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Sissinghurst Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Sissinghurst vacation rentals

A covered wooden walkway leading to a building with large glass doors.

1. Birch - Flimwell Park Lodges

Birch - Flimwell Park Lodges
Ticehurst
10.0 out of 10, Exceptional, (1 review)
"very good clean room with excellent bathroom"
United States
james t.
$119 nightly
The price is $119
Oct 8 - Oct 9
Total with taxes and fees
Birch - Flimwell Park Lodges
A spacious living area with a large sectional sofa, a wooden dining table, and a hanging light fixture.

2. The Pigsty at the Secret Garden

The Pigsty at the Secret Garden
2.0 star property
Ashford
$288 nightly
The price is $346
Sep 27 - Sep 28
Total with taxes and fees
The Pigsty at the Secret Garden
A wooden deck with a wooden chair and table, a blanket, and breakfast items.

3. Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.0 out of 10, Wonderful, (6 reviews)
"Great little property, surprisingly comfortable for a small space, nice rural views from the lovely hot tub, and great beer from the onsite brewery!"
United States
Harry I.
$246 nightly
The price is $246
Sep 27 - Sep 28
Total with taxes and fees
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
A wooden deck with two wooden chairs and a table, a hot tub, and a building with a door open to a kitchen area.

4. Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (11 reviews)
"What a beautiful stay , peaceful , everything you could need for a well needed escape . Staff excellent , surroundings wonderful , bar / restaurant fantastic . Can’t wait to go back ."
United States
Anonymous traveler
$271 nightly
The price is $271
Sep 27 - Sep 28
Total with taxes and fees
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A wooden cabin with a hot tub, a covered deck, and a sign reading "Cascade."

5. Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.8 out of 10, Exceptional, (7 reviews)
"Found this place fairly last minute and couldn’t believe what a little gem it was. Gorgeous surroundings, an oasis of calm. We had a lovely stay."
United States
Anonymous traveler
$271 nightly
The price is $271
Sep 27 - Sep 28
Total with taxes and fees
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
A restaurant interior with wooden tables and chairs, a bar area with a bartender, and a brick wall with framed pictures.

6. 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.
$297 nightly
The price is $297
Sep 27 - Sep 28
Total with taxes and fees
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

7. 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
$183 nightly
The price is $183
Oct 1 - Oct 2
Total with taxes and fees
Extraordinary Huts
A greenhouse structure surrounded by yellow flowering plants.

8. 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.
$172 nightly
The price is $172
Oct 8 - Oct 9
Total with taxes and fees
A Self-Contained Private First Floor One Bedroom Annexe with Garden close to Rye
A small wooden cabin with a porch, a bench, and a table.

9. The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
$200 nightly
The price is $200
Oct 8 - Oct 9
Total with taxes and fees
The Field View 2 by Tiny Away
A cozy room with a bed, a small table, and a window overlooking a scenic landscape.

10. Songbirds

Songbirds
3.0 star property
Tenterden
10.0 out of 10, Exceptional, (1 review)
$312 nightly
The price is $374
Oct 7 - Oct 8
Total with taxes and fees
Songbirds
An open door leading to a wooden deck with a view of a green landscape and trees.

11. Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.6 out of 10, Exceptional, (14 reviews)
"This was our first of hopefully many visits and we loved the whole vibe x The bed was so comfortable and we had a wonderful time x"
United States
Anonymous traveler
$271 nightly
The price is $271
Sep 27 - Sep 28
Total with taxes and fees
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A modern bedroom with a large bed, a bedside table, a desk, and a window.

12. 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)
"Had a great time, thank you very much ! Would definitely stay again! Good location, easy to get into Rye and surounds."
United States
Anonymous traveler
$269 nightly
The price is $269
Oct 8 - Oct 9
Total with taxes and fees
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
A rustic wooden cabin with a covered outdoor seating area, surrounded by lush greenery and a gravel path.

13. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
maidstone
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful stay we enjoyed seeing in the new year in such a beautiful location, thank you very much"
United Kingdom
Madeline K.
$258 nightly
The price is $258
Oct 8 - Oct 9
Total with taxes and fees
Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
A bedroom with a bed, a desk, and a chair.

14. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (154 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
$77 nightly
The price is $93
Oct 7 - Oct 8
Total with taxes and fees
The Lower Bell
A modern two-story house with a sloped roof, large windows, and a chimney.

15. Luxury Family & Group Getaway | Hot Tub | Sleeps 12 | Kent Countryside

Luxury Family & Group Getaway | Hot Tub | Sleeps 12 | Kent Countryside
Cross-at-Hand
$1,376 nightly
The price is $1,630
Oct 8 - Oct 9
Total with taxes and fees
Luxury Family & Group Getaway | Hot Tub | Sleeps 12 | Kent Countryside
A modern kitchen with a built-in oven, microwave, and sink. A large TV screen displays the Netflix logo.

16. BridgeCity Central Maidstone Spacious 1 Bed Flat

BridgeCity Central Maidstone Spacious 1 Bed Flat
Maidstone
10.0 out of 10, Exceptional, (1 review)
"We had a very comfortable stay. Clean apartment and easily accessible. Good communication from the host throughout the process. We would happily return."
United States
Craig C.
$240 nightly
The price is $259
Sep 25 - Sep 26
Total with taxes and fees
BridgeCity Central Maidstone Spacious 1 Bed Flat
A balcony with a view of a street, two potted plants, a bottle of wine, and a glass of wine on a small table.

17. St Andrews Apartments

St Andrews Apartments
4.0 star property
Maidstone
9.8 out of 10, Exceptional, (30 reviews)
"Very nice place to stay, clean, and lots of room. Our door areas are nice and great views from the balcony. "
United States
Stuart
$217 nightly
The price is $260
Sep 26 - Sep 27
Total with taxes and fees
St Andrews Apartments
A cozy bedroom with a wooden headboard, a bed with patterned pillows, bedside lamps, and a decorative sign on the wall.

18. 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)
"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
$190 nightly
The price is $190
Oct 8 - Oct 9
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
A cobblestone street lined with traditional buildings, some with ivy and flower boxes, and street lamps.

19. Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Benenden
9.6 out of 10, Exceptional, (20 reviews)
"A wonderful place for a holiday Nice location. Good opportunity for excursions to Hastings, Tenterden, Bodiam. Stop off at The Bull or the Milkhouse in Sissinghurst."
United States
Hartmut K.
$1,013 nightly
The price is $1,013
Oct 12 - Oct 13
Total with taxes and fees
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
A secluded outdoor area with two small, semi-circular wooden structures, surrounded by lush greenery and trees.

20. 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
$83 nightly
The price is $99
Oct 6 - Oct 7
Total with taxes and fees
Chestnut Meadow Camping
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 Sissinghurst Hotel Reviews

Mercure Maidstone Great Danes Hotel

Mercure Maidstone Great Danes Hotel

10/10 Excellent
"Had a lovely stay at this hotel. Staff were friendly and welcoming. Room was clean and comfortable. Breakfast was included in the price so very reasonably priced. Will definitely stay again"
Timothy 1-night trip
Posted 5 hours ago
Mercure Maidstone Great Danes Hotel

Find out more about Sissinghurst

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

Sissinghurst vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sissinghurst. 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 Sissinghurst 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 $93 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 Sissinghurst rentals

At Expedia, we put the best Sissinghurst 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 Sissinghurst 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 Sissinghurst 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 Sissinghurst. 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

Are there vacation rentals in Sissinghurst?

Yes, there are vacation rentals near top sights in Sissinghurst, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Sissinghurst has to offer?

Fabulous 5 bed house with indoor swimming pool and hot tub in 1066 Country: Visitors like this Sissinghurst 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.

What’s there to see and do in Sissinghurst?

Explore the area and family-friendly sights such as Hop Farm Family Park, or get out into nature at a spot like High Weald. Sissinghurst Castle and Garden and Balfour Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Sissinghurst like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Sissinghurst. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.