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

Icklesham Vacation Rentals

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Our top choices for Icklesham vacation rentals

1. 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 $135
CA $413 total
includes taxes & fees
Oct 4 - Oct 5
White Haven - with 2 double rooms

2. 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)
"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 $572
CA $572 total
includes taxes & fees
Oct 15 - Oct 16
1 bedroom accommodation in Winchelsea Beach, near Rye

3. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is CA $640
CA $768 total
includes taxes & fees
Oct 18 - Oct 19
Sparrows Den Lodge

4. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is CA $790
CA $947 total
includes taxes & fees
Oct 12 - Oct 13
1A Coastguard Cottages

5. 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.
The price is CA $189
CA $298 total
includes taxes & fees
Nov 1 - Nov 2
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

6. 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.
The price is CA $158
CA $435 total
includes taxes & fees
Oct 3 - Oct 4
Rhodown - sun on the terrace all round

7. 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 $277
CA $277 total
includes taxes & fees
Oct 8 - Oct 9
Extraordinary Huts

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)
"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 $216
CA $265 total
includes taxes & fees
Oct 5 - Oct 6
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

9. 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.
The price is CA $214
CA $244 total
includes taxes & fees
Oct 4 - Oct 5
A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye

10. 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 traveller
The price is CA $382
CA $382 total
includes taxes & fees
Oct 5 - Oct 6
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

11. Chestnut Meadow Camping

Chestnut Meadow Camping
4.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (5 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is CA $117
CA $141 total
includes taxes & fees
Oct 2 - Oct 3
Chestnut Meadow Camping

12. 3 Cinque Ports Street

3 Cinque Ports Street
2.0 star property
Rye
The price is CA $668
CA $802 total
includes taxes & fees
Oct 5 - Oct 6
3 Cinque Ports Street

13. 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
The price is CA $390
CA $390 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom accommodation in Rye

14. 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.
The price is CA $378
CA $378 total
includes taxes & fees
Oct 31 - Nov 1
An unusual two-storey apartment with beams and an open fire.

15. Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (56 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is CA $124
CA $148 total
includes taxes & fees
Oct 13 - Oct 14
Bexlet

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.
The price is CA $107
CA $592 total
includes taxes & fees
Oct 12 - Oct 13
Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds

17. 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, (8 reviews)
"Fantastic location, perfect flat!"
United Kingdom
Mark S.
The price is CA $206
CA $237 total
includes taxes & fees
Oct 4 - Oct 5
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

18. 4 bedroom accommodation in Pett

4 bedroom accommodation in Pett
Pett
9.8 out of 10, Exceptional, (16 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
The price is CA $1,018
CA $1,018 total
includes taxes & fees
Oct 4 - Oct 5
4 bedroom accommodation in Pett

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.
The price is CA $296
CA $336 total
includes taxes & fees
Nov 1 - Nov 2
Big Boss Caravan-Camber Sands,Sleep 8, Free Wi-Fi, Netflix, Parking

20. Boutique 2 Bed Stables

Boutique 2 Bed Stables
Battle
The price is CA $429
CA $490 total
includes taxes & fees
Oct 6 - Oct 7
Boutique 2 Bed Stables
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

Find out more about Icklesham

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 Icklesham. 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

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.