Title: Holiday Rentals Winchelsea from £71: 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) ![](https://mediaim.expedia.com/destination/2/f89e6288a72588f0d29172b2428a5c99.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by John Scale # Search Holiday Rentals in Winchelsea ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6085054&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Winchelsea ![Property grounds](https://images.trvl-media.com/lodging/31000000/30230000/30220700/30220695/a655eeeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/31000000/30230000/30220700/30220695/75dc8f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30230000/30220700/30220695/284da08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30230000/30220700/30220695/da6ead46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A luxurious self-catering retreat for two, complete with indoor pool & hot tub. Icklesham 10/10 Exceptional (27) "Loved this place, fantastic value for money, beautiful walks, lovely people, great facilities quiet and relaxing." [](https://www.expedia.co.uk/Winchelsea-Hotels-A-Luxurious-Self-Catering-Retreat-For-Two.h30220695.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/db507d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/9b05ed6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/0158ccc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/02d05048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grogu's Rest - 2 bedrooms with decking sleeps 6 Winchelsea Beach 8.8/10 Excellent (8) "We were looking for a base for a few days away and this fitted the bill well. A couple of previous reviews had commented upon general cleanliness and we found a child’s toy under the dining table when we got there and an odd sock behind the sofa, suggesting the cleaning wasn’t particularly thorough. Otherwise the property had all we needed. " £232 includes taxes & fees 11 Oct - 12 Oct [](https://www.expedia.co.uk/Winchelsea-Hotels-Grogus-Rest-2-Bedrooms-With-Decking-Sleeps-6.h73723718.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) ![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) ![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) ### 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." £159 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Hythe-Hotels-Pinewood-Apinall-Foundation.h40101599.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89730000/89725500/89725461/cbc738b3.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) ![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 Eastbourne 9.0/10 Wonderful (86) "JUST FANTASTIC check in - Shree was SO helpful and showed us our room and how to check out. It was incredible service. Loved the room, the kitchen and it was just wonderful. Will be staying again soon." £93 includes taxes & fees 10 Oct - 11 Oct [](https://www.expedia.co.uk/Eastbourne-Hotels-Osborne-Apartments.h89725461.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89790000/89789933/71e3fd08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/90000000/89790000/89790000/89789933/4e3cd021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Twin Room | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/90000000/89790000/89790000/89789933/3b4b2c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89790000/89790000/89789933/49d5ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vive Hotel Hastings 7.0/10 Good (84) "The staff were amazing. " [](https://www.expedia.co.uk/Hastings-Hotels-Vive-Hotel.h89789933.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33300000/33293300/33293202/06baec2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33300000/33293300/33293202/6a5b0ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33300000/33293300/33293202/ffc965d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33300000/33293300/33293202/141644a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 16th Century Cottage Situated Opposite The Medieval Landgate Arch Rye 9.6/10 Exceptional (184) "Cosy homely cottage had a wonderful stay, short walk to everything." [](https://www.expedia.co.uk/Rye-Hotels-16th-Century-Cottage-Situated-Opposite-The-Medieval-Landgate-Arch.h33293202.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) ![Garden](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/f840e1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Hide Out | View from property](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/684e3178.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) ### Extraordinary Huts Rye 9.6/10 Exceptional (39) "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." £142 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Rye-Hotels-Extraordinary-Huts.h35102557.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109820000/109816500/109816481/967573af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109820000/109816500/109816481/d9addcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109820000/109816500/109816481/1dda89f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109820000/109816500/109816481/c43ff3d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterloo Terrace -Historical luxury apartment in heart of Old Town with balcony. Hastings 10/10 Exceptional (8) "Extremely pleased with our stay. I would highly recommend it. " [](https://www.expedia.co.uk/Hastings-Hotels-Waterloo-Terrace-Historical-Luxury-Apartment-In-Heart-Of-Old-Town-With-Balcony.h109816481.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126087/7cd966ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126087/0fd5f624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126087/9663dcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126087/ab5847a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town Hastings 9.2/10 Wonderful (137) "Very nice place to stay we really enjoyed :-)" [](https://www.expedia.co.uk/Hastings-Hotels-Modern-2-Bedroom-Apartment-In-The-Heart-Of-Historic-Hastings-Old-Town.h24126087.Hotel-Information) ![Apartment | Balcony](https://images.trvl-media.com/lodging/58000000/57860000/57850600/57850522/fbde4c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57860000/57850600/57850522/40837eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/58000000/57860000/57850600/57850522/ebd4174f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Property grounds](https://images.trvl-media.com/lodging/58000000/57860000/57850600/57850522/4dea8295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom Apartment Near South Downs Hailsham 10/10 Exceptional (7) "Everything we needed, just like home from home and in a lovely quiet location" [](https://www.expedia.co.uk/Hailsham-Hotels-Charming-1-Bed-Apartment-Near-Hailsham.h57850522.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) ![Dining](https://images.trvl-media.com/lodging/25000000/24890000/24887400/24887387/65ffc60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24890000/24887400/24887387/678fdff2.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 (110) "Excellent house and a great location " [](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 | 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 | Interior](https://images.trvl-media.com/lodging/111000000/110350000/110340100/110340027/72d011de.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) ### 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) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/033c53c3.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) ![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/df59d501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bexlet Bexhill-on-Sea 8.6/10 Excellent (50) "Easy to find on Sat Nav, parking nearby, very light, warm and comfortable, bed a little hard for us oldies. Overall great. Thank you" £71 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Bexhill-On-Sea-Hotels-Bexlet.h35826717.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78090000/78080200/78080107/8e79859d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78090000/78080200/78080107/0b433af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Tent | Bathroom](https://images.trvl-media.com/lodging/79000000/78090000/78080200/78080107/936d885f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/79000000/78090000/78080200/78080107/d0e73ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oastbrook Glamping Robertsbridge 10/10 Exceptional (1) "Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back." [](https://www.expedia.co.uk/Etchingham-Hotels-Oastbrook-Glamping.h78080107.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51860000/51853700/51853624/2b3c64c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/52000000/51860000/51853700/51853624/97ebf483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, Internet, bed sheets](https://images.trvl-media.com/lodging/52000000/51860000/51853700/51853624/aebe8997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/52000000/51860000/51853700/51853624/d9371bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Lodge - 5 minute walk to the sandy beach Camber Sands Holiday Park, Camber 8.8/10 Excellent (9) "Fantastic lodge near the beach on a great location in the park. Highly recommend " £232 includes taxes & fees 11 Oct - 12 Oct [](https://www.expedia.co.uk/Rye-Hotels-Beach-Lodge-5-Minute-Walk-To-The-Sandy-Beach.h51853624.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42020000/42018700/42018615/a4d169dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/43000000/42020000/42018700/42018615/dff37265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42018700/42018615/8647b8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42020000/42018700/42018615/43b4ac58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \* Stylish \* Central \* Sea View \* Modern Hastings 9.4/10 Exceptional (22) "Excellent location and Communications. Enjoyed the walks along the beach" [](https://www.expedia.co.uk/Hastings-Hotels-Stylish-Central-Sea-View-Modern.h42018615.Hotel-Information) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/67000000/66290000/66284400/66284384/053ae4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66290000/66284400/66284384/d9dfa9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66290000/66284400/66284384/04298360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66290000/66284400/66284384/d41c2186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Sea Front Apartment Hythe 9.6/10 Exceptional (34) "The cutest coastal town " [](https://www.expedia.co.uk/Hythe-Hotels-Amazing-Sea-Views-From-This-Gorgeous.h66284384.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) ![Exterior](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/4bd9d4f3.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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117430000/117420300/117420206/5aa654da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big2vacation Exclusive Camber Sands Holiday Park Rye £203 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Rye-Hotels-Big2vacation-Exclusive-Camber-Sands-Holiday-Park.h117420206.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) ![Exterior](https://images.trvl-media.com/lodging/83000000/82940000/82930700/82930666/a830e7df.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) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/83000000/82940000/82930700/82930666/dffe6067.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." £617 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Hailsham-Hotels-Hidden-Gem-With-Hot-Tub-And-Tennis-Court-In-Idyllic-East-Sussex-Countryside-In.h82930666.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) ![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) ![6 bedrooms, desk, travel cot, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114727000/114726997/13433aa2.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... £288 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Hastings-Hotels-Huge-6-Bedroom-House.h114726997.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=2025-10-23&endDate=2025-10-24®ionId=6085054&adults=2&sort=RECOMMENDED&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 ![Holiday Inn Ashford North A20 by IHG](//images.trvl-media.com/lodging/1000000/20000/14100/14029/caf0f2d3_y.jpg) ### Holiday Inn Ashford North A20 by IHG 10/10 Excellent "Perfect place for a stay-over on our way to the channel tunnel. Clean rooms, friendly staff, good food in restaurant." [](https://expedia.co.uk/Ashford-Hotels-Holiday-Inn-Ashford-North-A20.h14029.Hotel-Information) ![Hampton by Hilton Ashford International](//images.trvl-media.com/lodging/62000000/61530000/61523800/61523749/w3836h2556x0y0-e86d9465_y.jpg) ### Hampton by Hilton Ashford International 10/10 Excellent "Lovely staff, great breakfast, cleaned the room daily without having to ask. Room heat was good and a comfortable bed. What more do you need. " [](https://expedia.co.uk/Ashford-Hotels-Hampton-Inn-Ashford.h61523749.Hotel-Information) ![The Relais Cooden Beach](//images.trvl-media.com/lodging/1000000/40000/34400/34317/6bac61d7_y.jpg) ### The Relais Cooden Beach 10/10 Excellent "Great brief interlude on the coast. Good breakfast and very pleasant staff" [](https://expedia.co.uk/Bexhill-On-Sea-Hotels-The-Cooden-Beach-Hotel.h34317.Hotel-Information) ![Eastbourne Riviera Hotel](//images.trvl-media.com/lodging/3000000/2720000/2710500/2710469/07f5623e_y.jpg) ### Eastbourne Riviera Hotel 10/10 Excellent "Have a room with a view of the ocean literally across the street was a joy! The room was lovely, a good size and an amazing big bathtub. Great value for the money. Being right in the promenade and listing to the ocean was wonderful. I would stay again. " [](https://expedia.co.uk/Eastbourne-Hotels-Eastbourne-Riviera-Hotel.h2710469.Hotel-Information) ![Hythe Imperial Hotel Spa & Golf](//images.trvl-media.com/lodging/1000000/10000/9200/9108/3722ea9c_y.jpg) ### Hythe Imperial Hotel Spa & Golf 10/10 Excellent "The room was lovely, the hotel was stunning and location incredible. Staff were so friendly and professional - thoroughly enjoyed a romantic stay " [](https://expedia.co.uk/Hythe-Hotels-Hythe-Imperial-Hotel-Spa-Golf.h9108.Hotel-Information) ![The Grand Hotel Eastbourne](//images.trvl-media.com/lodging/1000000/430000/425800/425706/29a823da_y.jpg) ### The Grand Hotel Eastbourne 10/10 Excellent "Lovely sea view. Friendly and very helpful staff. Outstanding food." [](https://expedia.co.uk/Eastbourne-Hotels-The-Grand-Hotel-Eastbourne.h425706.Hotel-Information) ![Port Hotel](//images.trvl-media.com/lodging/77000000/76870000/76866300/76866297/8a001e9c_y.jpg) ### Port Hotel 10/10 Excellent "Very nice staff, clean room, good location" [](https://expedia.co.uk/Eastbourne-Hotels-Port.h76866297.Hotel-Information) ![The View Hotel](//images.trvl-media.com/lodging/7000000/6930000/6923300/6923265/6c8ffb89_y.jpg) ### The View Hotel 10/10 Excellent "Had an amazing time " [](https://expedia.co.uk/Eastbourne-Hotels-The-View-Hotel.h6923265.Hotel-Information) ![The Burlington Hotel](//images.trvl-media.com/lodging/58000000/57920000/57917000/57916923/1a194f4c_y.jpg) ### The Burlington Hotel 10/10 Excellent "Although hotel shows it age!my room was quite big and very clean!Great views also!over pier!breakfast/dinner was excellent and service 10/10 by very gd staff!dinner especially served quick and excellent value!all in all a great stay for me!Although i could do without piped music in dining area during meal!" [](https://expedia.co.uk/Eastbourne-Hotels-The-Burlington-Hotel.h57916923.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 £71 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) - [Apartments in Winchelsea](https://expedia.co.uk/Winchelsea-Apartments.d6085054-aaApartments.Travel-Guide-Accommodation) - [Cottages in Winchelsea](https://expedia.co.uk/Winchelsea-Cottages.d6085054-aaCottages.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) - [Cabin Rentals in Winchelsea](https://expedia.co.uk/Winchelsea-Cabins.d6085054-aaCabins.Travel-Guide-Accommodation) - [B&B in Winchelsea](https://expedia.co.uk/Winchelsea-Bed-And-Breakfasts.d6085054-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Chalets in Winchelsea](https://expedia.co.uk/Winchelsea-Chalets.d6085054-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Winchelsea](https://expedia.co.uk/Winchelsea-Guest-Houses.d6085054-aaGuestHouses.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? > [Converted barn / Oast House with amazing views and EV chargers](https://www.expedia.co.uk/Rye-Hotels-Converted-Barn-Oast-House-With-Amazing-Views-And-EV-Chargers.h33589563.Hotel-Information): This holiday home rental outside of Winchelsea is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 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 books. ### How many holiday rentals are there in Winchelsea? > With 4 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 Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald 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. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups. ### 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. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFNUlEQVR4Xu3cTXLjNhBAYaS80DJH4FF8NOpoOoqOMEstXO64f4AGKXgqXanJwnpvY7oJ4NOOpiaVJv9D7Tz4E4GUAikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSIKVASoGUAikFUgqk1IR8tFObjna/eWsX/XHX+S6/fMHXKJaOURYbNRALZA6kj0YgFsgcSB+Nfiqy52+iyFfXr/V/KfJVIK397UsePnrT61+6anQ8C8QCyUAsEBABAYkb89N70+mMTPUT41fdmKs2EJ+PQEA0EJAGAtIX5eUCmUdNH+hPxUcREBAQkL4oL0H8AgSkiIg+4+192rbHK/aee+T4ig0CAgICMgUC8m+RbCDWuzwceRtuNCMjEBABATnfAPFAQOSMHNt8rW2/tYu7349O7XkyyGJ0as+TQRajU3ueDLIYndrzZJDF6NSeJ4MsRqf2PBlkMTq158kTsu7a4l+TH7pz6+PP42P/94GArAOZAwFZBzL3c5F4elvx9D6e2KYH+kV3GDLeum2V/b2gGyMQEAsEBER/gIDIAXk60Ubta7uNcpWOrFhl2aezpk/XJ3kJ4oGAgIDEJC9BvFdExna942sDsUTsgT566HDTq2uzF/Fbu+hGa891IBYISAMB8fZcB2K9NPJ9hlz8Ot13RdQ9nrgIBOT7QHogIN8H0vuRyIevte16p21+oj29rRjt/j59U1dHVr5iP7sgICB+DwQExAM5InGibR+jfKBrb8f36eNG6asaiN8GiUBAQEBAvkFEt8/fcMfaeHo/9H3aTjyPos9xfmwcgYAISARia0HyDgjIh95KZIzigW5t/c7n8bEvYv/F9Xu/fQwEBATkMALJQECyceLsPvSBfu8nPrmLvwRGICAZSF8FAmKBgMSN/vTWEy37hru1y9filWtdm/0lYCPNPsoIxAIBAQEBAYkmRMbam6/cViP7KPFAF3dtVbg2svYxAAHRzicuRiDZ+cTFCCQ7n7gYgWTnExcjkOx84mL0H5F5+9Mz/t0WH040N/ZeW3yUi/9uZ41ABATERiAgAvJui0HyUsZ2Q8aJ0cWR2P7Zx7kqP905EBABiVUgNopABARk9KkPdFt71y+qAxkjyz7KTd0xSiTa80gQAfFAQECsPY8EkZdH1k/v6DaNrn5tro5so72bm+t3Qfro6tcgu4CAgPhdkD66+vWLI+LbbW0bz3jtM07UkRXPeGvzjfk9eKza/VoDERAQ2wgCAgLiTcjTo3rrd3K7rYpiZCfOTZ8uAmkgIKdAQCKQ9vLIIjsxnt4Pvd50em32l8C8aver22TFSAMBWQQCAqKBgNiJc1u/0xGRu98x14rR+OMg2/NkEBAQ/QEC0tvzZBCQj8MNe8W2kf0/K1u7+Ej0GR/fcF98ZW5cjDQQWZ64GGkgsjxxMdJAZHniYqSByPLExUgDkeWJi5EGIssTFyPtjBxP/NBrO9EXH0bziSMb/eYbbhAQEBCQORABeUZEH+j2dfatn/I2PeObvmLHRitGd/0RIw1EQEBAQHx01x8x0kAE5BmJ7fYNtxXbc5WOwrUvvY8bIxAQEBCQ88YIBOR4w9aKbo9nvG235lVHd/wz9NthCUgGYoGAgPRAshdGjm0+j+3W3e/YK7boidEu9peANdwRiAUyt/kcxNdoIBbI3OZzEF+j/UjkzwVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSIKVASoGUAikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUj8H+QfUyPowLAtFcwAAAABJRU5ErkJggg==)