Winchelsea Beach Vacation Rentals

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Our top choices for Winchelsea Beach vacation rentals

1 bedroom accommodation in Winchelsea Beach, near Rye

1 bedroom accommodation in Winchelsea Beach, near Rye
Winchelsea Beach, near Rye
10.0 out of 10, Exceptional, (11 reviews)
"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 CA $592
CA $592 total
includes taxes & fees
May 5 - May 6
1 bedroom accommodation in Winchelsea Beach, near Rye

Grogu's Rest - 2 bedrooms with decking sleeps 6

Grogu's Rest - 2 bedrooms with decking sleeps 6
Winchelsea Beach
8.8 out of 10, Excellent, (8 reviews)
"great stay again"
United Kingdom
lindsay r.
The price is CA $155
CA $428 total
includes taxes & fees
Apr 30 - May 1
Grogu's Rest - 2 bedrooms with decking sleeps 6

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is CA $631
CA $757 total
includes taxes & fees
May 10 - May 11
Sparrows Den Lodge

White Haven - with 2 double rooms

White Haven - with 2 double rooms
Winchelsea Beach
2.0 out of 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
Emma V.
The price is CA $133
CA $407 total
includes taxes & fees
Apr 30 - May 1
White Haven - with 2 double rooms

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
The price is CA $128
CA $154 total
includes taxes & fees
May 2 - May 3
Chestnut Meadow Camping

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.4 out of 10, Exceptional, (33 reviews)
"The room was so cosy, clean and designed well. "
United Kingdom
Bindu
The price is CA $301
CA $361 total
includes taxes & fees
Apr 30 - May 1
Pinewood Camping Pods - At Port Lympne Reserve

River View - Overlooking the river

River View - Overlooking the river
Rye Harbour
9.0 out of 10, Wonderful, (23 reviews)
"Fantastic stay amazing location and very luxurious"
United Kingdom
nicholas t.
River View - Overlooking the river

Hub House

Hub House
3.0 star property
Hastings
The price is CA $591
CA $709 total
includes taxes & fees
May 4 - May 5
Hub House

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.8 out of 10, Excellent, (51 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is CA $121
CA $146 total
includes taxes & fees
May 11 - May 12
Bexlet

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
East Sussex
10.0 out of 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
Mark
The price is CA $149
CA $197 total
includes taxes & fees
Apr 30 - May 1
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (42 reviews)
"Lovely stay at The Hut."
United Kingdom
Nicholas
The price is CA $270
CA $270 total
includes taxes & fees
May 6 - May 7
Extraordinary Huts

1 bedroom accommodation in Pevensey Bay, near Eastbourne

1 bedroom accommodation in Pevensey Bay, near Eastbourne
Pevensey Bay, near Eastbourne
10.0 out of 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
Christine Sheen
The price is CA $348
CA $348 total
includes taxes & fees
May 1 - May 2
1 bedroom accommodation in Pevensey Bay, near Eastbourne

The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is CA $214
CA $278 total
includes taxes & fees
May 6 - May 7
The Field View 2 by Tiny Away

Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.
Bexhill
10.0 out of 10, Exceptional, (6 reviews)
"Fantastic location, perfect flat!"
United Kingdom
Mark S.
The price is CA $203
CA $232 total
includes taxes & fees
Apr 30 - May 1
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
10.0 out of 10, Exceptional, (1 review)
"Has everything you need. Very clean and comfortable. Only problem was the light coming in early in the morning, may want to take a sleep mask with you if you’re a light sleeper. Other thank that could not fault it."
United States
Rebecca J.
The price is CA $435
CA $435 total
includes taxes & fees
May 6 - May 7
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

2 bedroom accommodation in Lydd, Romney Marsh

2 bedroom accommodation in Lydd, Romney Marsh
Lydd, Romney Marsh
9.6 out of 10, Exceptional, (5 reviews)
"Great communication from the owner, prior and post our stay. Very comfortable, with everything that you need. Would definitely stay again."
United States
Stephen Docherty
The price is CA $581
CA $581 total
includes taxes & fees
Apr 30 - May 1
2 bedroom accommodation in Lydd, Romney Marsh

Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.6 out of 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
Anonymous traveller
The price is CA $375
CA $375 total
includes taxes & fees
May 6 - May 7
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

3 Elm Court

3 Elm Court
3.0 star property
Hythe
The price is CA $589
CA $707 total
includes taxes & fees
May 6 - May 7
3 Elm Court

The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom

The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom
Ashford
9.8 out of 10, Exceptional, (29 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
Anonymous traveller
The price is CA $476
CA $476 total
includes taxes & fees
Apr 30 - May 1
The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.4 out of 10, Exceptional, (3 reviews)
"Great little property, surprisingly comfortable for a small space, nice rural views from the lovely hot tub, and great beer from the onsite brewery!"
United States
Harry I.
The price is CA $375
CA $375 total
includes taxes & fees
May 6 - May 7
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
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.

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?

Outstanding luxury beachfront holiday experience with hot tub: This vacation home rental near Winchelsea Beach is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Winchelsea Beach?

With 3 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.