A rural landscape with a large metal barn, fenced paddock, and rolling fields under a cloudy sky.

Icklesham Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Icklesham vacation rentals

A brick house with a small patio, a white door, and a wooden fence.

1. 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, (12 reviews)
"A great stay in a lovely area. New Hope is close to the beach, shop and pub and is perfect for those with a dog. It's very comfortable and has all we needed and the enclosed outside area is so useful if you have a dog. There's plenty to do within a short drive and we thoroughly recommend it. Thank you!"
United States
Duncan Mackrill
$356 nightly
The price is $356
Nov 15 - Nov 16
Total with taxes and fees
1 bedroom accommodation in Winchelsea Beach, near Rye
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

2. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
$500 nightly
The price is $599
Nov 22 - Nov 23
Total with taxes and fees
Sparrows Den Lodge
A mobile home with a covered porch, a fenced yard, and a paved driveway.

3. 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.
$282 nightly
The price is $282
Nov 12 - Nov 13
Total with taxes and fees
White Haven - with 2 double rooms
A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

4. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 reviews)
"Great, different experience. Would recommend."
United Kingdom
Karen
$199 nightly
The price is $199
Nov 17 - Nov 18
Total with taxes and fees
Extraordinary Huts
A brick wall with a stone base, a wooden gate, and two planters with soil.

5. 3 Cinque Ports Street

3 Cinque Ports Street
3.0 star property
Rye
$522 nightly
The price is $626
Nov 16 - Nov 17
Total with taxes and fees
3 Cinque Ports Street
A dining area with a table set for a meal, surrounded by bookshelves and a television.

6. 4 bedroom accommodation in Pett

4 bedroom accommodation in Pett
Pett
9.8 out of 10, Exceptional, (17 reviews)
"Had a wonderful one night stay at Holly Cottage with family. Location is great with pubs and tearoom close by. We all commented on how comfortable the beds were and how quiet the cottage is. Would definitely recommend!"
United States
Sarah Gunner
$677 nightly
The price is $677
Nov 12 - Nov 13
Total with taxes and fees
4 bedroom accommodation in Pett
A traditional building with a black and white facade, multiple windows, and a sign for 'Swan Cottage Tea Rooms'.

7. An unusual two-storey apartment with beams and an open fire.

An unusual two-storey apartment with beams and an open fire.
Rye
10.0 out of 10, Exceptional, (11 reviews)
"Lovely little flat enjoyed the central location of the flat would definitely recommend "
United States
Robert E.
$263 nightly
The price is $263
Nov 12 - Nov 13
Total with taxes and fees
An unusual two-storey apartment with beams and an open fire.
A cozy bedroom with a wooden headboard, a bed with patterned pillows, bedside lamps, and a decorative sign on the wall.

8. 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, (13 reviews)
"Beautiful property and absolutely lovely host."
United States
Alyson B.
$182 nightly
The price is $182
Nov 12 - Nov 13
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
A river with a boat, surrounded by greenery and buildings.

9. Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms
Hastings
9.4 out of 10, Exceptional, (3 reviews)
"Excellent"
United Kingdom
Melanie G.
$206 nightly
The price is $206
Nov 15 - Nov 16
Total with taxes and fees
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms
A greenhouse structure surrounded by yellow flowering plants.

10. A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye

A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye
Rye
10.0 out of 10, Exceptional, (2 reviews)
"A little gem nestled in the countryside with glorious views. Lucy’s apartment was spotlessly clean and tidy, comfortable and very well equipped. Lucy is an absolute hoot- very welcoming and full of suggestions of things to see or do. Perfect for dogs too, with a lovely enclosed garden and lots of walks from the location detailed in the information folder. Lots of lovely pubs nearby too including a local just across the way. We would definitely come back."
United Kingdom
Kerry H.
$166 nightly
The price is $166
Nov 12 - Nov 13
Total with taxes and fees
A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye
A compact kitchen with a microwave, stove, sink, and cabinets.

11. Rhodown - sun on the terrace all round

Rhodown - sun on the terrace all round
Hastings
9.0 out of 10, Wonderful, (7 reviews)
"Lovely peaceful setting and the caravan had everything you would need and bonus being so close to Hastings"
United Kingdom
William E.
$310 nightly
The price is $310
Nov 12 - Nov 13
Total with taxes and fees
Rhodown - sun on the terrace all round
A modern bedroom with a large bed, a bedside table, a desk, and a window.

12. The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Rye
9.8 out of 10, Exceptional, (8 reviews)
"Had a great time, thank you very much ! Would definitely stay again! Good location, easy to get into Rye and surounds."
United States
Anonymous traveler
$271 nightly
The price is $271
Nov 12 - Nov 13
Total with taxes and fees
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
A two-story brick house with a visible front door, a small porch, and a fenced yard.

13. 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.
$419 nightly
The price is $419
Nov 12 - Nov 13
Total with taxes and fees
Charming 3-bedroom house in soothing Playden Rye neighborhood
A wooden staircase leading to a backyard with a garden, a small shed, and a house with a sloped roof.

14. 2 bedroom accommodation in Rye

2 bedroom accommodation in Rye
Rye
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable accommodation and so central to shops and restaurants. Particularly loved the wood burning stove."
United States
Sheila Davies
$298 nightly
The price is $298
Nov 30 - Dec 1
Total with taxes and fees
2 bedroom accommodation in Rye
A row of white houses with red roofs by a calm water body, boats docked, and a red sign in the foreground.

15. 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
$456 nightly
The price is $547
Nov 24 - Nov 25
Total with taxes and fees
17 The Boathouse
A room with a fireplace, a desk, a chair, and a large window with a view of greenery.

16. 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.
$400 nightly
The price is $400
Nov 15 - Nov 16
Total with taxes and fees
Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds
A compact living space with a kitchenette, dining area, and seating area.

17. Cosy and spacious 8 berth caravan in Camber Sands. Pet friendly!

Cosy and spacious 8 berth caravan in Camber Sands. Pet friendly!
Camber
$234 nightly
The price is $234
Nov 22 - Nov 23
Total with taxes and fees
Cosy and spacious 8 berth caravan in Camber Sands. Pet friendly!
A modern building with a metal roof, a wooden door, and a gravel garden with various plants.

18. Boutique 2 Bed Stables

Boutique 2 Bed Stables
Battle
$282 nightly
The price is $282
Nov 12 - Nov 13
Total with taxes and fees
Boutique 2 Bed Stables
A modern living room with a sofa, a coffee table, and a dining area with a table set for four.

19. Big Boss Caravan-Camber Sands,Sleep 8, Free Wi-Fi, Netflix, Parking

Big Boss Caravan-Camber Sands,Sleep 8, Free Wi-Fi, Netflix, Parking
Camber Rye
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful caravan. We went at Easter 2026 and there were beautiful Easter touches bunnies etc throughout the caravan. Chocolates and Proscecco were a lovely touch. Checking in process was seamless and they provided so much helpful information. Would recommend and will definitely be back for another stay. Dog friendly too, my dogs loved the warm cozy throws provided and enclosed gated decking area"
United Kingdom
Claire O.
$228 nightly
The price is $228
Nov 30 - Dec 1
Total with taxes and fees
Big Boss Caravan-Camber Sands,Sleep 8, Free Wi-Fi, Netflix, Parking
A compact kitchen with a stove, oven, sink, and wooden countertops.

20. 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
$198 nightly
The price is $198
Nov 17 - Nov 18
Total with taxes and fees
Caravan With Decking&patio-8/10 Berth-pet Friendly
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 Icklesham Hotel Reviews

Best Western York House Hotel

Best Western York House Hotel

8/10 Good
"I've stayed in this hotel a few times over Beachy Head Marathon weekend. It's a great little hotel, but definitely in need of some updating! Can't complain for the value! Staff were all very helpful and friendly and the room was fit for purpose. Had a few drinks at the bar which were good value, but did not have the breakfast. Parking can be quite hard if you turn up late on a busy day as most spaces are taken, but a reduced fee parking permit is very useful when you can find a space."
Rebecca 2-night trip
Posted 4 hours ago
Best Western York House Hotel

Find out more about Icklesham

Everything you need to know about Icklesham 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 Icklesham 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 Icklesham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Icklesham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Icklesham. 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 Icklesham 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 $40 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 Icklesham rentals

At Expedia, we put the best Icklesham 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 Icklesham 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 Icklesham 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 Icklesham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Icklesham?

Yes, there are vacation rentals near popular local attractions in Icklesham, or you can go with a more remote option if you want a relaxing place to stay.

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

Fabulous 5 bed house with indoor swimming pool and hot tub in 1066 Country: This vacation home rental near Icklesham 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 Icklesham?

Expedia has 18 vacation rentals for your stay in Icklesham.

What’s there to see and do in Icklesham?

Winchelsea Beach and Rye Harbour Nature Reserve are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include High Weald and Pett Level Beach.

What’s a vacation rental in Icklesham like?

Vacation rentals are private properties you can book for a long or short time in Icklesham. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip.