Sissinghurst Vacation Rentals from $94: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Sissinghurst has to offer?

Six bedroom house with hot tub and sauna : Visitors like this Sissinghurst vacation home rental. It offers a patio, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your vacation with amenities like a hot tub.

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Our top choices for Sissinghurst vacation rentals

Deluxe Suite, Ensuite, Courtyard View | 1 bedroom

The Lower Bell

Aylesford

Eleanor

$78 nightly

Jun 5 - Jun 6

Total with taxes and fees

Chestnut Meadow Camping

Bexhill-on-Sea

Mary

$84 nightly

Jun 5 - Jun 6

Total with taxes and fees

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

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

East Sussex

Mark

$144 nightly

Jun 7 - Jun 8

Total with taxes and fees

Birch - Flimwell Park Lodges

Ticehurst

james t.

$121 nightly

Jun 8 - Jun 9

Total with taxes and fees

Apartment | Private kitchen | Fridge, microwave, oven, stovetop

Rochester Apartment-sleeps 4-free Parking

Rochester

"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! "

Sheniz

$116 nightly

Jun 15 - Jun 16

Total with taxes and fees

Cosy Victorian Cottage in Crowborough with Log Burner and parking

Crowborough

Laura

$148 nightly

Jun 8 - Jun 9

Total with taxes and fees

Weeping Willow - 3 bedrooms with decking sleeps 8

Camber

Olga

$295 nightly

Jun 6 - Jun 7

Total with taxes and fees

Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking

Sittingbourne

Chris C.

$136 nightly

Jun 5 - Jun 6

Total with taxes and fees

Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Flimwell, Wadhurst

"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!"

Josi K.

$136 nightly

Jun 9 - Jun 10

Total with taxes and fees

Ashland - 2 bedrooms with decking sleeps 4

Hastings

$328 nightly

Jun 6 - Jun 7

Total with taxes and fees

Bexlet

Bexhill-on-Sea

Peter

$92 nightly

Jun 8 - Jun 9

Total with taxes and fees

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

Bexhill

Mark S.

$169 nightly

Jun 5 - Jun 6

Total with taxes and fees

The Field View 2 by Tiny Away

Egerton

$203 nightly

Jun 7 - Jun 8

Total with taxes and fees

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

Chatham

$118 nightly

Jun 5 - Jun 6

Total with taxes and fees

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

maidstone

Madeline K.

$275 nightly

Jun 7 - Jun 8

Total with taxes and fees

Extraordinary Huts

Rye

Nicholas

$194 nightly

Jun 8 - Jun 9

Total with taxes and fees

Newly refurbished two bedrooms flat

Saint Leonards

Trevor W.

$142 nightly

Jun 7 - Jun 8

Total with taxes and fees

1 bed self-contained annex, with off-road parking.

Sittingbourne

deanna N.

$105 nightly

Jun 7 - Jun 8

Total with taxes and fees

Luxurious 4 bed house Maidstone Home with parking

Maidstone

$256 nightly

Jun 21 - Jun 22

Total with taxes and fees

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

Rye

Anonymous traveler

$273 nightly

Jun 5 - Jun 6

Total with taxes and fees

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Top Sissinghurst Hotel Reviews

Village Hotel Maidstone

6/10 Okay

"Food menu not the best or widest selection"

Holiday Inn Rochester Chatham by IHG

10/10 Excellent

"All the staff we met were friendly and professional. Special mention to Chiara (hope I’ve spelt that right) who was on reception 1pm Saturday 30/5/26 and Sunday morning: Thank you for sorting out our early check in request so we could attend a family event on time. The breakfast service staff were a delight too as were the vegetarian options with some clearly marked as vegan (croissants) which was perfect and having plant-based sausages without having to wait for them to be made to order was great. Looking forward to a longer stay in a couple of months. Keep up the good work."

The Spa Hotel

10/10 Excellent

"Our Cosy Double was as advertised -small but well furnished and equipped with everything you could need. It was very clean. We had a lovely view of the extensive gardens. The breakfast was delicious, plenty of choice and freshly prepared and great service too. We also had a meal in the bar and that too was very good. The gardens are delightful and we walked around them many times and it was a real bonus to have several sightings of the deer. A small negative was that we had not realised that there are some EV chargers tucked away at the very back of the car park, as there is no information on this on the website or booking form and it was not mentioned to us at any point. Only late in our stay did we become aware of this. Process for using them is also a bit clunky - you have to plug in and ask reception to activate and the fee is a bit steep £20 for 24hrs if you are just wanting to top up. Nevertheless we had a lovely stay and would highly recommend the hotel."

ORIDA Maidstone Hotel

6/10 Okay

"The hotel was OK, but for the price I felt the room was dated compared to other budget hotels. No air con in our room, light switch controlled ALL lights in the room, so no bedside reading light which is really annoying when there's two or more of you sharing a room. TV channel options seemed to be hit and miss. Other than that breakfast was good and staff were very helpful and pleasant. In terms of location it was ideal, but if I was less fussy about location there are probably better value hotels in Maidstone. Oh and you have to pay for parking, not a massive charge, but just include it in the bill, otherwise it just feels like an unnecessary extra cost that I don't think is well advertised when booking"

Find out more about Sissinghurst

Everything you need to know about Sissinghurst vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sissinghurst vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sissinghurst vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sissinghurst in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sissinghurst rentals

At Expedia, we put the best Sissinghurst vacation 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 vacation.

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 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?

Six bedroom house with hot tub and sauna: Visitors like this Sissinghurst vacation home rental. It offers a patio, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your vacation with amenities like a 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 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.

Room 1

Check prices for these dates

Our top choices for Sissinghurst vacation rentals

The Lower Bell

Chestnut Meadow Camping

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Birch - Flimwell Park Lodges

Rochester Apartment-sleeps 4-free Parking

Cosy Victorian Cottage in Crowborough with Log Burner and parking

Weeping Willow - 3 bedrooms with decking sleeps 8

Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking

Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Ashland - 2 bedrooms with decking sleeps 4

Bexlet

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

The Field View 2 by Tiny Away

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

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

Extraordinary Huts

Newly refurbished two bedrooms flat

1 bed self-contained annex, with off-road parking.

Luxurious 4 bed house Maidstone Home with parking

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

Find vacation rentals that suit your style

Top Sissinghurst Hotel Reviews

Village Hotel Maidstone

Mercure Tunbridge Wells Hotel

Holiday Inn Rochester Chatham by IHG

Ashford International Hotel & Spa

The Spa Hotel

ORIDA Maidstone Hotel

Hampton by Hilton Ashford International

Royal Wells Hotel

The Rose and Crown Hotel – Tonbridge

Find out more about Sissinghurst

Frequently asked questions