Holiday Rentals Sissinghurst from £65: Find Short-Term Rentals & Holiday Accommodations

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Sissinghurst holiday rentals

A restaurant interior with wooden tables and chairs, a bar area with a bartender, and a brick wall with framed pictures.

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

Tenterden

Rebecca J.

includes taxes & fees

9 Nov - 10 Nov

An open door leading to a wooden deck with a view of a green landscape and trees.

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

Tenterden

Dean

includes taxes & fees

8 Nov - 9 Nov

A cobblestone street lined with traditional buildings, some with ivy and flower boxes, and street lamps.

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

Benenden

Hartmut K.

includes taxes & fees

10 Nov - 11 Nov

A brick house with a large open doorway leading to a dining area.

4. Vine Cottage

Tenterden

includes taxes & fees

13 Nov - 14 Nov

A wooden deck with a wooden chair and table, a blanket, and breakfast items.

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

Tenterden

Harry I.

includes taxes & fees

8 Nov - 9 Nov

A wooden cabin with a hot tub, a covered deck, and a sign reading "Cascade."

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

Tenterden

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A rustic wooden cabin with a covered outdoor seating area, surrounded by lush greenery and a gravel path.

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

maidstone

Samuel

includes taxes & fees

8 Nov - 9 Nov

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

8. Extraordinary Huts

Rye

Diana

includes taxes & fees

17 Nov - 18 Nov

A small, dark-colored house with a sloped roof, a visible door, and a satellite dish.

9. The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

Rye

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A small, two-story cabin with a sloped roof, situated in a grassy field with trees in the background.

10. The Field View 2 by Tiny Away

Egerton

includes taxes & fees

9 Nov - 10 Nov

A balcony with a view of a street, two potted plants, a bottle of wine, and a glass of wine on a small table.

11. St Andrews Apartments

Maidstone

Stuart

includes taxes & fees

5 Dec - 6 Dec

A greenhouse structure surrounded by yellow flowering plants.

12. 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

8 Nov - 9 Nov

A wooden deck with two wooden chairs and a table, a hot tub, and a building with a door open to a kitchen area.

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

Tenterden

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A brick wall with a stone base, a wooden gate, and two planters with soil.

14. 3 Cinque Ports Street

Rye

includes taxes & fees

11 Nov - 12 Nov

A large stone castle with multiple towers, a moat, and a grassy landscape.

15. Harvest View, Tilmangate Farm

Ulcombe

Laura

includes taxes & fees

8 Nov - 9 Nov

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

16. The Lower Bell

Aylesford

John

includes taxes & fees

15 Nov - 16 Nov

A kitchen with wooden beams, a stone floor, a sink, and a window with blinds.

17. 3 bedroom accommodation in Smarden, near Ashford

Smarden, near Ashford

"A wonderful 4 nights spent at Romden farm, couldnt have been bette. It was great, just to open the back door and walk for miles with the dogs, come back chill out and relax in the hot tub in the evenings. At the big pond we enjoyed feeding the fish and watching the barn owl hunt at dusk. The barn was clean, comfortable and the perfect place to get away from everything. The owners made us feel so welcome we will definitley be back in the future."

Louise

includes taxes & fees

15 Nov - 16 Nov

A dining area with a table set for four, a sofa, a TV, and a view of the outdoors.

18. Hay Fields, Tilmangate Farm

Ulcombe

Richard

includes taxes & fees

4 Dec - 5 Dec

A brick-paved courtyard with hanging flower baskets, a wooden door, and a green metal bench.

19. Petite Gite, Sleeps 2 With Garden & Parking

West Malling

includes taxes & fees

9 Nov - 10 Nov

A cozy interior with a sofa, a lamp, and a window with curtains.

20. Meadow Sweet - a holiday let that sleeps 2 guests in 1 bedroom

Burwash

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

View all properties

Find holiday rentals that suit your style

Top Sissinghurst Hotel Reviews

A large brick building with a garden patio featuring outdoor furniture and umbrellas.

Sissinghurst Castle Farmhouse

Cranbrook

10/10 Excellent

Peter

A restaurant with wooden tables and chairs, a brick wall, and a chandelier.

The George Hotel

Cranbrook

10/10 Excellent

We went to the hotel under difficult circumstances and were overwhelmed by the staff at the pub. Friendly, kind and could not help you enough. Fraser the manager has a slick run ship, supported by a wonderful team. Caroline in particular was just outstanding. She is a credit to the company. So much so that we have also booked to stay there New Year's Eve to lap up the atmosphere again. The team at a joy to be around and the staff are people who have that extra thing that you can't train...

Anonymous traveller

A bar area with wooden beams, leather chairs, and a round table with a candle.

White Lion Tenterden

Tenterden

10/10 Excellent

Sara Jane

A bedroom with a large bed, a wooden dresser, a television mounted on a brick wall, and a suitcase on a table.

The Queen's Inn

Cranbrook

10/10 Excellent

Wendy

A bedroom with a large bed, wooden beams on the ceiling, a dresser, and a desk with a lamp.

Little Dane Court

Tenterden

10/10 Excellent

Lisa

A room with a bed, a dining table with various items, and a view of a garden through open doors.

Wilderness B&B

Ashford

10/10 Excellent

Clare

A room with a blue wall, wooden beams, a red sofa, two patterned chairs, a small table with a vase, and framed pictures.

The Royal Oak Hotel

Hawkhurst

10/10 Excellent

lorna

A grand staircase with ornate woodwork, a large family portrait, and a cozy seating area with a fireplace.

Chilston Park Hotel

Maidstone

10/10 Excellent

Anonymous traveller

A bedroom with a sloped ceiling, a bed with pillows, a bedside table, and a bathroom with a sink and shower.

The Woolpack Inn Warehorne

Ashford

10/10 Excellent

John

Find out more about Sissinghurst

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

Sissinghurst holiday 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 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 Sissinghurst 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 Sissinghurst holiday rentals we have selected for you start as low as £65 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sissinghurst rentals

At Expedia, we put the best Sissinghurst 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 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 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 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 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?

Fabulous 5 bed house with indoor swimming pool and hot tub in 1066 Country: This holiday home rental outside of Sissinghurst 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.

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.

Search Holiday Rentals in Sissinghurst

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sissinghurst holiday rentals

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

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

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

4. Vine Cottage

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

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

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

8. Extraordinary Huts

9. The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

10. The Field View 2 by Tiny Away

11. St Andrews Apartments

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

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

14. 3 Cinque Ports Street

15. Harvest View, Tilmangate Farm

16. The Lower Bell

17. 3 bedroom accommodation in Smarden, near Ashford

18. Hay Fields, Tilmangate Farm

19. Petite Gite, Sleeps 2 With Garden & Parking

20. Meadow Sweet - a holiday let that sleeps 2 guests in 1 bedroom

Find holiday rentals that suit your style

Top Sissinghurst Hotel Reviews

Sissinghurst Castle Farmhouse

10/10 Excellent

Find out more about Sissinghurst

Sissinghurst holiday rentals: An excellent choice for every season

How to find incredible deals on Sissinghurst rentals

Frequently Asked Questions

Are there holiday rentals in Sissinghurst?

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

What’s there to see and do in Sissinghurst?

What’s a holiday rental in Sissinghurst like?