Holiday Rentals in Guestling

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Our top choices for Guestling holiday rentals

The price is €295
includes taxes & fees
29 Dec - 30 Dec
Hillside retreat - 2 bedrooms sleeps 5

Cottage in Hastings

Hub House
3.0 star property
The price is €430
includes taxes & fees
2 Jan - 3 Jan 2026
Hub House
9.4 out of 10, Exceptional, (3)
"Excellent"
United Kingdom
Melanie G.
The price is €189
includes taxes & fees
6 Jan - 7 Jan 2026
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms
10.0 out of 10, Exceptional, (1)
"Nice and Memorable stay "
United Kingdom
Kishore S.
The price is €292
includes taxes & fees
22 Jan - 23 Jan 2026
Victory - idyllic holiday home in Hastings
9.2 out of 10, Wonderful, (5)
"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 €310
includes taxes & fees
29 Dec - 30 Dec
Rhodown - sun on the terrace all round
8.8 out of 10, Excellent, (9)
"Fantastic lodge near the beach on a great location in the park. Highly recommend "
United Kingdom
Laura J.
The price is €310
includes taxes & fees
1 Jan - 2 Jan 2026
Beach Lodge - 5 minute walk to the sandy beach

Aparthotel in Eastbourne

Osborne Apartments
2.5 star property
9.0 out of 10, Wonderful, (92)
"great staff and facilities"
United Kingdom
Martin
Osborne Apartments

Apartment in Bexhill-on-Sea

Bexlet
2.0 star property
8.6 out of 10, Excellent, (50)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is €91
includes taxes & fees
4 Jan - 5 Jan 2026
Bexlet
10.0 out of 10, Exceptional, (6)
"Perfect location. Perfectly comfortable."
United Kingdom
alex
The price is €136
includes taxes & fees
29 Dec - 30 Dec
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.
10.0 out of 10, Exceptional, (11)
"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 €137
includes taxes & fees
4 Jan - 5 Jan 2026
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
10.0 out of 10, Exceptional, (50)
"Nice welcome package and good proactive communication.We will definitely come back."
Germany
Joerg T.
The price is €211
includes taxes & fees
9 Jan - 10 Jan 2026
Peaceful Retreat, Sovereign Harbour, Eastbourne - FREE WELCOME PACK
"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 €339
includes taxes & fees
4 Jan - 5 Jan 2026
Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters

Cottage in Heathfield

Gun Hill Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"Gun Hill Cottage is a truly charming little place, really clean, nicely decorated, with everything you need. Chris was an amazing host, let us know all the details in advance, then checked in by email that everything was good. we really enjoyed our stay. Thanks! Tom"
United Kingdom
Thomas
The price is €842
includes taxes & fees
4 Jan - 5 Jan 2026
Gun Hill Cottage
The price is €242
includes taxes & fees
29 Dec - 30 Dec
Big2vacation Exclusive Camber Sands Holiday Park

Cottage in Cowbeech, near Hailsham

2 bedroom accommodation in Cowbeech, near Hailsham
9.4 out of 10, Exceptional, (6)
"We had a great stay at woodpeckers, it was so quiet sitting in the enclosed garden watching the Alpacas was very relaxing, we recommend to all."
United States
MARTIN LODGE
The price is €276
includes taxes & fees
15 Jan - 16 Jan 2026
2 bedroom accommodation in Cowbeech, near Hailsham
10.0 out of 10, Exceptional, (3)
"WE had an excellent stay with our two young grandchildren. It was perfectly located as we had visited Chatham historic dockyard and spending the next day at Tenterden heritage railway. So much so the youngest wanted to stay an extra night! The description is spot on, Our host extremely helpful with local knowledge. Highly recommend "
United Kingdom
Malcolm T.
The price is €178
includes taxes & fees
29 Dec - 30 Dec
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.

Apartment in Dymchurch

Ocean Sea View Suite
10.0 out of 10, Exceptional, (4)
"Our stay at the Ocean Sea View Suite was lovely. We had a great experience from the booking to the checkout. The property is well kept and clean. Amazing location with shops, food and entertainment options just on the door step. The cherry on the cake was the beautiful sandy beach. "
United Kingdom
Djanicie M.
The price is €264
includes taxes & fees
25 Jan - 26 Jan 2026
Ocean Sea View Suite

Cottage in Herstmonceux, near Hailsham

2 bedroom accommodation in Herstmonceux, near Hailsham
10.0 out of 10, Exceptional, (28)
"Absolutely wonderful stay. Fantastic hosts - exceptionally professional and kind. Can't say enough good things about the experience."
United Kingdom
Sean R.
The price is €323
includes taxes & fees
2 Jan - 3 Jan 2026
2 bedroom accommodation in Herstmonceux, near Hailsham

Holiday Home in Eastbourne City Centre

"The Gateway to Birling Gap + Seven Sisters- RB&B Living
2.0 star property
The price is €75
includes taxes & fees
11 Jan - 12 Jan 2026
"The Gateway to Birling Gap + Seven Sisters- RB&B Living
9.6 out of 10, Exceptional, (5)
"As a family we booked all 3 huts had a great time fresh air, big skies and amazing weather. Can’t wait to do it again , fire pits wine juice and fun"
United States
Anonymous traveller
The price is €393
includes taxes & fees
5 Jan - 6 Jan 2026
Romney Marsh Huts by Bloom Stays - beautiful shepherds hut that sleeps 4 guests in 2 bedrooms
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

Everything you need to know about Guestling holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Guestling holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Guestling holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Guestling holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Guestling holiday rentals we have selected for you start as low as €91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Guestling rentals

At Expedia, we put the best Guestling holiday 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 holiday.

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 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?

The WhiteCottage at Gildridge wd Hot Tub: This holiday home rental outside of Guestling comes with WiFi so that you can feel at home during your trip. Amenities such as kitchenware and free parking are also available for your convenience.

How many holiday rentals are there in Guestling?

Expedia has 5 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 Smugglers Adventure 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.