Photo by Adam Kumiszcza

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Our top choices for Winchelsea holiday homes

1. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is £449
includes taxes & fees
22 Nov - 23 Nov
Sparrows Den Lodge

2. 3 Tidal

3 Tidal
3.5 star property
Rye
The price is £436
includes taxes & fees
15 Nov - 16 Nov
3 Tidal

3. Charming 3-bedroom house in soothing Playden Rye neighborhood

Charming 3-bedroom house in soothing Playden Rye neighborhood
Playden, Rye
10.0 out of 10, Exceptional, (1 review)
"Beautiful house and garden near Rye"
United States
Edward W.
The price is £308
includes taxes & fees
18 Nov - 19 Nov
Charming 3-bedroom house in soothing Playden Rye neighborhood

4. Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds

Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds
Hastings
8.0 out of 10, Very good, (5 reviews)
"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
Tabassum A.
The price is £303
includes taxes & fees
15 Nov - 16 Nov
Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds

5. Victorian 1-Bed Home l Hastings Seafront

Victorian 1-Bed Home l Hastings Seafront
Hastings
2.0 out of 10, (1 review)
"The place where it is is in a dirty back street , no parking. Could only get through the front door to see paint cans, ladders and bags of rubbish, could not connect to owner or locate the key in a lock box , so went somewhere else , cannot up load pictures of the place so make your own mind up on this"
United Kingdom
GAYNOR A.
The price is £76
includes taxes & fees
15 Nov - 16 Nov
Victorian 1-Bed Home l Hastings Seafront

6. Boutique 2 Bed Stables

Boutique 2 Bed Stables
Battle
The price is £240
includes taxes & fees
16 Nov - 17 Nov
Boutique 2 Bed Stables

7. Cozy 1-bedroom bungalow on the outskirts of Ashford perfect for relaxing!

Cozy 1-bedroom bungalow on the outskirts of Ashford perfect for relaxing!
Ashford
The price is £133
includes taxes & fees
13 Nov - 14 Nov
Cozy 1-bedroom bungalow on the outskirts of Ashford perfect for relaxing!

8. Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
3.0 star property
New Romney
2.0 out of 10, (1 review)
"We left after just 4 hours because the property was nothing like the listing. The photos give a far better impression than the reality. Before arrival, I had to chase the host for check-in instructions as nothing had been sent. Even after calling, I was only given the key safe code. Later that day, after we’d already left, I received an email stating there was a £100 charge per pet, despite the Hotels.com listing clearly advertising “pets go free.” The property appeared to have had only...
United Kingdom
Werner
The price is £212
includes taxes & fees
15 Nov - 16 Nov
Suspire House -sleeps6-garden-bbq-coastal Retreat

9. Spacious Private Annex near Ashford

Spacious Private Annex near Ashford
Ashford
The price is £93
includes taxes & fees
18 Nov - 19 Nov
Spacious Private Annex near Ashford

10. Stylish Modern 2-Bed House in Central Eastbourne with Free Parking, Near Station

Stylish Modern 2-Bed House in Central Eastbourne with Free Parking, Near Station
Eastbourne City Centre
The price is £176
includes taxes & fees
15 Nov - 16 Nov
Stylish Modern 2-Bed House in Central Eastbourne with Free Parking, Near Station

11. Boutique 2 Bed Country Barn

Boutique 2 Bed Country Barn
Battle
The price is £246
includes taxes & fees
16 Nov - 17 Nov
Boutique 2 Bed Country Barn

12. Eastbourne, Sovereign Harbour, Holiday & Business Stay - FREE WELCOME PACK

Eastbourne, Sovereign Harbour, Holiday & Business Stay - FREE WELCOME PACK
Eastbourne
10.0 out of 10, Exceptional, (52 reviews)
"Return visit as peaceful and comfortable as before"
United Kingdom
Dave S.
The price is £199
includes taxes & fees
13 Nov - 14 Nov
Eastbourne, Sovereign Harbour, Holiday & Business Stay - FREE WELCOME PACK

13. Herstmonceux 1905 newly renovated cottage

Herstmonceux 1905 newly renovated cottage
Herstmonceux
The price is £162
includes taxes & fees
16 Nov - 17 Nov
Herstmonceux 1905 newly renovated cottage

14. suspire House -Sleeps6-Garden-Bbq-Coastal retreat

suspire House -Sleeps6-Garden-Bbq-Coastal retreat
New Romney
The price is £210
includes taxes & fees
13 Nov - 14 Nov
suspire House -Sleeps6-Garden-Bbq-Coastal retreat

15. Lovely 2 Bedroom Flat in a heart of Eastbourne, East Sussex

Lovely 2 Bedroom Flat in a heart of Eastbourne, East Sussex
Eastbourne City Centre
9.6 out of 10, Exceptional, (13 reviews)
"Lovely place for a family of five or less. Cute and clean. Close to restaurants, train station, and shopping area."
United States
Choua
The price is £219
includes taxes & fees
13 Nov - 14 Nov
Lovely 2 Bedroom Flat in a heart of Eastbourne, East Sussex

16. Summerhill by Suspire

Summerhill by Suspire
Ashford
The price is £211
includes taxes & fees
13 Nov - 14 Nov
Summerhill by Suspire

17. Hydrangea House - a managed house that sleeps 10 guests in 4 bedrooms

Hydrangea House - a managed house that sleeps 10 guests in 4 bedrooms
Hythe
10.0 out of 10, Exceptional, (1 review)
"2 families, 4 adults and 4 kids had a brilliant stay. There was plenty of sleeping space, bathrooms and a brilliant large kitchen table to eat and play games on. The hot tub was a real hit, and the fire pit at the end of the garden was great for toasting marshmallows. Location was excellent for walking to the beach, high street and to Waitrose along the peaceful canal. Would highly recommend!"
United States
Anonymous traveller
The price is £1,109
includes taxes & fees
21 Nov - 22 Nov
Hydrangea House - a managed house that sleeps 10 guests in 4 bedrooms

18. Summerhill by Suspire

Summerhill by Suspire
3.0 star property
Ashford
The price is £213
includes taxes & fees
19 Nov - 20 Nov
Summerhill by Suspire

19. Summerhill Manor Retreat - 7 Bedroom House

Summerhill Manor Retreat - 7 Bedroom House
Ashford
The price is £1,368
includes taxes & fees
13 Nov - 14 Nov
Summerhill Manor Retreat - 7 Bedroom House

20. Summerhill Manor Retreat - 7 Bedroom House

Summerhill Manor Retreat - 7 Bedroom House
2.5 star property
Ashford
The price is £1,360
includes taxes & fees
15 Nov - 16 Nov
Summerhill Manor Retreat - 7 Bedroom House
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.

Learn more about Winchelsea

This medieval town's cobblestone streets lead to the ancient Court Hall museum and St Thomas' Church with its panoramic views. Climb Strand Hill for sweeping vistas of Romney Marsh or join locals at The New Inn for traditional English pub fare.

A stone archway leading to a road, surrounded by residential houses and a stone wall.
Photo by Adam Kumiszcza
Open Photo by Adam Kumiszcza

Top reviews in Winchelsea

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