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Winchelsea Beach Vacation Rentals

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Our top choices for Winchelsea Beach vacation rentals

1. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is CA $706
CA $847 total
includes taxes & fees
Nov 11 - Nov 12
Sparrows Den Lodge

2. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 reviews)
"A stunningly beautiful setting. Clean, tidy and, elegantly decorated and set out. Secure, peaceful and comfortable. We shall most definitely stay there again. Cannot recommend highly enough! ✨💫✨💫✨💫💚🌲💚💫✨💫✨"
United Kingdom
Diana
The price is CA $284
CA $284 total
includes taxes & fees
Nov 9 - Nov 10
Extraordinary Huts

3. 17 The Boathouse

17 The Boathouse
3.0 star property
Rye
10.0 out of 10, Exceptional, (1 review)
"A lovely stay in a lovely property within walking distance of Rye town centre "
United Kingdom
Tony
The price is CA $645
CA $774 total
includes taxes & fees
Nov 11 - Nov 12
17 The Boathouse

4. 3-bed Camber Sands Cabin - Pool - Parking - Pets

3-bed Camber Sands Cabin - Pool - Parking - Pets
3.0 star property
Rye
The price is CA $263
CA $452 total
includes taxes & fees
Nov 15 - Nov 16
3-bed Camber Sands Cabin - Pool - Parking - Pets

5. Chestnut Meadow Camping

Chestnut Meadow Camping
4.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (6 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is CA $118
CA $142 total
includes taxes & fees
Dec 1 - Dec 2
Chestnut Meadow Camping

6. Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (58 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is CA $124
CA $149 total
includes taxes & fees
Nov 12 - Nov 13
Bexlet

7. Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.6 out of 10, Exceptional, (40 reviews)
"Wonderful experience and accommodation"
United Kingdom
Lesley
The price is CA $256
CA $307 total
includes taxes & fees
Nov 9 - Nov 10
Pinewood Camping Pods - At Port Lympne Reserve

8. 3 Cinque Ports Street

3 Cinque Ports Street
3.0 star property
Rye
The price is CA $738
CA $885 total
includes taxes & fees
Nov 12 - Nov 13
3 Cinque Ports Street

9. 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 CA $265
CA $409 total
includes taxes & fees
Nov 9 - Nov 10
Suspire House -sleeps6-garden-bbq-coastal Retreat

10. Lantern Cottage

Lantern Cottage
3.5 star property
Rye
8.0 out of 10, Very good, (1 review)
"Lovely cottage in perfect location"
United Kingdom
Gillian
The price is CA $789
CA $946 total
includes taxes & fees
Nov 18 - Nov 19
Lantern Cottage

11. Summerhill by Suspire

Summerhill by Suspire
3.0 star property
Ashford
The price is CA $267
CA $411 total
includes taxes & fees
Nov 9 - Nov 10
Summerhill by Suspire

12. 7 Waves

7 Waves
3.5 star property
Rye
8.0 out of 10, Very good, (1 review)
The price is CA $718
CA $862 total
includes taxes & fees
Nov 16 - Nov 17
7 Waves

13. Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
8.0 out of 10, Very good, (3 reviews)
"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 CA $117
CA $141 total
includes taxes & fees
Nov 17 - Nov 18
Pet Friendly Private Cabin Town Eurotunnel Beach

14. Summerhill Manor Retreat - 7 Bedroom House

Summerhill Manor Retreat - 7 Bedroom House
2.0 star property
Ashford
The price is CA $1,989
CA $2,590 total
includes taxes & fees
Nov 9 - Nov 10
Summerhill Manor Retreat - 7 Bedroom House

15. Rye House

Rye House
3.0 star property
Rye
10.0 out of 10, Exceptional, (1 review)
The price is CA $866
CA $1,039 total
includes taxes & fees
Nov 17 - Nov 18
Rye House

16. Cabin - Sleeps 8 - Garden and Parking

Cabin - Sleeps 8 - Garden and Parking
3.0 star property
St Leonards-On-Sea
The price is CA $298
CA $392 total
includes taxes & fees
Nov 11 - Nov 12
Cabin - Sleeps 8 - Garden and Parking

17. Caravan With Decking&patio-8/10 Berth-pet Friendly

Caravan With Decking&patio-8/10 Berth-pet Friendly
3.0 star property
Rye
5.4 out of 10, (3 reviews)
"I was disappointed with this stay. For the amount of money it cost, the caravan was not clean, was overcrowded and needs a lot of smarting up. You had to pay extra to have bedding which I think is unreasonable, particularly how much it cost per night anyway. Communication with the host was fine but not great. Unfortunately I won’t be recommending or returning to this property. "
United Kingdom
Kerry
The price is CA $183
CA $277 total
includes taxes & fees
Nov 10 - Nov 11
Caravan With Decking&patio-8/10 Berth-pet Friendly

18. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
1A Coastguard Cottages

19. Hakuna Matata

Hakuna Matata
2.0 star property
Rye
8.8 out of 10, Excellent, (3 reviews)
"Well appointed and clean house. Convenient for shops and restaurants. Lovely beach a short walk away. Indian restaurant in Camber is great."
United Kingdom
Anonymous traveller
The price is CA $702
CA $843 total
includes taxes & fees
Nov 10 - Nov 11
Hakuna Matata

20. South Beach Landings 0028

South Beach Landings 0028
3.0 star property
Rye
The price is CA $821
CA $985 total
includes taxes & fees
Nov 16 - Nov 17
South Beach Landings 0028
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 Beach Hotel Reviews

Find out more about Winchelsea Beach

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winchelsea Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Winchelsea Beach?

Yes, you can find vacation rentals close to popular local attractions in Winchelsea Beach, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Winchelsea Beach?

Fabulous 5 bed house with indoor swimming pool and hot tub in 1066 Country: This vacation home rental near Winchelsea Beach offers an indoor pool, a patio, and laundry facilities to help you feel perfectly comfortable in your new surroundings. You can relax into your vacation with a garden and a hot tub.

How many vacation rentals are there in Winchelsea Beach?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Winchelsea Beach stay.

What can I see and do in Winchelsea Beach?

Winchelsea Beach and Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald and Rye Harbour Nature Reserve are a couple of places you'll find in the larger area.

What are vacation rentals like in Winchelsea Beach?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Winchelsea Beach. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for families.