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Guestling Vacation Rentals

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Our top choices for Guestling vacation rentals

1. Hillside retreat - 2 bedrooms sleeps 6

Hillside retreat - 2 bedrooms sleeps 6
Hastings
The price is CA $136
CA $415 total
includes taxes & fees
Oct 20 - Oct 21
Hillside retreat - 2 bedrooms sleeps 6

2. 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 $188
CA $305 total
includes taxes & fees
Nov 1 - Nov 2
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

3. 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 $118
CA $141 total
includes taxes & fees
Oct 20 - Oct 21
Chestnut Meadow Camping

4. 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 $267
CA $267 total
includes taxes & fees
Oct 22 - Oct 23
Extraordinary Huts

5. 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 $123
CA $147 total
includes taxes & fees
Nov 1 - Nov 2
Bexlet

6. 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.
The price is CA $217
CA $268 total
includes taxes & fees
Oct 20 - Oct 21
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

7. Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View
Eastbourne City Centre
9.6 out of 10, Exceptional, (30 reviews)
"We really enjoyed our stay. The room was big with a great view of the seafront and pier. Excellent value. The room was a little faded but clean. The staff were friendly and lots of good eateries within walking distance."
United Kingdom
Catherine
The price is CA $55
CA $55 total
includes taxes & fees
Oct 21 - Oct 22
Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

8. 1 Bed - Sleeps 2 - Near Beach - Parking

1 Bed - Sleeps 2 - Near Beach - Parking
3.5 star property
Hastings
10.0 out of 10, Exceptional, (1 review)
"Absolutely brilliant stay. Apartment is brilliant and Nikki a superb host!"
United Kingdom
Stephen
The price is CA $184
CA $221 total
includes taxes & fees
Nov 1 - Nov 2
1 Bed - Sleeps 2 - Near Beach - Parking

9. 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 $437 total
includes taxes & fees
Oct 20 - Oct 21
Rhodown - sun on the terrace all round

10. 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 $207
CA $237 total
includes taxes & fees
Oct 22 - Oct 23
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

11. 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 $281
CA $318 total
includes taxes & fees
Oct 20 - Oct 21
Big Boss Caravan-Camber Sands,Sleep 8, Free Wi-Fi, Netflix, Parking

12. 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 $168
CA $662 total
includes taxes & fees
Nov 8 - Nov 9
Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds

13. 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 $197
CA $267 total
includes taxes & fees
Oct 20 - Oct 21
A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye

14. 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)
"Stayed here for a night and wish it was longer. Beautiful clean place with an extremely comfortable bed. Will definitely be back. Thankyou to the hosts x"
United States
Anonymous traveller
The price is CA $383
CA $383 total
includes taxes & fees
Oct 21 - Oct 22
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

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

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (5 reviews)
"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 $420
CA $420 total
includes taxes & fees
Oct 25 - Oct 26
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

16. Boutique 2 Bed Stables

Boutique 2 Bed Stables
Battle
The price is CA $317
CA $362 total
includes taxes & fees
Oct 20 - Oct 21
Boutique 2 Bed Stables

17. 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 $496
CA $496 total
includes taxes & fees
Nov 6 - Nov 7
1 bedroom accommodation in Winchelsea Beach, near Rye

18. Damson Hut at The Secret Garden

Damson Hut at The Secret Garden
Biddenden
The price is CA $153
CA $182 total
includes taxes & fees
Oct 20 - Oct 21
Damson Hut at The Secret Garden

19. Combe Haven Holiday Park - Holiday Accommodation 17062

Combe Haven Holiday Park - Holiday Accommodation 17062
5.0 star property
St Leonards-On-Sea
The price is CA $519
CA $623 total
includes taxes & fees
Nov 2 - Nov 3
Combe Haven Holiday Park - Holiday Accommodation 17062

20. The Yurt Den @ The Outside Inn

The Yurt Den @ The Outside Inn
Mountfield
The price is CA $249
CA $287 total
includes taxes & fees
Nov 2 - Nov 3
The Yurt Den @ The Outside Inn
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 Guestling Hotel Reviews

Find out more about Guestling

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 Guestling. 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 Guestling?

Yes, we offer vacation rentals close to the most popular sights in Guestling, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Guestling?

Fabulous 5 bed house with indoor swimming pool and hot tub in 1066 Country: Visitors like this Guestling vacation home rental. It 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 Guestling?

Expedia has 17 vacation rentals for your stay in Guestling.

What can I see and do in Guestling?

While exploring the area, visit family-friendly sights like East Hill Lift, or get outside and enjoy nature at High Weald. Hastings Country Park and Alexandra Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Guestling?

Vacation rentals are private properties you can stay in for several days or longer in Guestling. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.