Sissinghurst Holiday Rentals from NZ$165: Search Short-Term Rentals

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Our top choices for Sissinghurst holiday rentals

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

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

Tenterden

Anonymous traveller

includes taxes & fees

11 Oct - 12 Oct

A living room with a sectional sofa, a fireplace, and a TV mounted on the wall.

2. The Pigsty at the Secret Garden

Ashford

includes taxes & fees

14 Oct - 15 Oct

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

Tenterden

Harry I.

includes taxes & fees

13 Oct - 14 Oct

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

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

Tenterden

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

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

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

Tenterden

Rebecca J.

includes taxes & fees

13 Oct - 14 Oct

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

6. Birch - Flimwell Park Lodges

Ticehurst

james t.

includes taxes & fees

13 Oct - 14 Oct

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

7. Extraordinary Huts

Rye

Diana

includes taxes & fees

19 Oct - 20 Oct

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

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

Tenterden

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

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

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

Benenden

Hartmut K.

includes taxes & fees

2 Nov - 3 Nov

A modern bedroom with a large bed, a sitting area with a chair, and a view of the garden through a glass door.

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

Rye

"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"

Lynn B.

includes taxes & fees

13 Oct - 14 Oct

A garden with a wooden house, a bench, and potted plants.

11. The Barn at Sandhole Cottage

Tonbridge

Karen

includes taxes & fees

31 Oct - 1 Nov

A small wooden cabin with a porch, a bench, and a table.

12. The Field View 2 by Tiny Away

Egerton

includes taxes & fees

12 Oct - 13 Oct

A greenhouse structure surrounded by yellow flowering plants.

13. 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

9 Oct - 10 Oct

A bedroom with a bed, bedside tables, a desk, a chair, a mirror, and a window with curtains.

14. 7 Clarendon Place

Maidstone

includes taxes & fees

15 Oct - 16 Oct

A wooden table set outdoors with a view of a lake, a fruit bowl, croissants, and a glass of orange juice.

15. 2 bedroom accommodation in Wadhurst, near Tunbridge Wells

Wadhurst, near Tunbridge Wells

Ian Campbell

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

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

maidstone

Madeline K.

includes taxes & fees

14 Oct - 15 Oct

A cozy bedroom with a wooden headboard, a bed with patterned pillows, bedside lamps, and a decorative sign on the wall.

17. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

East Sussex

Mark

includes taxes & fees

11 Oct - 12 Oct

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

18. The Lower Bell

Aylesford

John

includes taxes & fees

14 Oct - 15 Oct

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

19. St Andrews Apartments

Maidstone

Stuart

includes taxes & fees

8 Nov - 9 Nov

A hallway with wooden flooring, a bench, and a door leading to an outdoor area.

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

Cross-at-Hand

includes taxes & fees

21 Oct - 22 Oct

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Top Sissinghurst Hotel Reviews

The Black Horse Inn

10/10 Excellent

"Menu limited but nice Breakfast lovely Rooms nice Bar staff great to many to mention owner of pub brilliant abd lady at breakfast"

Royal Wells Hotel

10/10 Excellent

"I had a "newer" room at the back of the hotel overlooking my favourite pub, the Beau Nash Tavern. The room was comfortable, clean, quiet, and well-appointed. As a new room it was shoe-horned into the existing property so getting to my room was pretty funny as the path from the front desk to it was convoluted in an entertaining sort of way (people enjoyed the video on my Instagram!). I had dinner and breakfast in the dining room, both were excellent too. The staff were all friendly and helpful. I would stay here again."

Hempstead House Hotel

10/10 Excellent

"Staff could not have been more attentive and nothing was too much to ask for. Didn't think service like that still existed, it was truly amazing the amount of effort put in by them to make our stay a really great experience. Food was excellent, the room was spotless. Will definitely stay again in the future. Thank you everyone."

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, 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 NZ$165 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.

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Check prices for these dates

Our top choices for Sissinghurst holiday rentals

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

2. The Pigsty at the Secret Garden

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

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

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

6. Birch - Flimwell Park Lodges

7. Extraordinary Huts

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

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

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

11. The Barn at Sandhole Cottage

12. The Field View 2 by Tiny Away

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

14. 7 Clarendon Place

15. 2 bedroom accommodation in Wadhurst, near Tunbridge Wells

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

17. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

18. The Lower Bell

19. St Andrews Apartments

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

Find holiday rentals that suit your style

Top Sissinghurst Hotel Reviews

The Black Horse Inn

Royal Wells Hotel

Days Inn by Wyndham Maidstone

Mercure Maidstone Great Danes Hotel

Village Hotel Maidstone

Hempstead House Hotel

The Spa Hotel

Flackley Ash Country House Hotel

Delta Hotels by Marriott Tudor Park Country Club

Find out more about Sissinghurst

Frequently asked questions

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