Title: Winchelsea Vacation Rentals from $106: Search Short-Term Rentals | Expedia.com

[Winchelsea Travel Guide](https://expedia.com/Winchelsea.dx6085054)[Hotels in Winchelsea](https://expedia.com/Winchelsea-Hotels.d6085054.Travel-Guide-Hotels)[Flights to Winchelsea](https://expedia.com/Cheap-Flights-To-Winchelsea.d6085054.Travel-Guide-Flights)[Car Rentals in Winchelsea](https://expedia.com/Car-Rentals-In-Winchelsea.d6085054.Car-Rental-Guide)[Winchelsea Vacation Packages](https://expedia.com/Winchelsea.d6085054.Destination-Travel-Guides)

![Winchelsea city gate](https://images.trvl-media.com/place/6085031/e220c0b2-818b-47ef-a725-b1472bc1d59e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6085031/e220c0b2-818b-47ef-a725-b1472bc1d59e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6085054&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6085054&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6085054&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6085054&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchelsea vacation rentals

![Flat-screen TV](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/93fd2282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/b4771bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/df12c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathtub, towels](https://images.trvl-media.com/lodging/74000000/73730000/73723800/73723718/792f8f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Winchelsea Beach

[](https://www.expedia.com/Winchelsea-Hotels-Grogus-Rest-2-Bedrooms-With-Decking-Sleeps-6.h73723718.Hotel-Information)

8.8/10

Excellent

(8 reviews)

"great stay again"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

lindsay r.

$311 nightly

$311 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Winchelsea-Hotels-Grogus-Rest-2-Bedrooms-With-Decking-Sleeps-6.h73723718.Hotel-Information)

![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 | 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)

![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)

### Vacation Home in Winchelsea

[](https://www.expedia.com/Winchelsea-Hotels-Sparrows-Den-Lodge.h59649340.Hotel-Information)

$427 nightly

$512 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Winchelsea-Hotels-Sparrows-Den-Lodge.h59649340.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89690000/89687500/89687414/781bc221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89690000/89687500/89687414/2e9be983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89690000/89687500/89687414/9b201bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89690000/89687500/89687414/5da388da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winchelsea Beach

[](https://www.expedia.com/Winchelsea-Hotels-White-Haven-With-2-Double-Rooms.h89687414.Hotel-Information)

2.0/10

(1 review)

"Check in was easy and location was good, thise are the only positives. The property is extremely dated and dirty. The furnishings in communal areas were torn, threadbare, stained, dirty and smelly. The carpets were dirty, covered in dog and human hair. There was mould above the shower and dirt and mould under the sink. The areas around the toilets were soiled with rusted old urine splashes. There was mould on one of the bedroom walls.The kitchen cupboard fascias were peeling and the handles all...

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Emma V.

$295 nightly

$295 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Winchelsea-Hotels-White-Haven-With-2-Double-Rooms.h89687414.Hotel-Information)

![Economy Cabin, Garden View](https://images.trvl-media.com/lodging/125000000/124050000/124041600/124041547/da2df3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Cabin, Garden View](https://images.trvl-media.com/lodging/125000000/124050000/124041600/124041547/27c644fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/125000000/124050000/124041600/124041547/0bfadf6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/125000000/124050000/124041600/124041547/87e43106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Bexhill-on-Sea

[](https://www.expedia.com/Bexhill-On-Sea-Hotels-Chestnut-Meadow-Camping.h124041547.Hotel-Information)

$93 nightly

$112 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Bexhill-On-Sea-Hotels-Chestnut-Meadow-Camping.h124041547.Hotel-Information)

![Flat-screen TV](https://images.trvl-media.com/lodging/90000000/89320000/89317500/89317478/c1266c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89320000/89317500/89317478/a88a13cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89320000/89317500/89317478/9dafd480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89320000/89317500/89317478/852587fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Rye Harbour

[](https://www.expedia.com/Rye-Hotels-River-View-Overlooking-The-River.h89317478.Hotel-Information)

8.8/10

Excellent

(21 reviews)

"Fantastic stay amazing location and very luxurious"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

nicholas t.

$343 nightly

$343 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Rye-Hotels-River-View-Overlooking-The-River.h89317478.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/103000000/102710000/102706400/102706369/00cf1f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102710000/102706400/102706369/4bec6852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102710000/102706400/102706369/72690d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102710000/102706400/102706369/7b8441f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Hastings

[](https://www.expedia.com/St-Leonards-On-Sea-Hotels-Rhodown-Sun-On-The-Terrace-All-Round.h102706369.Hotel-Information)

9.2/10

Wonderful

(5 reviews)

"Lovely peaceful setting and the caravan had everything you would need and bonus being so close to Hastings"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

William E.

$311 nightly

$311 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/St-Leonards-On-Sea-Hotels-Rhodown-Sun-On-The-Terrace-All-Round.h102706369.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125080000/125070100/125070071/d2664d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/126000000/125080000/125070100/125070071/c1de4995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125080000/125070100/125070071/6ca044e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125080000/125070100/125070071/72ec02fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Battle

[](https://www.expedia.com/Battle-Hotels-White-Hart-Netherfield.h125070071.Hotel-Information)

$102 nightly

$123 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Battle-Hotels-White-Hart-Netherfield.h125070071.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76890000/76885500/76885425/aad1f033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76885500/76885425/fee67872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76885500/76885425/0e45ab5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76885500/76885425/6f1a345b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in East Sussex

[](https://www.expedia.com/Battle-Hotels-Private-Quiet-Cabin.h76885425.Hotel-Information)

10/10

Exceptional

(11 reviews)

"Fabulous host. Private cabin, lovely log burner, absolutely magnificent bed ! Shower was great, everything you could need, like milk in the fridge, great coffee etc. lovely view in the morning of the horses, donkey and pony in the fields. Look forward to staying there again !"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Mark

$156 nightly

$156 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Battle-Hotels-Private-Quiet-Cabin.h76885425.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111860000/111852000/111851941/25d0853d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111860000/111852000/111851941/6fb2323e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111860000/111852000/111851941/7f8ca9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111860000/111852000/111851941/44abd8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Egerton

[](https://www.expedia.com/Ashford-Hotels-The-Field-View-2-By-Tiny-Away.h111851941.Hotel-Information)

$202 nightly

$202 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Ashford-Hotels-The-Field-View-2-By-Tiny-Away.h111851941.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 | 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 | Dining room](https://images.trvl-media.com/lodging/123000000/122160000/122156300/122156203/ebbfba4d.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)

### Apartment in Ashford

[](https://www.expedia.com/Ashford-Hotels-Calm-Private-Annex-Ideal-To-Work.h122156203.Hotel-Information)

7.4/10

Good

(3 reviews)

"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

$105 nightly

$125 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Ashford-Hotels-Calm-Private-Annex-Ideal-To-Work.h122156203.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/125000000/124100000/124094000/124093979/2917a45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/125000000/124100000/124094000/124093979/04bc162d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124100000/124094000/124093979/94f448a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124100000/124094000/124093979/3b304731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Tenterden

[](https://www.expedia.com/Tenterden-Hotels-Pilgrim-A-Holiday-Let-That-Sleeps-2-Guests-In-1-Bedroom.h124093979.Hotel-Information)

$281 nightly

$281 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Tenterden-Hotels-Pilgrim-A-Holiday-Let-That-Sleeps-2-Guests-In-1-Bedroom.h124093979.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/36000000/35830000/35826800/35826717/284d6cf8.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)

![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35830000/35826800/35826717/033c53c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bexhill-on-Sea

[](https://www.expedia.com/Bexhill-On-Sea-Hotels-Bexlet.h35826717.Hotel-Information)

8.8/10

Excellent

(51 reviews)

"A very peaceful place for a weekend getaway."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Ian

$88 nightly

$106 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Bexhill-On-Sea-Hotels-Bexlet.h35826717.Hotel-Information)

![Classic Room | Free WiFi](https://images.trvl-media.com/lodging/126000000/125940000/125933100/125933044/a69964c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/126000000/125940000/125933100/125933044/545ff889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Bathroom | Shower, towels, toilet paper](https://images.trvl-media.com/lodging/126000000/125940000/125933100/125933044/5b0dab27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Private kitchen | Electric kettle](https://images.trvl-media.com/lodging/126000000/125940000/125933100/125933044/7a4da3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Hastings

[](https://www.expedia.com/Hastings-Hotels-1066-Apart-Hotel.h125933044.Hotel-Information)

8.0/10

Very Good

(1 review)

$84 nightly

$100 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Hastings-Hotels-1066-Apart-Hotel.h125933044.Hotel-Information)

![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)

![Dining](https://images.trvl-media.com/lodging/111000000/110980000/110978300/110978246/w621h828x586y0-447a7fae.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)

![Oven, stovetop](https://images.trvl-media.com/lodging/111000000/110980000/110978300/110978246/16772bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bexhill

[](https://www.expedia.com/Bexhill-On-Sea-Hotels-Bexhill-Town-Centre-Flat-Less-Than-5-Mins-To-The-Iconic-De-La-Warr-Pavillion.h110978246.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Fantastic location, perfect flat!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Mark S.

$169 nightly

$169 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Bexhill-On-Sea-Hotels-Bexhill-Town-Centre-Flat-Less-Than-5-Mins-To-The-Iconic-De-La-Warr-Pavillion.h110978246.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/95000000/94870000/94866000/94865949/61c5404d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94870000/94866000/94865949/7e49f828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94870000/94866000/94865949/24ba0d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94870000/94866000/94865949/01181d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Flimwell, Wadhurst

[](https://www.expedia.com/Wadhurst-Hotels-Luxury-Shepherds-Hut.h94865949.Hotel-Information)

9.4/10

Exceptional

(3 reviews)

"Our trip to the Shepherds Hut was nothing short of idyllic! Our host Jay was so helpful and kind, even going so far as to give us a lift to Tunbridge Wells when our pre-booked taxi didn't show up. The outdoor kitchen was so easy to use, and made an al fresco breakfast very lovely. We took full advantage of the firepit - logs and kindling provided for us - as well as the lovely walks nearby. I would recommend to anyone looking to get away for a bit of peace and beauty!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Josi K.

$118 nightly

$118 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Wadhurst-Hotels-Luxury-Shepherds-Hut.h94865949.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107210000/107200800/107200776/11201da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107210000/107200800/107200776/cc6469ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/108000000/107210000/107200800/107200776/3c171c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107210000/107200800/107200776/bd007d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Tenterden

[](https://www.expedia.com/Tenterden-Hotels-Goldings-A-Holiday-Let-By-Bloom-Stays-That-Sleeps-3-Guests-In-1-Bedroom.h107200776.Hotel-Information)

9.6/10

Exceptional

(14 reviews)

"We had a great stay at Goldings. The accommodation was lovely and the hot tub was great. The staff were all really friendly and helpful. The food and drink on site was great too."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$281 nightly

$281 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Tenterden-Hotels-Goldings-A-Holiday-Let-By-Bloom-Stays-That-Sleeps-3-Guests-In-1-Bedroom.h107200776.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83430000/83421300/83421282/e3538c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83430000/83421300/83421282/3258946e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/84000000/83430000/83421300/83421282/9c3a1595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/84000000/83430000/83421300/83421282/79dbfc42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Ashford

[](https://www.expedia.com/Ashford-Hotels-The-Romney-A-Holiday-Let-That-Sleeps-4-Guests-In-1-Bedroom.h83421282.Hotel-Information)

9.8/10

Exceptional

(27 reviews)

"Thank you - we had a fantastic time and will definitely return! Host was responsive and very helpful, the local recommendations were perfect and we had the relaxing time we were after."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$258 nightly

$258 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Ashford-Hotels-The-Romney-A-Holiday-Let-That-Sleeps-4-Guests-In-1-Bedroom.h83421282.Hotel-Information)

![Fishing](https://images.trvl-media.com/lodging/33000000/32920000/32916300/32916206/18cce041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32920000/32916300/32916206/2949208f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32920000/32916300/32916206/97101152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32920000/32916300/32916206/428e31fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Pevensey Bay, near Eastbourne

[](https://www.expedia.com/Pevensey-Hotels-1-Bedroom-Accommodation-In-Pevensey-Bay.h32916206.Hotel-Information)

10/10

Exceptional

(13 reviews)

"We. Had a lovely holiday right near the beach had some lovely walks. The accommodation was very nice and clean. The owner was excellent and very accommodating if we needed anything."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christine Sheen

$227 nightly

$227 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Pevensey-Hotels-1-Bedroom-Accommodation-In-Pevensey-Bay.h32916206.Hotel-Information)

![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)

![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 Hut | Individually decorated, individually furnished, bed sheets](https://images.trvl-media.com/lodging/36000000/35110000/35102600/35102557/68d28345.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)

### Cabin in Rye

[](https://www.expedia.com/Rye-Hotels-Extraordinary-Huts.h35102557.Hotel-Information)

9.6/10

Exceptional

(41 reviews)

"Escaping to the country has never been more fun and magical. The resident robin and all his many friends keep you in that chilled mindset. The town of Rye was 10 mins by car and full of historical charm. It was even being used for filming while we visited. We walked from Rye to Camber sands along the cycle path and there are frequent buses back. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Meryl

$192 nightly

$192 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Rye-Hotels-Extraordinary-Huts.h35102557.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95740000/95734100/95734039/f9832864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95740000/95734100/95734039/ae4d271c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95740000/95734100/95734039/4f54fc56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95740000/95734100/95734039/9c3fdb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Hythe

[](https://www.expedia.com/Hythe-Hotels-Pet-Friendly-Private-Cabin-Town-Eurotunnel-Beach.h95734039.Hotel-Information)

9.0/10

Wonderful

(2 reviews)

"Property clean & adequate...owner very pleasant & helpful."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Jayne

$99 nightly

$99 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Hythe-Hotels-Pet-Friendly-Private-Cabin-Town-Eurotunnel-Beach.h95734039.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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&regionId=6085054&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VILLA)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APART_HOTEL)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winchelsea%2C+England%2C+United+Kingdom&regionId=6085054&latLong=50.924978%2C0.709559&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CHALET)

Residences

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## Top Winchelsea Hotel Reviews

![Marine Parade Hotel](https://images.trvl-media.com/lodging/2000000/1390000/1381400/1381348/e5295fed_y.jpg)

### Marine Parade Hotel

6/10 Okay

"Shops and beach nearby "

[](https://expedia.com/Eastbourne-Hotels-OYO-Marine-Parade-Hotel.h1381348.Hotel-Information)

![The Lookout Rye](https://images.trvl-media.com/lodging/1000000/910000/901100/901082/de61e253_y.jpg)

### The Lookout Rye

10/10 Excellent

"Convenient parking at rear of the hotel via Ringo app. Staff friendly and excellent breakfast."

[](https://expedia.com/Rye-Hotels-The-Lookout-Rye.h901082.Hotel-Information)

![The Hope Anchor](https://images.trvl-media.com/lodging/89000000/88740000/88733200/88733178/w788h525x6y6-7b7d1c12_y.jpg)

### The Hope Anchor

10/10 Excellent

"Fantastic ❤️"

[](https://expedia.com/Rye-Hotels-The-Hope-Anchor.h88733178.Hotel-Information)

![Hampton by Hilton Ashford International](https://images.trvl-media.com/lodging/62000000/61530000/61523800/61523749/w3837h2556x0y0-19f94b1d_y.jpg)

### Hampton by Hilton Ashford International

8/10 Good

"Ideal location for Ashford international tram station. Can walk into town and cinema within 10mins/15 max. Curious brewery opposite is lovely. Great breakfast included lots of choice and nice rooms. Low bed. Gym looked but forgot my trainers. £12.50 a day to park."

[](https://expedia.com/Ashford-Hotels-Hampton-Inn-Ashford.h61523749.Hotel-Information)

![Hythe Imperial Hotel Spa & Golf](https://images.trvl-media.com/lodging/1000000/10000/9200/9108/99c187c5_y.jpg)

### Hythe Imperial Hotel Spa & Golf

6/10 Okay

"The room was ok, the hotel is a bit dated and basic but it’s a reasonable price so my expectations were not high and therefore it was fine for a night. "

[](https://expedia.com/Hythe-Hotels-Hythe-Imperial-Hotel-Spa-Golf.h9108.Hotel-Information)

![The George in Rye](https://images.trvl-media.com/lodging/2000000/1390000/1383200/1383199/3c8a4287_y.jpg)

### The George in Rye

8/10 Good

"Lovely stay - big comfortable room, lots of spaces around the hotel and bar for lounging around on a rainy day, and right in the centre of Rye. Super friendly staff as well. "

[](https://expedia.com/Rye-Hotels-The-George-In-Rye.h1383199.Hotel-Information)

![The Burlington Hotel](https://images.trvl-media.com/lodging/58000000/57920000/57917000/57916923/d6a1f2fa_y.jpg)

### The Burlington Hotel

10/10 Excellent

"Excellent views,room was clean and well presented.wifi was excellent."

[](https://expedia.com/Eastbourne-Hotels-The-Burlington-Hotel.h57916923.Hotel-Information)

![The Mermaid Inn](https://images.trvl-media.com/lodging/13000000/12340000/12336400/12336326/29f928c9_y.jpg)

### The Mermaid Inn

8/10 Good

"Staff went over and above to be helpful. Hotel was very old and quirky. Lots of character and charm. The broken radiator in my room was sorted out successfully. The toilet in the room did not flush terribly well and the shower low pressure. Lovely lounges to sit in and the restaurant was very attractive. We had a good breakfast."

[](https://expedia.com/Rye-Hotels-The-Mermaid-Inn.h12336326.Hotel-Information)

![The Chatsworth Hotel](https://images.trvl-media.com/lodging/30000000/29130000/29121000/29120951/ea4a0ef1_y.jpg)

### The Chatsworth Hotel

8/10 Good

"Room looking our to sea beautiful. Only complaint was that it was lovely to be offered a free glass of wine but no alternative offered for those of us who do not drink. Well done apart from that."

[](https://expedia.com/Eastbourne-Hotels-The-Chatsworth-Hotel.h29120951.Hotel-Information)

## Find out more about Winchelsea

**Everything you need to know about Winchelsea vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winchelsea vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winchelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winchelsea rentals**

At Expedia, we put the best Winchelsea vacation 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 vacation.

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

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- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Cottages in Winchelsea ](https://expedia.com/Winchelsea-Cottages.d6085054-aaCottages.Travel-Guide-Accommodation)
- [B&B in Winchelsea ](https://expedia.com/Winchelsea-Bed-And-Breakfast.d6085054-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Winchelsea?

### What's the top vacation rental that Winchelsea has to offer?

### How many vacation rentals are there in Winchelsea?

### What’s there to see and do in Winchelsea?

### What’s a vacation rental in Winchelsea like?

### Expedia's Latest Trends

Hotels

- [Hotels in Manchester](https://expedia.com/Manchester-Hotels.d2205.Travel-Guide-Hotels)
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Flights

- [Cheap Flights to Manchester](https://expedia.com/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights)
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Cars

- [Car rentals in Deal](https://expedia.com/Car-Rentals-In-Deal.d182506.Car-Rental-Guide)
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General

- [Visit Windsor](https://expedia.com/Windsor.dx5479)
- [Visit Cheltenham](https://expedia.com/Cheltenham.dx4597)
- [Visit Telford](https://expedia.com/Telford.dx4989)
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- [Visit Cambridge](https://expedia.com/Cambridge.dx781)
- [Visit Saltburn-by-the-Sea](https://expedia.com/Saltburn-By-The-Sea.dx182633)
- [Visit Bournemouth](https://expedia.com/Bournemouth.dx654)
- [Visit Derby](https://expedia.com/Derby.dx7573)
- [Visit Dover](https://expedia.com/Dover.dx4625)
- [Visit Gloucester](https://expedia.com/Gloucester.dx7479)
- [Visit Ipswich](https://expedia.com/Ipswich.dx7912)
- [Visit Warwick](https://expedia.com/Warwick.dx5463)
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