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

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Our top choices for Sissinghurst holiday rentals

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

Benenden

Hartmut K.

includes taxes & fees

7 Sept - 8 Sept

2. Oastbrook Glamping

Robertsbridge

Sima

includes taxes & fees

9 Aug - 10 Aug

3. Vine Cottage

Tenterden

includes taxes & fees

28 Aug - 29 Aug

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

Tenterden

Anonymous traveller

includes taxes & fees

9 Aug - 10 Aug

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

Tenterden

Anonymous traveller

includes taxes & fees

9 Aug - 10 Aug

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

Tenterden

Harry I.

includes taxes & fees

9 Aug - 10 Aug

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

Tenterden

Rebecca J.

includes taxes & fees

9 Aug - 10 Aug

8. Birch - Flimwell Park Lodges

Ticehurst

james t.

includes taxes & fees

13 Aug - 14 Aug

9. The Field View 2 by Tiny Away

Egerton

includes taxes & fees

9 Aug - 10 Aug

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

Tenterden

Anonymous traveller

includes taxes & fees

9 Aug - 10 Aug

11. Extraordinary Huts

Rye

Diana

includes taxes & fees

13 Aug - 14 Aug

Deluxe Suite, Ensuite, Courtyard View | 1 bedroom

12. The Lower Bell

Aylesford

Eleanor

includes taxes & fees

9 Aug - 10 Aug

13. Songbirds

Tenterden

Jessica

includes taxes & fees

11 Aug - 12 Aug

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

Rye

Anonymous traveller

includes taxes & fees

11 Aug - 12 Aug

15. 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

3 Sept - 4 Sept

16. Chestnut Meadow Camping

Bexhill-on-Sea

Mary

includes taxes & fees

9 Aug - 10 Aug

17. Spacious 3-bed Family Home

Sittingbourne

includes taxes & fees

9 Aug - 10 Aug

1 bedroom, iron/ironing board, free WiFi, bed sheets

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

East Sussex

Mark

includes taxes & fees

16 Aug - 17 Aug

19. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Chatham

includes taxes & fees

9 Aug - 10 Aug

20. Romantic Georgian Apartment - Prime Location

Royal Tunbridge Wells

includes taxes & fees

9 Aug - 10 Aug

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Top Sissinghurst Hotel Reviews

The George in Rye

10/10 Excellent

"Had an amazing 3 nights at the George Hotel in Rye. The hotel environment made the stay so relaxing . The Grill Restaurant provided delicious dinner with attentive staff as was so with the breakfasts each morning. The reception staff were very helpful making sure that the two rooms booked were right for our family of four.. This was particularly important as my husband has mobility issues relating to Parkinson's. The room was great with step free access from the road. We would certainly use the George again."

ORIDA Maidstone Hotel

10/10 Excellent

"Nice large room. We ate dinner in the restaurant and this was lovely. Breakfast was great too. 2 of our group used the gym and said it was good. We ran out of time to use the pool but it looked very nice. It was in very short walking distance to Next and M&S which was just as well because one of our group had broken their shoes so needed an urgent replacement"

Flackley Ash Country House Hotel

10/10 Excellent

"We had a very enjoyable stay here recently. The house and grounds were beautiful and the bedrooms were spacious and well-equipped. We had breakfast and a really helpful member of staff (Mollie?) reserved a lovely table for us in the conservatory for my mother-in-law's birthday. We unfortunately didn't have time to use the facilities on this trip, but the pool and spa area looked lovely and we hope to return."

Eastwell Manor, Champneys Hotel & Spa

8/10 Good

"The main house, gardens and grounds were excellent and well maintained. Our room in the Mews was very large with french windows opening on to a shared patio, essential in this heat. There was no air conditioning, or fan and our phone in the room did not work. We were supplied with a faulty portable fan, but in the end the open doors provided enough cooling air. The shower was superb with enough hot water whenever we needed it. We could have done with a table and chairs to sit and organise paperwork etc. Breakfast was good with a cold continental buffet and a hot cooked selection as extra. On the second morning they were short staffed and we were given a refund on our breakfast for the delay. The dining room in the house was lovely with exposed stone and wooden timbered ceiling and great views of the garden. In the evening we ate at the Spa which was very good with excellent service. The spa facilities were well maintained and we enjoyed the outdoor pool in the garden and the outdoor spa."

The Spa Hotel

8/10 Good

"We really liked the convenience factor for the wedding we were attending in Eridge. The rooms (x3) were basic with a king bed ( a Superking would have fitted) , two old looking arm chairs ( from a care home?) a VERY modern glass desk and modern oak headboard. The paint colours on the walls were nice, but the carpet was a sort of light charcoal (sensible rather than pretty) and the huge Roman blind was a strong cream with two strips of dark brown either side. It was as if three different people had separately decorated the room! Rather odd, we felt. The shower had waves of hotter and colder water, which made for a bit of excitement in the mornings …. Breakfast was very good; they brought me a freshly sliced avocado on toast, rather than risk the ready mixed variety’s strength of chilli."

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?

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.

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Check prices for these dates

Our top choices for Sissinghurst holiday rentals

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

2. Oastbrook Glamping

3. Vine Cottage

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

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

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

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

8. Birch - Flimwell Park Lodges

9. The Field View 2 by Tiny Away

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

11. Extraordinary Huts

12. The Lower Bell

13. Songbirds

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

15. 3 bedroom accommodation in Smarden, near Ashford

16. Chestnut Meadow Camping

17. Spacious 3-bed Family Home

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

19. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

20. Romantic Georgian Apartment - Prime Location

Find holiday rentals that suit your style

Top Sissinghurst Hotel Reviews

The George in Rye

ORIDA Maidstone Hotel

Hempstead House Hotel

The Lookout Rye

Hampton by Hilton Ashford International

Flackley Ash Country House Hotel

Eastwell Manor, Champneys Hotel & Spa

The Spa Hotel

Village Hotel Maidstone

Find out more about Sissinghurst

Frequently asked questions

Go further with the Expedia app

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

2. Oastbrook Glamping

3. Vine Cottage

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

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

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

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

8. Birch - Flimwell Park Lodges

9. The Field View 2 by Tiny Away

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

11. Extraordinary Huts

12. The Lower Bell

13. Songbirds

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

15. 3 bedroom accommodation in Smarden, near Ashford

16. Chestnut Meadow Camping

17. Spacious 3-bed Family Home

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

19. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

20. Romantic Georgian Apartment - Prime Location

Find holiday rentals that suit your style

Top Sissinghurst Hotel Reviews

The George in Rye

Find out more about Sissinghurst

Frequently asked questions

Go further with the Expedia app