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Guestling Holiday Rentals

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Our top choices for Guestling holiday rentals

1. Hillside retreat - 2 bedrooms sleeps 6

Hillside retreat - 2 bedrooms sleeps 6
Hastings
The price is NZ$519
includes taxes & fees
20 Oct - 21 Oct
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 NZ$370
includes taxes & fees
1 Nov - 2 Nov
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 NZ$177
includes taxes & fees
20 Oct - 21 Oct
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 NZ$334
includes taxes & fees
27 Oct - 28 Oct
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 NZ$186
includes taxes & fees
2 Nov - 3 Nov
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 NZ$333
includes taxes & fees
20 Oct - 21 Oct
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 NZ$68
includes taxes & fees
20 Oct - 21 Oct
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 NZ$276
includes taxes & fees
1 Nov - 2 Nov
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 NZ$547
includes taxes & fees
21 Oct - 22 Oct
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 NZ$297
includes taxes & fees
29 Oct - 30 Oct
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 NZ$396
includes taxes & fees
20 Oct - 21 Oct
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 NZ$809
includes taxes & fees
8 Nov - 9 Nov
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 NZ$331
includes taxes & fees
20 Oct - 21 Oct
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 NZ$479
includes taxes & fees
1 Nov - 2 Nov
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 NZ$525
includes taxes & fees
25 Oct - 26 Oct
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

16. Boutique 2 Bed Stables

Boutique 2 Bed Stables
Battle
The price is NZ$448
includes taxes & fees
21 Oct - 22 Oct
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 NZ$620
includes taxes & fees
6 Nov - 7 Nov
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 NZ$227
includes taxes & fees
20 Oct - 21 Oct
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 NZ$779
includes taxes & fees
2 Nov - 3 Nov
Combe Haven Holiday Park - Holiday Accommodation 17062

20. The Yurt Den @ The Outside Inn

The Yurt Den @ The Outside Inn
Mountfield
The price is NZ$359
includes taxes & fees
1 Nov - 2 Nov
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Guestling holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Guestling. 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 Guestling. 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 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 holiday 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 Guestling short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Guestling?

Yes, there are holiday rentals close to the most popular sights in Guestling, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Guestling has to offer?

Fabulous 5 bed house with indoor swimming pool and hot tub in 1066 Country: This holiday home rental outside of Guestling offers an indoor pool, a patio and laundry facilities to help you feel perfectly comfortable in your new surroundings. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals are there in Guestling?

Expedia has 17 holiday 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 wider area.

What are holiday rentals like in Guestling?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Guestling. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.