Sissinghurst Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Sissinghurst

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

Apartment in Bexhill

10.0 out of 10, Exceptional, (6)
"Perfect location. Perfectly comfortable."
United Kingdom
alex
The price is ￥20,495
￥23,807 total
includes taxes & fees
Dec 10 - Dec 11
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.
Miscellaneous
Bexlet

Apartment in Bexhill-on-Sea

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 ￥13,628
￥16,355 total
includes taxes & fees
Dec 15 - Dec 16
Bexlet
Dining
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking

Apartment in Sittingbourne

10.0 out of 10, Exceptional, (1)
"Comfortable "
United Kingdom
Chris C.
The price is ￥17,597
￥20,909 total
includes taxes & fees
Dec 10 - Dec 11
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking
Floor plan
Beach Lodge - 5 minute walk to the sandy beach

Mobile Home in Camber

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 ￥17,390
￥54,447 total
includes taxes & fees
Dec 10 - Dec 11
Beach Lodge - 5 minute walk to the sandy beach
Interior
Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters

Vacation Home in 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...
United Kingdom
Tabassum A.
The price is ￥16,355
￥69,353 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters
Fridge, microwave, oven, coffee/tea maker
BridgeCity Central Maidstone Spacious 1 Bed Flat

Apartment in Maidstone

10.0 out of 10, Exceptional, (1)
"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.
The price is ￥11,386
￥32,088 total
includes taxes & fees
Dec 15 - Dec 16
BridgeCity Central Maidstone Spacious 1 Bed Flat
Fridge, microwave, electric kettle, toaster
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Cabin in East Sussex

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 ￥18,632
￥24,015 total
includes taxes & fees
Dec 12 - Dec 13
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
TV
Victory - idyllic holiday home in Hastings

Mobile Home in Hastings

10.0 out of 10, Exceptional, (1)
"Nice and Memorable stay "
United Kingdom
Kishore S.
The price is ￥14,906
￥51,135 total
includes taxes & fees
Dec 13 - Dec 14
Victory - idyllic holiday home in Hastings
Exterior detail
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Cabin in Flimwell, Wadhurst

9.4 out of 10, Exceptional, (3)
"Our trip to the Shepherds Hut was nothing short of idyllic! Our host Jay was so helpful and kind, even going so far as to give us a lift to Tunbridge Wells when our pre-booked taxi didn't show up. The outdoor kitchen was so easy to use, and made an al fresco breakfast very lovely. We took full advantage of the firepit - logs and kindling provided for us - as well as the lovely walks nearby. I would recommend to anyone looking to get away for a bit of peace and beauty!"
United Kingdom
Josi K.
The price is ￥15,651
￥18,963 total
includes taxes & fees
Dec 10 - Dec 11
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite
Fridge, microwave, oven, stovetop
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Apartment in Chatham

The price is ￥14,906
￥21,200 total
includes taxes & fees
Dec 10 - Dec 11
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
Fridge, oven, stovetop, electric kettle
Castle View 2 Bedroom family -friendly Apartment in Hastings Town Centre

Apartment in Hastings

10.0 out of 10, Exceptional, (1)
"Great place, Hanna was helpful and attentive. She responded promptly to any messages and even came to see us when we needed help. Would definitely stay again. "
United Kingdom
Ewelina
The price is ￥29,811
￥42,439 total
includes taxes & fees
Dec 16 - Dec 17
Castle View 2 Bedroom family -friendly Apartment in Hastings Town Centre
Exterior detail
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.

Cottage in Mersham

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 ￥22,359
￥31,468 total
includes taxes & fees
Dec 15 - Dec 16
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
Miscellaneous
Green Cottages

Cottage in Sittingbourne

3.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is ￥51,756
￥62,107 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Green Cottages
Beach nearby
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

Mobile Home in Hastings

9.4 out of 10, Exceptional, (3)
"Excellent"
United Kingdom
Melanie G.
The price is ￥20,702
￥32,916 total
includes taxes & fees
Dec 10 - Dec 11
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms
Flat-screen TV
River View - Overlooking the river

Mobile Home in Rye Harbour

8.8 out of 10, Excellent, (20)
"The area itself is lovely & there’s a lot to see/do. The place was very clean and inviting, you could easily stay with large group. Very pleased at the entertainment provided (smart tvs, wifi, board games) so there’s a lot to keep you occupied and a brilliant outdoor space.I really enjoyed my time there and would happily stay there again."
United Kingdom
Emma O.
The price is ￥22,359
￥60,037 total
includes taxes & fees
Dec 10 - Dec 11
River View - Overlooking the river
Interior
Cosy 18th-Century Cottage in Crowborough with Log Burner, Near Ashdown Forest

Cottage in Crowborough

8.6 out of 10, Excellent, (4)
"Lovely place, will be booking again . "
United Kingdom
Laura
The price is ￥27,948
￥31,881 total
includes taxes & fees
Dec 10 - Dec 11
Cosy 18th-Century Cottage in Crowborough with Log Burner, Near Ashdown Forest
Living area
1 bedroom accommodation in Cowbeech, near Hailsham

Cottage in Cowbeech, near Hailsham

10.0 out of 10, Exceptional, (2)
"Cedar Lodge was exactly what we were looking for and we felt at home as soon as we arrived. The accommodation was clean, cosy and very well equipped and the hosts Caroline and Neil were very welcoming. The comments in the visitors book showed that many people have visited here several times and feel it’s the best holiday home they have stayed in. The location is very quiet and the view from the deck is beautiful. I wouldn’t hesitate to stay here again if we are visiting the area."
United States
Carolyn Armstrong
The price is ￥31,468
￥31,468 total
includes taxes & fees
Dec 10 - Dec 11
1 bedroom accommodation in Cowbeech, near Hailsham
Interior
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

Houseboat in Maidstone

10.0 out of 10, Exceptional, (11)
"I can’t express just how lovely the Lady Florence is. A perfect weekend to kick back and relax. Lovely host, super easy check-in, and kitted out beautifully. Has absolutely everything you need for a very comfortable stay. I will most definitely be booking again!Thanks so much "
United Kingdom
Yona H.
The price is ￥27,534
￥40,784 total
includes taxes & fees
Dec 10 - Dec 11
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.
Apartment | Living area | TV
Cozy Rochester Apartment Retreat

Apartment in Rochester

3.0 star property
8.8 out of 10, Excellent, (3)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
The price is ￥21,828
￥31,162 total
includes taxes & fees
Dec 18 - Dec 19
Cozy Rochester Apartment Retreat
Property grounds
The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom

Cabin in Ashford

9.8 out of 10, Exceptional, (27)
"Thank you - we had a fantastic time and will definitely return! Host was responsive and very helpful, the local recommendations were perfect and we had the relaxing time we were after."
United States
Anonymous traveler
The price is ￥38,703
￥38,703 total
includes taxes & fees
Dec 10 - Dec 11
The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sissinghurst Hotel Reviews

The Lookout Rye

The Lookout Rye

10/10 Excellent
"We had a really lovely stay - the room was spacious, really nicely designed, fresh muted colours, with stylish details (and lots of plug sockets!), very comfortable bed, an excellent shower room, peaceful spot with lovely view, yet easy to walk into town, great staff, felt very festive and cheerful decorated for the season. parking easy to get at too and very central."
Francesca 1-night trip
Posted 1 day ago
The Lookout Rye

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:

  • View our selection of featured holiday rentals in Sissinghurst
  • Use the map to find apartments and other holiday homes in the Sissinghurst neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sissinghurst while they last

Look no further and take a look at our great range of rental properties in Sissinghurst!

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?

Samsara Retreat and Yoga - Adults Only: You might want to consider this vacation rental near Sissinghurst, which offers a patio, a private yard, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware.

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.