Winchelsea Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Winchelsea

Flat-screen TV
Grogu's Rest - 2 bedrooms with decking sleeps 6

Mobile Home in Winchelsea Beach

8.8 out of 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. "
United Kingdom
Phil S.
Grogu's Rest - 2 bedrooms with decking sleeps 6
Exterior
Sparrows Den Lodge

Vacation Home in Winchelsea

3.5 star property
The price is ￥62,888
￥75,465 total
includes taxes & fees
Dec 15 - Dec 16
Sparrows Den Lodge
Beach
Enchanting 2-bedroom apartment in Winchelsea Beach

Apartment in Winchelsea Beach

2.0 star property
The price is ￥26,359
￥31,713 total
includes taxes & fees
Nov 22 - Nov 23
Enchanting 2-bedroom apartment in Winchelsea Beach
Fishing
1 bedroom accommodation in Winchelsea Beach, near Rye

Cottage in Winchelsea Beach, near Rye

9.8 out of 10, Exceptional, (9)
"The Annex was lovely and clean with everything that was needed in the kitchen. We were close to shops and the beach, with the option to travel in to near by towns which weren’t too far away. Great location for our dog too as she had the freedom of the garden. Lovely place to stay and would stay here again 😊"
United States
Emma Martin-Smith
The price is ￥62,750
￥62,750 total
includes taxes & fees
Nov 22 - Nov 23
1 bedroom accommodation in Winchelsea Beach, near Rye
TV
White Haven - with 2 double rooms

Apartment in Winchelsea Beach

2.0 out of 10, (1)
"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
Emma V.
The price is ￥14,827
￥45,304 total
includes taxes & fees
Nov 22 - Nov 23
White Haven - with 2 double rooms
The Hide Out | Living room
Extraordinary Huts

Cabin in Rye

3.0 star property
9.6 out of 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
Casey
Extraordinary Huts
Garden
Pinewood Camping Pods - At Port Lympne Reserve

Camping in Hythe

2.0 star property
9.4 out of 10, Exceptional, (29)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
The price is ￥24,454
￥29,345 total
includes taxes & fees
Nov 25 - Nov 26
Pinewood Camping Pods - At Port Lympne Reserve
Deluxe Apartment | 1 bedroom, free WiFi
Osborne Apartments

Aparthotel in Eastbourne

2.5 star property
9.0 out of 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
Anonymous traveler
Osborne Apartments
Miscellaneous
Bexlet

Apartment in Bexhill-on-Sea

2.0 star property
8.6 out of 10, Excellent, (50)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is ￥12,987
￥15,585 total
includes taxes & fees
Dec 4 - Dec 5
Bexlet
Exterior
16 The Boathouse

Cottage in Rye

3.0 star property
9.2 out of 10, Wonderful, (5)
"It was an amazing stay great acommidation and close to the little town ."
United Kingdom
Andrew
The price is ￥65,109
￥78,131 total
includes taxes & fees
Dec 4 - Dec 5
16 The Boathouse
Fridge, microwave, oven, stovetop
Peaceful Retreat, Sovereign Harbour, Eastbourne - FREE WELCOME PACK

Vacation Home in Eastbourne

10.0 out of 10, Exceptional, (50)
"Nice welcome package and good proactive communication.We will definitely come back."
Germany
Joerg T.
The price is ￥28,607
￥38,040 total
includes taxes & fees
Dec 4 - Dec 5
Peaceful Retreat, Sovereign Harbour, Eastbourne - FREE WELCOME PACK
Fridge, microwave, electric kettle, toaster
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Cabin in East Sussex

10.0 out of 10, Exceptional, (11)
"Amazing four poster bed, linen, blankets etc. Great decor throughout. Lovely host. Loved seeing the horses, Shetland ponies and the donkey from our decking, and stroking them. Brilliant log burner."
United States
Jane H.
The price is ￥18,456
￥23,788 total
includes taxes & fees
Dec 3 - Dec 4
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Oven, stovetop
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

Apartment in Bexhill

10.0 out of 10, Exceptional, (6)
"Perfect location. Perfectly comfortable."
United Kingdom
alex
The price is ￥20,302
￥23,583 total
includes taxes & fees
Nov 29 - Nov 30
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.
Exterior
The Lookerer by Bloom Stays - a rural shepherds hut with amazing views!

Cabin in Ashford

10.0 out of 10, Exceptional, (43)
"We enjoyed every second in our lovely shepherd‘s hut. We loved being in the middle of the flock of sheep which we found extremely calming and relaxing. The hut is wonderfully decorated and eqipped with everything you might need. And a good starting point for hikes. A great time off!"
United States
Anonymous traveler
The price is ￥34,814
￥34,814 total
includes taxes & fees
Nov 23 - Nov 24
The Lookerer by Bloom Stays - a rural shepherds hut with amazing views!
Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Pet Friendly Private Cabin Town Eurotunnel Beach

Cabin in Hythe

3.0 star property
8.0 out of 10, Very Good, (3)
"The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful."
United Kingdom
David
The price is ￥12,673
￥15,207 total
includes taxes & fees
Dec 8 - Dec 9
Pet Friendly Private Cabin Town Eurotunnel Beach
Exterior detail
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Cabin in Flimwell, Wadhurst

9.4 out of 10, Exceptional, (3)
"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
Josi K.
The price is ￥16,680
￥19,975 total
includes taxes & fees
Nov 26 - Nov 27
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite
Exterior
The Field View 2 by Tiny Away

Cabin in Egerton

The price is ￥28,025
￥35,213 total
includes taxes & fees
Dec 3 - Dec 4
The Field View 2 by Tiny Away
Property grounds
The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom

Cabin in Ashford

9.8 out of 10, Exceptional, (26)
"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
Anonymous traveler
The price is ￥38,337
￥38,337 total
includes taxes & fees
Nov 26 - Nov 27
The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom
Exterior
An unusual two-storey apartment with beams and an open fire.

Cottage in Rye

10.0 out of 10, Exceptional, (8)
"We stayed here for a weekend, to attend a wedding nearby - two adults and two children (aged 5 & 9). The configuration of the apartment was perfect: there are two double beds on the top floor, all kind of in the same room but separated by a wall (it makes sense once you see it), which was perfect for us. Really, really cute place oozing with character, and a very friendly vibe (again, that makes sense once you see it). Well provisioned kitchen (our catering needs didn't extend beyond making...
United Kingdom
Nick J.
The price is ￥39,744
￥39,744 total
includes taxes & fees
Nov 27 - Nov 28
An unusual two-storey apartment with beams and an open fire.
Cottage | Interior
Amelia Cottage

Cottage in Battle

3.5 star property
10.0 out of 10, Exceptional, (2)
"Such a lovely cottage, well equipped and comfortable. Brilliant location for going out and about. We had an amazing stay and will be back again."
United Kingdom
Heather
The price is ￥64,938
￥77,925 total
includes taxes & fees
Dec 4 - Dec 5
Amelia Cottage
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.
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Top Winchelsea Hotel Reviews

The Burlington Hotel

The Burlington Hotel

10/10 Excellent
"We had a wonderful two night stay in a room over looking the sea. The room was clean, comfortable, quiet and warm. Without exception, all of the staff we met were friendly, polite, engaging and helpful. Dogs are welcome and on site parking was easy and affordable though spaces are limited, first come, first served. We shall be back. Thank you, all. "
Alan 2-night trip
Posted 1 day ago
The Burlington Hotel

Find out more about Winchelsea

Search for holiday rentals in Winchelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchelsea using one of the methods below:

  • View our selection of featured holiday rentals in Winchelsea
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Look no further and take a look at our great range of rental properties in Winchelsea!

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Frequently asked questions

Can I find vacation rentals in Winchelsea?

Yes, we have vacation rentals near well known local attractions in Winchelsea, or you can select a more secluded option if you're looking for relaxation. Our travelers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

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

Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters: This vacation home rental near Winchelsea offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Winchelsea?

With 5 Expedia vacation rentals, you're sure 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 vacation rental in Winchelsea like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winchelsea. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.