-Camber-Cosy-3-Bedroom-Cabin-Retreat.h107285352.Hotel-Information) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114110000/114106900/114106841/056629cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114106900/114106841/8a9e0240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114110000/114106900/114106841/6fe0d5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114110000/114106900/114106841/737eea8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boathouse St Leonards-On-Sea 10/10 Exceptional (1) £406 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/St-Leonards-On-Sea-Hotels-The-Boathouse.h114106841.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=2025-12-07&endDate=2025-12-08®ionId=6085054&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_BF_PROMO_6085054) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=APARTMENT) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=APART_HOTEL) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=COTTAGE) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VACATION_HOME) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CABIN) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VILLA) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CHALET) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom®ionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&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%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 ![Hythe Imperial Hotel Spa & Golf](https://images.trvl-media.com/lodging/1000000/10000/9200/9108/3722ea9c_y.jpg) ### Hythe Imperial Hotel Spa & Golf 10/10 Excellent "Our room was very spacious and clean. We had an enabled room which met all my husbands needs. The staff group were young , articulate and very helpful. Couldn’t fault them at. " [](https://expedia.co.uk/Hythe-Hotels-Hythe-Imperial-Hotel-Spa-Golf.h9108.Hotel-Information) ![The View Hotel](https://images.trvl-media.com/lodging/7000000/6930000/6923300/6923265/6c8ffb89_y.jpg) ### The View Hotel 10/10 Excellent "Yes, everything great " [](https://expedia.co.uk/Eastbourne-Hotels-The-View-Hotel.h6923265.Hotel-Information) ![Port Hotel](https://images.trvl-media.com/lodging/77000000/76870000/76866300/76866297/8a001e9c_y.jpg) ### Port Hotel 10/10 Excellent "David as always was fantastic and the hotel which has now become a firm favourite was on point. Mustn’t forget the great breakfast ‘healthy option chosen’ all though every option is great. Looking forward to my next visit" [](https://expedia.co.uk/Eastbourne-Hotels-Port.h76866297.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 "Excellent hotel, fantastic food, very comfortable" [](https://expedia.co.uk/Ashford-Hotels-Ashford-International-Hotel.h527123.Hotel-Information) ![The Relais Cooden Beach](https://images.trvl-media.com/lodging/1000000/40000/34400/34317/6bac61d7_y.jpg) ### The Relais Cooden Beach 10/10 Excellent "Stayed several times and its always a positive time.staff are friendly and efficient hotel is clean and the food is good quality. " [](https://expedia.co.uk/Bexhill-On-Sea-Hotels-The-Cooden-Beach-Hotel.h34317.Hotel-Information) ![Cavendish Hotel](https://images.trvl-media.com/lodging/2000000/1230000/1222800/1222750/122d8818_y.jpg) ### Cavendish Hotel 10/10 Excellent "Very friendly staff. Great location and nice & quiet." [](https://expedia.co.uk/Eastbourne-Hotels-Cavendish-Hotel.h1222750.Hotel-Information) ![The Burlington Hotel](https://images.trvl-media.com/lodging/58000000/57920000/57917000/57916923/1a194f4c_y.jpg) ### The Burlington Hotel 10/10 Excellent "Staff were very courteous and friendly. The food was lovely and very reasonable in price for a 3 course meal. Rooms are a bit dated but a lovely view of the sea and the pier " [](https://expedia.co.uk/Eastbourne-Hotels-The-Burlington-Hotel.h57916923.Hotel-Information) ![The Lookout Rye](https://images.trvl-media.com/lodging/1000000/910000/901100/901082/fbddbd08_y.jpg) ### The Lookout Rye 10/10 Excellent "This was our second stay at this hotel and we have really enjoyed it. Our rooms in both occasions have been spotless, cosy and welcoming. The staff are lovely and attentive and Abbi was especially helpful, It was bonfire night and extremely busy but she handled it all very well, with non resident guests trying to come into the hotel. There was also cheese and biscuits put out for guests, which was a really nice touch. Breakfast was good and aplenty, we will definitely be back. " [](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 was clean staff were nice Only thing the breakfast wasn’t very hot " [](https://expedia.co.uk/Ashford-Hotels-Hampton-Inn-Ashford.h61523749.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 £72 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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[Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Cottages in Winchelsea](https://expedia.co.uk/Winchelsea-Cottages.d6085054-aaCottages.Travel-Guide-Accommodation) - [Apartments in Winchelsea](https://expedia.co.uk/Winchelsea-Apartments.d6085054-aaApartments.Travel-Guide-Accommodation) - [Holiday Homes in Winchelsea](https://expedia.co.uk/Winchelsea-Private-Holiday-Homes.d6085054-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Caravan Parks in Winchelsea](https://expedia.co.uk/Winchelsea-Caravan-Parks.d6085054-aaCaravanParks.Travel-Guide-Accommodation) - [B&B in Winchelsea](https://expedia.co.uk/Winchelsea-Bed-And-Breakfasts.d6085054-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Cabin Rentals in Winchelsea](https://expedia.co.uk/Winchelsea-Cabins.d6085054-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Winchelsea](https://expedia.co.uk/Winchelsea-Guest-Houses.d6085054-aaGuestHouses.Travel-Guide-Accommodation) - [Chalets in Winchelsea](https://expedia.co.uk/Winchelsea-Chalets.d6085054-aaChalets.Travel-Guide-Accommodation) - [Lodges in Winchelsea](https://expedia.co.uk/Winchelsea-Lodges.d6085054-aaLodges.Travel-Guide-Accommodation) - [Inns in Winchelsea](https://expedia.co.uk/Winchelsea-Inns.d6085054-aaInns.Travel-Guide-Accommodation) - [Residences in Winchelsea](https://expedia.co.uk/Winchelsea-Residences.d6085054-aaResidences.Travel-Guide-Accommodation) - [Villas in Winchelsea](https://expedia.co.uk/Winchelsea-Villas.d6085054-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Winchelsea](https://expedia.co.uk/Winchelsea-Agritourism.d6085054-aaAgritourism.Travel-Guide-Accommodation) - [Serviced Apartments in Winchelsea](https://expedia.co.uk/Winchelsea-Apart-Hotels.d6085054-aaApartHotels.Travel-Guide-Accommodation) - [Holiday Parks in Winchelsea](https://expedia.co.uk/Winchelsea-Holiday-Parks.d6085054-aaHolidayParks.Travel-Guide-Accommodation) - [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? > Yes, there are holiday rentals close to the most popular sights in Winchelsea, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip. ### What are some of the best holiday rentals that Winchelsea has to offer? > [Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters](https://www.expedia.co.uk/Hastings-Hotels-Huge-6-Bedroom-House.h114726997.Hotel-Information): This holiday home rental outside of Winchelsea offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. ### How many holiday rentals are there in Winchelsea? > With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Winchelsea stay. ### What’s there to see and do in Winchelsea? > Winchelsea Beach and High Weald are a couple of lovely local spots to get outside and enjoy nature. Pett Level Beach and St. Thomas the Martyr are other places to visit while you're in town. ### What’s a holiday rental in Winchelsea like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchelsea. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)