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Sissinghurst Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
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 vacation 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 traveler
The price is AED 749
AED 749 total
includes taxes & fees
26 Aug - 27 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 AED 451
AED 451 total
includes taxes & fees
2 Sep - 3 Sep
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 traveler
The price is AED 1,287
AED 1,287 total
includes taxes & fees
1 Sep - 2 Sep
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 AED 582
AED 758 total
includes taxes & fees
27 Aug - 28 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 traveler
The price is AED 1,117
AED 1,117 total
includes taxes & fees
28 Aug - 29 Aug
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 AED 1,286
AED 1,286 total
includes taxes & fees
21 Sep - 22 Sep
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
The Hide Out | 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 AED 755
AED 755 total
includes taxes & fees
24 Sep - 25 Sep
Extraordinary Huts
Deluxe Suite, Ensuite, Courtyard View | 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 AED 292
AED 351 total
includes taxes & fees
7 Sep - 8 Sep
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 AED 1,117
AED 1,117 total
includes taxes & fees
27 Aug - 28 Aug
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 AED 313
AED 376 total
includes taxes & fees
24 Sep - 25 Sep
Chestnut Meadow Camping
1 bedroom, iron/ironing board, WiFi (free), 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 AED 577
AED 718 total
includes taxes & fees
31 Aug - 1 Sep
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Cottage | 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 AED 1,180
AED 1,416 total
includes taxes & fees
28 Aug - 29 Aug
Songbirds
1 bedroom, WiFi (surcharge)

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 AED 962
AED 962 total
includes taxes & fees
26 Aug - 27 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 traveler
The price is AED 1,019
AED 1,019 total
includes taxes & fees
26 Aug - 27 Aug
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 AED 751
AED 1,027 total
includes taxes & fees
24 Sep - 25 Sep
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 AED 4,276
AED 4,276 total
includes taxes & fees
7 Sep - 8 Sep
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 AED 857
AED 1,208 total
includes taxes & fees
26 Aug - 27 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 AED 794
AED 952 total
includes taxes & fees
26 Aug - 27 Aug
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 AED 442
AED 522 total
includes taxes & fees
9 Sep - 10 Sep
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, (6 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 AED 421
AED 1,163 total
includes taxes & fees
1 Sep - 2 Sep
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

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

10/10 Excellent
"Stayed here for 3 nights in a lovely large room. Only down side was lack of air conditioning, there were fans in the room which helped slightly but the hotel cannot control the outside 35C temperature. The hotel was lovely with very friendly staff. We ate in the restaurant on the first night and the menu had plenty of choices. Breakfast was self service with a wide selection of choices available. The hotel was an ideal location for walking (30 mins) or driving into the town centre. We did not have time to use the leisure facilities."
Elaine 3-night trip
Posted 5 hours ago
ORIDA Maidstone Hotel

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?

Converted barn / Oast House with amazing views and EV chargers: Visitors like this Sissinghurst 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.

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.