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Sissinghurst Holiday Rentals

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Check prices for these dates

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

Our top choices for Sissinghurst holiday rentals

Terrace/patio

1. Deer Shepherds Hut - a holiday let that sleeps 2 guests in 1 bedroom

Deer Shepherds Hut - a holiday let that sleeps 2 guests in 1 bedroom
Hartfield
10.0 out of 10, Exceptional, (1 review)
"Great location!! Shepherds hut fully equipped and well thought out, even has a picnic basket and blanket. Host is super friendly and helpful. Easy access to local community, walks, cycle tracks through beautiful forests with picnic spots along the way. Safe environment and free parking a short walk from the accommodation. Braai (barbecue) and fire pit. As SAFFA’s was great to sit around the fire under the stars braaing marshmallows. Thanks for an awesome stay."
United States
Anonymous traveller
The price is HK$1,596
HK$1,596 total
includes taxes & fees
27 Aug - 28 Aug
Deer Shepherds Hut - a holiday let that sleeps 2 guests in 1 bedroom
Property grounds

2. 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.
The price is HK$962
HK$962 total
includes taxes & fees
24 Sept - 25 Sept
Birch - Flimwell Park Lodges
Outdoor dining

3. 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
9.4 out of 10, Exceptional, (14 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 traveller
The price is HK$2,744
HK$2,744 total
includes taxes & fees
3 Sept - 4 Sept
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Exterior

4. The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is HK$1,238
HK$1,612 total
includes taxes & fees
30 Aug - 31 Aug
The Field View 2 by Tiny Away
Terrace/patio

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 traveller
The price is HK$2,744
HK$2,744 total
includes taxes & fees
3 Sept - 4 Sept
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Outdoor dining

6. 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
8.8 out of 10, Excellent, (5 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.
The price is HK$2,744
HK$2,744 total
includes taxes & fees
7 Sept - 8 Sept
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Living room

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
The price is HK$1,627
HK$1,627 total
includes taxes & fees
1 Sept - 2 Sept
Extraordinary Huts
1 bedroom

8. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very good, (152 reviews)
"Easy check in, comfy bed, great shower"
United Kingdom
Michael
The price is HK$623
HK$748 total
includes taxes & fees
28 Aug - 29 Aug
The Lower Bell
Bar (on property)

9. Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.6 out of 10, Exceptional, (4 reviews)
"lovely place to spend the weekend! had a good time!"
United States
charlotte a.
The price is HK$2,744
HK$2,744 total
includes taxes & fees
3 Sept - 4 Sept
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
View from property

10. 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 HK$668
HK$802 total
includes taxes & fees
28 Aug - 29 Aug
Chestnut Meadow Camping
1 bedroom, iron/ironing board, free WiFi, bed sheets

11. 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
The price is HK$1,233
HK$1,532 total
includes taxes & fees
31 Aug - 1 Sept
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Outdoor dining

12. Songbirds

Songbirds
3.0 star property
Tenterden
10.0 out of 10, Exceptional, (1 review)
"Songbirds was so peaceful and quiet and would definitely go again The hosts were fantastic and very welcoming"
United Kingdom
Jessica
The price is HK$2,519
HK$3,023 total
includes taxes & fees
7 Sept - 8 Sept
Songbirds
1 bedroom, WiFi

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

The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom
Rye
9.0 out of 10, Wonderful, (6 reviews)
"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"
United States
Lynn B.
The price is HK$2,054
HK$2,054 total
includes taxes & fees
27 Aug - 28 Aug
The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom
Interior

14. 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 traveller
The price is HK$2,175
HK$2,175 total
includes taxes & fees
31 Aug - 1 Sept
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Property grounds

15. 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.
The price is HK$1,603
HK$2,201 total
includes taxes & fees
1 Sept - 2 Sept
Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
Exterior

16. 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, (19 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.
The price is HK$9,130
HK$9,130 total
includes taxes & fees
7 Sept - 8 Sept
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Exterior

17. Lady Florence, Spring luxurious River Boat with Castle Views, Maidstone

Lady Florence, Spring luxurious River Boat with Castle Views, Maidstone
Maidstone
10.0 out of 10, Exceptional, (14 reviews)
"Great stay nice and clean everything you could need I think could happily have lived there great time very relaxing time 5 star's"
United Kingdom
Dean
The price is HK$1,830
HK$2,568 total
includes taxes & fees
27 Aug - 28 Aug
Lady Florence, Spring luxurious River Boat with Castle Views, Maidstone
Exterior

18. 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 HK$1,692
HK$2,030 total
includes taxes & fees
7 Sept - 8 Sept
Oastbrook Glamping
Exterior

19. Cosy Victorian Cottage in Crowborough with Log Burner and parking

Cosy Victorian Cottage in Crowborough with Log Burner and parking
Crowborough
8.6 out of 10, Excellent, (4 reviews)
"Lovely place, will be booking again . "
United Kingdom
Laura
The price is HK$934
HK$1,105 total
includes taxes & fees
9 Sept - 10 Sept
Cosy Victorian Cottage in Crowborough with Log Burner and parking
TV

20. Rhodown - sun on the terrace all round

Rhodown - sun on the terrace all round
Hastings
9.0 out of 10, Wonderful, (7 reviews)
"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 HK$898
HK$2,479 total
includes taxes & fees
1 Sept - 2 Sept
Rhodown - sun on the terrace all round
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

Ashford International Hotel & Spa

Ashford International Hotel & Spa

10/10 Excellent
"Hotel was great - we used it as a stopover after the ferry"
Steffan 1-night trip
Posted 2 hours ago
Ashford International Hotel & Spa

Find out more about Sissinghurst

Search for holiday rentals in Sissinghurst on Expedia! You can easily find your home rentals, villas, holiday apartments in Sissinghurst using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Sissinghurst?

Yes, there are holiday rentals close to the most popular sights in Sissinghurst, 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 Sissinghurst has to offer?

Converted barn / Oast House with amazing views and EV chargers: This holiday home rental outside of Sissinghurst is located in a rural location, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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 wider area.

What’s a holiday rental in Sissinghurst like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sissinghurst. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family getaway.