A conical-roofed building with a brick exterior, surrounded by a residential area with houses and a clear sky.

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Dates

November 2026

December 2026

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Our top choices for Staplehurst holiday rentals

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

1. St Andrews Apartments

Maidstone

Stuart

₹26,490 total

includes taxes & fees

14 Nov - 15 Nov

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

2. The Lower Bell

Aylesford

John

₹8,898 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, a sofa, a dresser, and a staircase.

3. Ditsys Den

Tonbridge

₹52,535 total

includes taxes & fees

16 Nov - 17 Nov

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

4. Petite Gite, Sleeps 2 With Garden & Parking

West Malling

₹16,646 total

includes taxes & fees

9 Nov - 10 Nov

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

5. Extraordinary Huts

Rye

Diana

₹19,226 total

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a sofa, a white furry chair, a wooden table, and a fireplace.

6. Pinewood Camping Pods - At Port Lympne Reserve

Hythe

Lesley

₹18,431 total

includes taxes & fees

9 Nov - 10 Nov

7. Pet-friendly Chalet in Hoath, No Deposit

Edenbridge

₹67,667 total

includes taxes & fees

20 Nov - 21 Nov

8. Green Cottages

Sittingbourne

Nicholas

₹38,135 total

includes taxes & fees

22 Nov - 23 Nov

A kitchen with a stainless steel sink, a window with a view of greenery, and a vase with white flowers.

9. Orchard Retreat

Tonbridge

₹48,234 total

includes taxes & fees

24 Nov - 25 Nov

10. Peaceful Cabin Retreat in Gillingham

Gillingham

₹13,146 total

includes taxes & fees

29 Nov - 30 Nov

11. 1 Bedroom Chalet in Hoath, No Deposit

Edenbridge

₹71,138 total

includes taxes & fees

4 Dec - 5 Dec

A wooden cabin with a small patio area, a white table with a bottle and glass, and a variety of colorful flowers in the foreground.

12. Cherry Orchard Farm

Maidstone

₹62,786 total

includes taxes & fees

21 Nov - 22 Nov

13. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

Gravesend

₹8,434 total

includes taxes & fees

11 Nov - 12 Nov

14. Chalet in Kent With Hot Tub & Countryside Views

Edenbridge

₹67,136 total

includes taxes & fees

20 Nov - 21 Nov

A view through a window of a patio area with a stone floor, outdoor furniture, and a garden.

15. Knights Cottage

Maidstone

"Beautiful cottage in an amazing setting - ideal for people who don’t want to use their cars once there! Communication with Skykes Cottages was very process heavy tho - we received so many useless emails before the booking, then during the trip there was so many different people to talk to for every problem. They took time to help. They don’t reply to WhatsApp for Hours tho they say to contact you there. Some improvements needed there to make it seamless please 🙏"

Lucy

₹92,607 total

includes taxes & fees

26 Nov - 27 Nov

16. 3-bed Camber Sands Cabin - Pool - Parking - Pets

Rye

₹30,463 total

includes taxes & fees

8 Nov - 9 Nov

17. Chalet in Kent With Hot Tub & Countryside Views

Edenbridge

₹67,136 total

includes taxes & fees

20 Nov - 21 Nov

A covered patio area with outdoor furniture, a stone pathway, and a view of a house with a red-tiled roof.

18. Battel Hall

Maidstone

₹475,547 total

includes taxes & fees

2 Dec - 3 Dec

A modern building with horizontal siding, a sliding glass door, and a small patio area.

19. Garden Lodge - Sleeps 1 - Parking Available

Gravesend

₹9,729 total

includes taxes & fees

9 Nov - 10 Nov

20. Chalet in Kent With Hot Tub & Countryside Views

Edenbridge

₹68,866 total

includes taxes & fees

12 Nov - 13 Nov

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Find holiday rentals that suit your style

Top Staplehurst Hotel Reviews

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

Sissinghurst Castle Farmhouse

Cranbrook

10/10 Excellent

Peter

A traditional brick house with a garden pathway leading to the entrance.

The Stable Courtyard Bedrooms at Leeds Castle

Maidstone

10/10 Excellent

Our stay at the Stables Courtyard rooms was excellent. From the moment we arrived we were welcomed by the wonderful staff in all areas of the property. The reception staff were very polite and friendly, and gave us all the information we needed for our stay and our wristbands for free entry to the Castle and grounds. Julie in the restuarant was really lovely - great personality and a high level of customer service. The dinner and breakfast were delicious - lots of choice in the buffet with also...

Natasha

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 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 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 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

An indoor swimming pool with a stone feature, lounge chairs, and a high ceiling with wooden beams.

Delta Hotels by Marriott Tudor Park Country Club

Maidstone

10/10 Excellent

Graham

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

White Lion Tenterden

Tenterden

10/10 Excellent

Sara Jane

Dog & Bear Hotel

Maidstone

10/10 Excellent

Anonymous traveller

Find out more about Staplehurst

Holiday Rentals in Staplehurst

Search for holiday rentals in Staplehurst on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Staplehurst using one of the methods below:

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Frequently Asked Questions

Can I find a holiday rental in Staplehurst?

Yes, there are holiday rentals close to the most popular sights in Staplehurst, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Staplehurst?

While exploring the area, visit family-friendly sights like Stoneacre, or get outside and enjoy nature at Sissinghurst Castle and Garden. In the wider area, you’ll find Balfour Winery and Leeds Castle.

What are holiday rentals like in Staplehurst?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Staplehurst. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.

Search Holiday Rentals in Staplehurst

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Staplehurst holiday rentals

1. St Andrews Apartments

2. The Lower Bell

3. Ditsys Den

4. Petite Gite, Sleeps 2 With Garden & Parking

5. Extraordinary Huts

6. Pinewood Camping Pods - At Port Lympne Reserve

7. Pet-friendly Chalet in Hoath, No Deposit

8. Green Cottages

9. Orchard Retreat

10. Peaceful Cabin Retreat in Gillingham

11. 1 Bedroom Chalet in Hoath, No Deposit

12. Cherry Orchard Farm

13. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

14. Chalet in Kent With Hot Tub & Countryside Views

15. Knights Cottage

16. 3-bed Camber Sands Cabin - Pool - Parking - Pets

17. Chalet in Kent With Hot Tub & Countryside Views

18. Battel Hall

19. Garden Lodge - Sleeps 1 - Parking Available

20. Chalet in Kent With Hot Tub & Countryside Views

Find holiday rentals that suit your style

Top Staplehurst Hotel Reviews

Sissinghurst Castle Farmhouse

10/10 Excellent

Find out more about Staplehurst

Holiday Rentals in Staplehurst

Frequently Asked Questions

Can I find a holiday rental in Staplehurst?

What can I see and do in Staplehurst?

What are holiday rentals like in Staplehurst?