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

Search Holiday Rentals in Guestling

Dates

November 2026

December 2026

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Our top choices for Guestling holiday rentals

A riverside view with a wooden dock, a small boat, and a row of houses.

1. Hillside retreat - 2 bedrooms sleeps 6

East Sussex

includes taxes & fees

7 Nov - 8 Nov

A river with a boat, surrounded by greenery and buildings.

2. Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

Hastings

Melanie G.

includes taxes & fees

8 Nov - 9 Nov

A secluded outdoor area with two small, semi-circular wooden structures, surrounded by lush greenery and trees.

3. Chestnut Meadow Camping

Bexhill-on-Sea

Mary

includes taxes & fees

1 Dec - 2 Dec

A modern building with a curved facade, multiple balconies, and a grassy area in front.

4. Bexlet

Bexhill-on-Sea

Tim

includes taxes & fees

12 Nov - 13 Nov

A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

5. Extraordinary Huts

Rye

Diana

includes taxes & fees

17 Nov - 18 Nov

A cozy bedroom with a wooden headboard, a bed with patterned pillows, bedside lamps, and a decorative sign on the wall.

6. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

East Sussex

Alyson B.

includes taxes & fees

18 Nov - 19 Nov

A room with a fireplace, a desk, a chair, and a large window with a view of greenery.

7. Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds

Hastings

"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...

Tabassum A.

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, pillows, a headboard, two wall-mounted lamps, and a window with a view of trees.

8. A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye

Rye

"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."

Kerry H.

includes taxes & fees

7 Nov - 8 Nov

A compact kitchen with a microwave, stove, sink, and cabinets.

9. Rhodown - sun on the terrace all round

Hastings

William E.

includes taxes & fees

8 Nov - 9 Nov

A neatly made bed with a wooden headboard, a bedside lamp, and a wardrobe in a simple room with light-colored walls.

10. Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

Bexhill

Mark S.

includes taxes & fees

10 Nov - 11 Nov

A modern bedroom with a large bed, a sitting area with a chair, and a view of the garden through a glass door.

11. The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom

Rye

"Beautiful accommodation, with lovely vaulted ceiling making it bright and airy High quality finishes all round Kitchen has everything you need and a bottle of milk waiting in the fridge was a lovely touch Tea bags, coffee pods, crisps and biscuits also provided Bed was comfortable and high quality bedding Lovely big fluffy towels and M&S toiletries provided. It was so quiet at night meaning a great night sleep A lovely stay and would recommend a trip to Caster sands and Rye center"

Lynn B.

includes taxes & fees

7 Nov - 8 Nov

A beach with a railing in the foreground and a clear sky.

12. Majestic Hotel Eastbourne by Belvilla - Standard Double Room

Eastbourne City Centre

Chinenye

includes taxes & fees

20 Nov - 21 Nov

A kitchen with a wooden countertop, a cutting board, a knife, a spice rack, and a coffee machine.

13. The Penthouse by the sea

Saint Leonards

John

includes taxes & fees

7 Nov - 8 Nov

A rustic wooden structure with a kitchen area, a bench, and a trash bin.

14. Damson Hut at The Secret Garden

Biddenden

includes taxes & fees

8 Nov - 9 Nov

15. Combe Haven Holiday Park - Holiday Accommodation 17062

St Leonards-On-Sea

"The accommodation was excellent and we had the best stay. The only problem was on checking in the the campsite as our info didn't match the caravan. We booked through the Tesco club card scheme, which on payment we couldn't use. So we paid in full. After payment we were contacted by Sykes holidays as the money went to them?? On arrival the campsite didn't recognise the info and said that we might have been scammed which was very worrying and confusing. We called the emergency number on the...

Jill

includes taxes & fees

13 Nov - 14 Nov

A compact kitchen with a stove, oven, sink, and wooden countertops.

16. Caravan With Decking&patio-8/10 Berth-pet Friendly

Rye

Kerry

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with a hot tub, a wooden fence, and a gazebo.

17. The Yurt Den @ The Outside Inn

Mountfield

includes taxes & fees

10 Nov - 11 Nov

A brick house with a small patio, a white door, and a wooden fence.

18. 1 bedroom accommodation in Winchelsea Beach, near Rye

Winchelsea Beach, near Rye

Duncan Mackrill

includes taxes & fees

9 Nov - 10 Nov

A modern building with a metal roof, a wooden door, and a gravel garden with various plants.

19. Boutique 2 Bed Stables

Battle

includes taxes & fees

10 Nov - 11 Nov

A covered outdoor patio with a seating area, a hot tub, and a small table.

20. The Lodge @The Outside Inn

Mountfield

includes taxes & fees

23 Nov - 24 Nov

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Find holiday rentals that suit your style

Top Guestling Hotel Reviews

A large, two-story house surrounded by lush greenery and trees.

Guestling Hall Hotel

Hastings

10/10 Excellent

Ibrahim

A bedroom with a large bed, a chaise lounge, a chandelier, and a painting on the wall.

Moore House

Old Town Hastings

10/10 Excellent

Birute

A dining area with a table set for two, large windows offering a view of a town with houses and a hill in the background.

The Laindons

Old Town Hastings

10/10 Excellent

Norman

A large brick house with a pond in front, a wooden deck, and a well-maintained lawn.

Claverton Country House Hotel

Battle

10/10 Excellent

deb

A large, historic building with a symmetrical facade, a central staircase leading to a covered area, and well-manicured gardens with lavender and other plants.

Bannatyne Spa Hotel Hastings

St Leonards-On-Sea

10/10 Excellent

Susan

A bedroom with a large bed, a tufted headboard, and a view of historic buildings through a large window.

The Abbey Hotel

Battle

10/10 Excellent

Zoe

Anne's House

Hastings

10/10 Excellent

Line

A traditional brick building with a white facade, a small attached structure, and a paved area with benches.

The Hope Anchor

Rye

10/10 Excellent

John

A riverside hotel with a restaurant, docked boats, and a pedestrian walkway.

River Haven Hotel

Rye

10/10 Excellent

Susan

A traditional room with a fireplace, a table with teapots, a lamp, and a cabinet with glass doors.

St Benedict B&B

St Leonards-On-Sea

10/10 Excellent

My boyfriend and I loved our stay and will be recommending to anyone who is thinking of a trip to St Leonard’s. The bnb is decorated beautifully - the level of attention to detail is superb all of which is curated outstandingly. The service was excellent and our host was super helpful with local information. Our room and all amenities provided were of an excellent standard which ensured that our stay was wonderful.

Jamie

A bedroom with a bed, a sofa, a window with curtains, a bathroom with a sink, and a mirror.

The New Inn

Winchelsea

10/10 Excellent

We stayed for one night at The New Inn. A lovely quiet location and such a warm welcome with an open log fire burning as we arrived and lovely friendly staff. We ate downstairs in the evening and the food was both delicious and great value. The full English breakfast was fabulous - my husband said the best he has had for as long as he could remember so compliments to the chef!! We will definitely stay again when next in the area.

Sandra D

The White Rock Hotel

Hastings

10/10 Excellent

billy

A bedroom with a bed, a bookshelf, a desk, and a chair.

Chequers Inn

Battle

10/10 Excellent

Keith

A two-story building with a central entrance, multiple windows, and a sign on the right side.

The George in Rye

Rye

10/10 Excellent

Stayed for one night at the George in Rye. Right in the centre of town and convenient for browsing the local shops. Stayed in Room 3 which was absolutely gorgeous. The general décor of the hotel is beautiful and the staff were very pleasant and helpful. Had our evening meal there - quite pricey but enjoyable with good service. Breakfast (included in room price) was equally enjoyable but no sign of any toast! I'm sure if we'd asked it would have been provided though. Only downside was no...

Sharon

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 £73 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?

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.

Search Holiday Rentals in Guestling

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Guestling holiday rentals

1. Hillside retreat - 2 bedrooms sleeps 6

2. Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

3. Chestnut Meadow Camping

4. Bexlet

5. Extraordinary Huts

6. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

7. Huge Coastal House | Sleeps 16 | Beach, Old Town & Country Park | 10 beds

8. A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye

9. Rhodown - sun on the terrace all round

10. Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

11. The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom

12. Majestic Hotel Eastbourne by Belvilla - Standard Double Room

13. The Penthouse by the sea

14. Damson Hut at The Secret Garden

15. Combe Haven Holiday Park - Holiday Accommodation 17062

16. Caravan With Decking&patio-8/10 Berth-pet Friendly

17. The Yurt Den @ The Outside Inn

18. 1 bedroom accommodation in Winchelsea Beach, near Rye

19. Boutique 2 Bed Stables

20. The Lodge @The Outside Inn

Find holiday rentals that suit your style

Top Guestling Hotel Reviews

Guestling Hall Hotel

10/10 Excellent

Find out more about Guestling

Guestling holiday rentals: An excellent choice for every season

How to find incredible deals on Guestling rentals

Frequently Asked Questions

Can I find a holiday rental in Guestling?

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

How many holiday rentals are there in Guestling?

What can I see and do in Guestling?

What are holiday rentals like in Guestling?