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Staplehurst Holiday Cottages
Our collection of Staplehurst holiday cottages puts you right in the heart of the Weald of Kent. This picturesque village sits between Maidstone and Cranbrook and offers easy access to Leeds Castle and Sissinghurst Castle Garden. You'll find traditional Kentish weatherboard houses lining the High Street alongside independent shops and welcoming pubs serving locally brewed ales!
Whether you're travelling as families or couples seeking a romantic retreat, our properties include options with hot tubs and luxury lodges. The village station connects you to Ashford International and London while nearby Bedgebury National Pinetum provides stunning woodland walks. Groups can explore the surrounding orchards and vineyards that make Kent England's garden.
Visitor Rating
4.8
- Stunning vineyard views
- Private hot tubs
- Three separate eco-cottages
- Perfect for large gatherings
- High-quality modern interiors
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- Private hot tub for couples
- Stylish log cabin accommodation
- 13 acres of private grounds
- Air conditioning and gas heating
- Private parking for two cars
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Visitor Rating
4.9
- Hot tub with vineyard views
- Stunning barn conversion
- Open-plan luxury living space
- Near beaches and historic towns
- Perfect for family gatherings
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Visitor Rating
4.8
- Private hot tub on decking
- Floor-to-ceiling countryside views
- Enclosed garden for dogs
- Contemporary wet room with underfloor heating
- Secluded Kent Weald location
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Visitor Rating
4.9
- Six-person hot tub with canopy
- Two king-size en-suite bedrooms
- Working farm with wildlife cameras
- Welcomes two dogs with facilities
- Near Sissinghurst Castle Gardens
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Visitor Rating
4.7
- Private hot tub with vineyard views
- All on one level
- Enclosed dog-friendly garden
- Near historic Rye and beaches
- Peaceful countryside location
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Visitor Rating
4.9
- Outdoor heated pool
- Hot tub for year-round relaxation
- Games room with pool table
- Five spacious bedrooms
- Beautiful Kent countryside location
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Visitor Rating
4.9
- Private hot tub under stars
- Wildlife watching from your sofa
- Working farm with countryside views
- Dog-friendly with enclosed garden
- Luxury touches throughout
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Visitor Rating
4.8
- Private hot tub with views
- Ground floor bungalow accessibility
- Multi-level garden with pathways
- Outdoor kitchen and barbecue
- Quirky vintage décor throughout
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Visitor Rating
4.8
- Vineyard views from your doorstep
- Private wood-fired hot tub
- Complimentary wine tasting included
- Peaceful countryside location
- Cosy mezzanine king-size bedroom
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Visitor Rating
4.7
- Huge single-storey property
- Four en-suite bedrooms
- Six-person hot tub
- Games table and Smart TVs
- Acre of enclosed garden
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Visitor Rating
5
- Private hot tub for six
- Large enclosed garden space
- Working farm peaceful setting
- Three comfortable bedrooms available
- Modern kitchen fully equipped
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Visitor Rating
5
- Private hot tub with rural views
- King-size beds with quality linen
- Dog-friendly with secure garden
- Modern tech in countryside setting
- Excellent local pubs nearby
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Visitor Rating
4.6
- Vineyard setting with amazing views
- Private hot tub on terrace
- Stylish brick lookers hut
- Wood burner for cosy evenings
- Close to Rye and beaches
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Visitor Rating
5
- Newly renovated stylish property
- Wood-fired hot tub
- Three spacious bedrooms
- Garden with BBQ
- Near historic Kent attractions
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Visitor Rating
4.9
- Hot tub with countryside views
- Stunning oak beams and vaulted ceiling
- Near historic Rye and Camber Sands
- Cosy wood burner for winter evenings
- Fully equipped modern kitchen
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Visitor Rating
4.7
- Two hot tubs with vineyard views
- Luxury barn conversion in Kent
- Sleeps 12 across 6 bedrooms
- Perfect for group celebrations
- Close to beaches and attractions
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Visitor Rating
4.9
- Private lakeside location
- Hot tub with lake views
- King-size bed with freestanding bath
- Dog-friendly with enclosed grounds
- Close to vineyards and gardens
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Visitor Rating
4.5
- Private hot tub for four
- Five ensuite bedrooms available
- Historic pub location attached
- Area Outstanding Natural Beauty
- Modern luxury kitchen facilities
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- Six en-suite ground-floor bedrooms
- Hot tub with vineyard views
- Games room with four activities
- 80 acres of vineyard walks
- Electric vehicle charging available
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Visitor Rating
4.5
- Hot tub for eight guests
- Two fully equipped kitchens
- 15th century period features
- Private bar with prosecco cart
- Children's play area with treehouse
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Visitor Rating
5
- Wood-fired hot tub relaxation
- Ground floor accessible accommodation
- Electric vehicle charging point
- Enclosed gardens with fire pit
- Modern kitchen with wine cooler
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Visitor Rating
5
- Private hot tub for six
- Homemade scones on arrival
- Games room with multiple activities
- Flexible bedroom arrangements
- Enclosed garden for pets
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- Authentic Japanese tea house retreat
- Private hot tub in separate building
- Traditional tatami mats and futon bedding
- Peaceful Zen garden with maples
- Near Leeds Castle and Canterbury
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Visitor Rating
5
- Private hot tub available
- Wood burner with free logs
- Five acres peaceful farmland
- Adults only romantic retreat
- Historic Rye four miles away
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Visitor Rating
4.9
- Hot tub with weatherproof canopy
- Dog walking fields on doorstep
- Four spacious bedrooms
- Fully enclosed garden
- Wood burner for cosy evenings
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Visitor Rating
5
- Historic 350-year-old thatched cottage
- Private 6-seater hot tub
- Large enclosed lawned garden
- Pet-friendly countryside location
- Modern kitchen with Sky Movies
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Visitor Rating
4.5
- Hot tub on working vineyard
- Pet-friendly barn conversion sleeps 4
- Wood burner and underfloor heating
- Footpath access from the door
- Near Rye and Camber Sands
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Visitor Rating
5
- Private hot tub for six
- Historic 18th-century oast house
- Three luxury ensuite bedrooms
- Neighbouring vineyard tours available
- High Weald Outstanding Natural Beauty
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Visitor Rating
5
- Converted barn with original beams
- Hot tub and outdoor entertainment
- PlayStation 4 and table tennis
- Pet-friendly with enclosed garden
- Near Canterbury and Whitstable beaches
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Explore more of Kent
Popular towns and villages in and around Staplehurst
Ashford Bexley Birchington Brenchley Broadstairs Chatham Chilham Deal Ditton Dover Dunkirk Dymchurch Faversham Folkestone Goudhurst Herne Bay Hythe Ightham Kingsdown Lamberhurst Maidstone Margate New Romney Pluckley Ramsgate Rochester Romney Marsh Sandgate Sandwich Sevenoaks Staplehurst Stoke Sundridge Tenterden Tonbridge Tunbridge Wells Whitstable