A rural landscape with a field, scattered bushes, and a distant hill with buildings.

Guestling Vacation Rentals

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Our top choices for Guestling vacation rentals

1. Hub House

Hub House
3.0 star property
Hastings
Hub House

2. The Boathouse

The Boathouse
3.0 star property
St Leonards-On-Sea
10.0 out of 10, Exceptional, (1 review)
The price is CA $662
CA $794 total
includes taxes & fees
Sep 12 - Sep 13
The Boathouse

3. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (44 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 $272
CA $272 total
includes taxes & fees
Sep 15 - Sep 16
Extraordinary Huts

4. Cabin - Sleeps 8 - Garden and Parking

Cabin - Sleeps 8 - Garden and Parking
3.0 star property
St Leonards-On-Sea
The price is CA $228
CA $307 total
includes taxes & fees
Sep 7 - Sep 8
Cabin - Sleeps 8 - Garden and Parking

5. Oastbrook Glamping

Oastbrook Glamping
2.0 star property
Robertsbridge
10.0 out of 10, Exceptional, (1 review)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
United Kingdom
Sima
The price is CA $293
CA $351 total
includes taxes & fees
Sep 9 - Sep 10
Oastbrook Glamping

6. Chestnut Meadow Camping

Chestnut Meadow Camping
4.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (4 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is CA $116
CA $139 total
includes taxes & fees
Sep 9 - Sep 10
Chestnut Meadow Camping

7. Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (145 reviews)
"Very clean and welcoming, Staff are always polite friendly and approachable."
United Kingdom
Paul
The price is CA $118
CA $142 total
includes taxes & fees
Sep 6 - Sep 7
Osborne Apartments

8. Hastings Heights

Hastings Heights
3.0 star property
Hastings
The price is CA $1,623
CA $1,948 total
includes taxes & fees
Sep 25 - Sep 26
Hastings Heights

9. 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
The price is CA $227
CA $320 total
includes taxes & fees
Sep 11 - Sep 12
Caravan With Decking&patio-8/10 Berth-pet Friendly

10. Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (55 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is CA $131
CA $157 total
includes taxes & fees
Sep 28 - Sep 29
Bexlet

11. Combe Haven Holiday Park - Holiday Accommodation 21442

Combe Haven Holiday Park - Holiday Accommodation 21442
2.0 star property
St Leonards-On-Sea
The price is CA $741
CA $889 total
includes taxes & fees
Sep 28 - Sep 29
Combe Haven Holiday Park - Holiday Accommodation 21442

12. Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
3.0 star property
New Romney
2.0 out of 10, (1 review)
"We left after just 4 hours because the property was nothing like the listing. The photos give a far better impression than the reality. Before arrival, I had to chase the host for check-in instructions as nothing had been sent. Even after calling, I was only given the key safe code. Later that day, after we’d already left, I received an email stating there was a £100 charge per pet, despite the Hotels.com listing clearly advertising “pets go free.” The property appeared to have had only...
United Kingdom
Werner
The price is CA $255
CA $395 total
includes taxes & fees
Sep 9 - Sep 10
Suspire House -sleeps6-garden-bbq-coastal Retreat

13. Combe Haven Holiday Park - Holiday Accommodation 12122

Combe Haven Holiday Park - Holiday Accommodation 12122
3.0 star property
St Leonards-On-Sea
The price is CA $470
CA $564 total
includes taxes & fees
Sep 29 - Sep 30
Combe Haven Holiday Park - Holiday Accommodation 12122

14. 2-bed, Sleeps 4, Free Parking, Pets Allowed

2-bed, Sleeps 4, Free Parking, Pets Allowed
3.0 star property
Eastbourne City Centre
The price is CA $378
CA $378 total
includes taxes & fees
Oct 1 - Oct 2
2-bed, Sleeps 4, Free Parking, Pets Allowed

15. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is CA $636
CA $764 total
includes taxes & fees
Sep 7 - Sep 8
Sparrows Den Lodge

16. 3 Cinque Ports Street

3 Cinque Ports Street
2.0 star property
Rye
The price is CA $665
CA $798 total
includes taxes & fees
Sep 16 - Sep 17
3 Cinque Ports Street

17. Zanzibar Beach House

Zanzibar Beach House
3.0 star property
St Leonards-On-Sea
The price is CA $5,974
CA $7,169 total
includes taxes & fees
Sep 14 - Sep 15
Zanzibar Beach House

18. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is CA $781
CA $937 total
includes taxes & fees
Sep 19 - Sep 20
1A Coastguard Cottages

19. Rye House

Rye House
2.0 star property
Rye
10.0 out of 10, Exceptional, (1 review)
The price is CA $781
CA $937 total
includes taxes & fees
Oct 1 - Oct 2
Rye House

20. White Hart Stables

White Hart Stables
3.5 star property
Battle
The price is CA $582
CA $699 total
includes taxes & fees
Sep 19 - Sep 20
White Hart 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 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 18 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 Hastings Castle 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.