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

Guestling Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Guestling vacation rentals

Dining

1. Hub House

Hub House
3.0 star property
Hastings
$434 nightly
The price is $521
Sep 3 - Sep 4
Total with taxes and fees
Hub House
The Hide Out | Living room

2. 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
$188 nightly
The price is $188
Sep 7 - Sep 8
Total with taxes and fees
Extraordinary Huts
Fireplace

3. The Boathouse

The Boathouse
3.0 star property
St Leonards-On-Sea
10.0 out of 10, Exceptional, (1 review)
$480 nightly
The price is $576
Sep 4 - Sep 5
Total with taxes and fees
The Boathouse
Exterior detail

4. Cabin - Sleeps 8 - Garden and Parking

Cabin - Sleeps 8 - Garden and Parking
3.0 star property
St Leonards-On-Sea
$237 nightly
The price is $284
Sep 2 - Sep 3
Total with taxes and fees
Cabin - Sleeps 8 - Garden and Parking
View from property

5. 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
$85 nightly
The price is $102
Aug 31 - Sep 1
Total with taxes and fees
Chestnut Meadow Camping
Exterior

6. 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
$214 nightly
The price is $257
Aug 31 - Sep 1
Total with taxes and fees
Oastbrook Glamping
Deluxe Apartment | WiFi (free)

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
$86 nightly
The price is $103
Aug 31 - Sep 1
Total with taxes and fees
Osborne Apartments
Cottage | Exterior

8. Combe Haven Holiday Park - Holiday Accommodation 12122

Combe Haven Holiday Park - Holiday Accommodation 12122
3.0 star property
St Leonards-On-Sea
$341 nightly
The price is $409
Sep 3 - Sep 4
Total with taxes and fees
Combe Haven Holiday Park - Holiday Accommodation 12122
Fridge, microwave, oven, stovetop

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
$231 nightly
The price is $231
Sep 2 - Sep 3
Total with taxes and fees
Caravan With Decking&patio-8/10 Berth-pet Friendly
Miscellaneous

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
$95 nightly
The price is $114
Sep 28 - Sep 29
Total with taxes and fees
Bexlet
Living area

11. Combe Haven Holiday Park - Holiday Accommodation 21442

Combe Haven Holiday Park - Holiday Accommodation 21442
2.0 star property
St Leonards-On-Sea
$537 nightly
The price is $645
Sep 4 - Sep 5
Total with taxes and fees
Combe Haven Holiday Park - Holiday Accommodation 21442
House | Living area | TV

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
$242 nightly
The price is $290
Sep 8 - Sep 9
Total with taxes and fees
Suspire House -sleeps6-garden-bbq-coastal Retreat
Cottage | Interior

13. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
$461 nightly
The price is $554
Sep 3 - Sep 4
Total with taxes and fees
Sparrows Den Lodge
Apartment | Balcony

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

2-bed, Sleeps 4, Free Parking, Pets Allowed
3.0 star property
Eastbourne City Centre
$303 nightly
The price is $303
Sep 1 - Sep 2
Total with taxes and fees
2-bed, Sleeps 4, Free Parking, Pets Allowed
Dining

15. 3 Cinque Ports Street

3 Cinque Ports Street
2.0 star property
Rye
$482 nightly
The price is $579
Sep 2 - Sep 3
Total with taxes and fees
3 Cinque Ports Street
Fridge, dishwasher, toaster, cookware/dishes/utensils

16. Hastings Heights

Hastings Heights
3.0 star property
Hastings
$1,170 nightly
The price is $1,404
Sep 6 - Sep 7
Total with taxes and fees
Hastings Heights
Cottage | Interior

17. Standard Hill Cottage

Standard Hill Cottage
2.0 star property
Battle
9.0 out of 10, Wonderful, (2 reviews)
"Very quiet and peaceful. Garden well maintained."
United Kingdom
Neil
$371 nightly
The price is $445
Sep 12 - Sep 13
Total with taxes and fees
Standard Hill Cottage
Cottage | Interior

18. White Hart Stables

White Hart Stables
3.5 star property
Battle
$422 nightly
The price is $507
Sep 19 - Sep 20
Total with taxes and fees
White Hart Stables
Cottage | Dining

19. Sylvian

Sylvian
3.5 star property
Bexhill-on-Sea
6.0 out of 10, (1 review)
"Great location for proximity to Town, super parking. "
United Kingdom
David
$350 nightly
The price is $420
Sep 4 - Sep 5
Total with taxes and fees
Sylvian
Property grounds

20. Albies End

Albies End
3.5 star property
Battle
$507 nightly
The price is $609
Sep 7 - Sep 8
Total with taxes and fees
Albies End
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Guestling Hotel Reviews

The Cumberland Hotel

The Cumberland Hotel

8/10 Good
"Really good location. Nice breakfast. Helpful staff. State of room/bathroom was good but not great - lots of the hotel was very hot but they provided a fan which was very helpful."
David 1-night trip
Posted 2 hours ago
The Cumberland Hotel

Find out more about Guestling

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

Guestling vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guestling. 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 Guestling 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 $67 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 Guestling rentals

At Expedia, we put the best Guestling 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 Guestling 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 Guestling 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 Guestling. 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 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?

Converted barn / Oast House with amazing views and EV chargers: Visitors like this Guestling vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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.