Vacation rentals in Staplehurst

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Top-rated vacation rentals in Staplehurst

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Top guest favorite

A wooden tree deck is elevated among lush greenery, overlooking a calm pond. A simple ladder provides access to the deck, which features a railing for safety. Surrounding wildflowers and foliage enhance the natural setting, creating a serene spot for relaxation.

Hut in Headcorn

4.97 out of 5 average rating, 124 reviews

Romantic Lakeside Cabin - A Private Special Place

An absolute Gem - Escape to this Romantic Adults Only Private Retreat Tranquil & enchanting, the cabin nestles within 11 wilded acres of meadow deep in the Kentish Weald The cabin is listed by Kent Wildlife Trust and is blessed with abundant wildlife Enjoy DIRECT CONNECTION to Nature with a full Digital Detox. No TV, no radio, no Wi-Fi Tree & Waterside Decks, a Jetty, Firepit and Hot Outdoor Shower are yours exclusively with no other guests on site Your host lives in the old cottage nearby

Top guest favorite

Home in Leeds

5 out of 5 average rating, 138 reviews

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

Guest favorite

A well-maintained garden surrounds a quaint black wooden building. Colorful flowers bloom in a variety of shades, while a curved gravel path leads to the entrance. Lush green grass is neatly trimmed, enhancing the serene outdoor setting.

Guesthouse in Marden

4.94 out of 5 average rating, 180 reviews

The Apple Store

The Apple Store is a beautiful and meticulously clean converted agricultural building that sits in the lovely gardens of a 16th Century house. Perfect for a staycation and set in a peaceful, rural location, the property is approximately 1.5 miles from Marden village and .75 mile from Hush Heath vineyard. Ideal for visits to local National Trust and RHS properties like Sissinghurst Castle, Leeds Castle and Great Dixter. Trains from Marden station to London run all day and take less than an hour.

Top guest favorite

A small wooden cabin is set against a backdrop of lush greenery and a clear blue sky. Several sheep graze peacefully in the vibrant green grass surrounding the cabin, with a wooden fence delineating the area.

Farm stay in Biddenden

4.97 out of 5 average rating, 241 reviews

Ayleswade shepherd hut in Kent countyside

set in the small village of biddenden in the heart of the kent countryside belonging to a local farming family of many generations .You can expect beautiful country walks with many footpaths and local villages nearby for cream teas and lovely lunches , the nearby village of Headcorn with its straight connections to London or the coast is good for sightseeing, you wake up to views of our sheep and free range chicken and enjoy a relaxing cup of tea.Theres milk ,tea and coffee and our eggs for you

Guest favorite

An entrance door is featured, painted in a soft gray hue, framed by a brick wall. The door includes a small, diamond-shaped window and is complemented by a lantern light fixture. Surrounding greenery and a stone pathway create an inviting approach.

Tiny home in Frittenden

4.9 out of 5 average rating, 106 reviews

Tiny Rural Chimney House

Enjoy the lovely setting of this romantic spot in rural Kent. The Tiny Chimney house boasts stunning countryside views and fantastic walks. Step out the door and follow public footpaths directly to Sissinghurst castle, local woods or some fabulous local pubs. Located in a conservation area The Tiny Chimney house is a converted brick building attached to a quirky 40ft Victorian Chimney. The room sleeps two and is ideal for hikers or a couple's rural escape, but still within an hour of London.

Guest favorite

The exterior of the historic barn features dark wood cladding adorned with climbing vines. A patio area is visible, furnished with a wooden table and chairs under a stylish umbrella, surrounded by well-maintained greenery and open fields.

Barn in Staplehurst

4.96 out of 5 average rating, 298 reviews

Hoppers' Hideaways -The Hop Barn - Kent

Situated in the heart of the Kent countryside, this historic barn has been modernised but yet still retains it's unique character and charm. The Hop Barn is the perfect getaway from the hustle and bustle of everyday life where you can enjoy walks through the nearby orchards or simply sit on the patio and listen to the sound of nature. For those wanting to explore, the barn is conveniently located nearby to renowned gardens, castles, stately homes, forests, quaint villages and historic towns.

Top guest favorite

An outdoor patio area features two woven chairs positioned on stone tiles. A small table sits between them, with a bottle of champagne and two glasses. Lush artificial grass extends alongside the patio, framed by a low wooden fence and greenery beyond.

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 241 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

Guest favorite

An EV charger is displayed against a light, neutral background. The charging unit features a sleek, rounded design with a dark face and a central connector for electric vehicle charging.

Loft in Cranbrook

4.86 out of 5 average rating, 148 reviews

Letterbox Retreat (EV Friendly)

A delightful retreat set in a private garden of 4 acres. Guests have use of the Astro Tennis Court, a must for Tennis fans!. Plenty of public footpaths to explore which can take you through bluebell woods and along the way to some lovely local Gastropubs. The property is 5 miles from Benenden School, (ideal for parents for Saturday Sports). It is also great as a stop off for larger families for Le Eurotunnel (45mins away). 75Mb Unlimited Wifi. Sky TV, Trampoline & BBQ

Guest favorite

A historic castle stands majestically by a serene lake, reflecting its stone walls under a clear blue sky. Surrounded by greenery, the castle features multiple towers and turrets, accentuating its architectural grandeur.

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 716 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Top guest favorite

An outdoor deck is illuminated by soft lighting, featuring a round table and chairs for dining. Glass doors lead into a modern kitchen and living area, showcasing sleek appliances and a welcoming atmosphere in the evening light.

Guesthouse in Biddenden

4.96 out of 5 average rating, 113 reviews

Little Batchelors - Idyllic escape

Set in the grounds of a stunning 400 year old Tudor Hall and gardens, this beautiful new property is 1.5 miles away from the gorgeous Sissinghurst Castle Garden and within easy reach of Biddenden, with its renowned vineyard and Michelin starred restaurant. A perfect setting for couples, small families or friends. It has a very large open plan living/dining/kitchen area with doors onto a decked terrace and two en-suite double bedrooms, with ample room for parking.

Top guest favorite

Cottage in Marden

4.99 out of 5 average rating, 553 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

Top guest favorite

A roll top bath is positioned beside large windows adorned with flowing curtains, allowing natural light to illuminate the space. A wooden chair is placed nearby, holding neatly folded towels. A patterned rug covers the wooden floor, adding a textured element to the room.

Place to stay in Goudhurst

4.95 out of 5 average rating, 175 reviews

Summer House

Set in a picturesque village with miles of country walks, this detached Summer House is located just a few minutes walk from the village centre where you will find a local pub, tea room, village store and Italian delicatessen . From its position you will enjoys beautiful views of rolling countryside and access to walks on your doorstep, as well as several National Trust places like Sissinghurst and Scotney Castle close by.

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Popular amenities for Staplehurst vacation rentals

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Other great vacation rentals in Staplehurst

Guest favorite

A spacious communal living area features exposed wooden beams and a high ceiling, providing a rustic charm. A modern kitchen with sleek cabinetry and appliances is visible in the background. A dining table for four is set, with chairs arranged around it, illuminated by warm lighting.

Barn in Golford

4.94 out of 5 average rating, 97 reviews

Delightful barn, Sissinghurst Kent

ClaireRating, 5 stars2 weeks ago

Lovely and comfortable accommodation for four adults; plenty of space, but cosy at the same time. Easy to park on site. We felt at home from the start and had a great stay. It's a fantastic base to explore the beautiful Kent countryside, with Sissinghurst Gardens on the doorstep and many charming villages and pubs nearby.

Top guest favorite

A modern bathroom features a dark blue vanity with a white countertop, complemented by a round mirror above. Two wall-mounted lights provide warm illumination. Black and white patterned tiles cover the floor, while shampoo and soap dispensers are neatly arranged beside a small toothpaste holder.

Guesthouse in Winchet Hill

5 out of 5 average rating, 20 reviews

Interior designed guest house in Goudhurst, Kent

RebeccaRating, 5 stars1 day ago

We had a wonderful stay! The accommodation is beautiful, stylish and comfortable. Everything was extremely clean and the attention to detail really made it feel like a luxury stay (fluffy towels, soft bed linen, high-end toiletries etc). The garden and pool were gorgeous and we really enjoyed relaxing in those spaces and spotting the wildlife (woodpeckers, squirrels, kestrels). We had total privacy but the owners were incredibly accommodating and responsive if we needed them. A five star stay in close reach of farm shops, pubs, a winery, national trust properties and shopping.

Superhost

A unique six-seater pod is set on a grassy area, surrounded by a tranquil landscape. The pod features transparent sides with canopy-like drapes, and a circular table is arranged with seating and decorative items. The open design invites natural light and scenic views.

Barn in Chart Sutton

4.81 out of 5 average rating, 75 reviews

Star's Special Sanctuary, Dogs Welcome, King Bed

JodieRating, 5 stars1 month ago

Beautiful weekend stay. Amazing grounds and so much open green space for our dog to run freely. Very clean and easy to use kitchen amenities. Thank you!!

Top guest favorite

A spacious open-plan living area showcases large glass doors that frame views of the garden. A comfortable purple sofa and two colorful accent cushions are positioned around a low coffee table. A modern wood-burning stove is visible on the stone wall opposite the seating area.

Barn in Sutton Valence

4.95 out of 5 average rating, 62 reviews

The Barnyard

ChrisRating, 5 stars1 day ago

We had a fantastic stay! The Barnyard was modern, stylish, and incredibly comfortable — everything was spotless and thoughtfully designed. The shower was especially amazing, definitely one of the best I’ve used. The host, Tony, was friendly, helpful, and very informative, always happy to answer any questions we had. It really made the whole experience smooth and enjoyable. Would highly recommend and would definitely stay again!

Top guest favorite

A stack of logs is arranged near a wheel of a wooden structure. The logs vary in size and texture, resting on a bed of smooth pebbles and patches of grass. The arrangement suggests a cozy, rustic element, inviting warmth and comfort.

Shepherd’s hut in Frittenden

4.96 out of 5 average rating, 26 reviews

Bluebell Shepherd's Hut

KarenRating, 5 stars1 month ago

Sian makes you feel welcome from once you have booked with a welcome pack before we arrived On arrival to the beautiful shepherd hunt there was fresh milk, juice, tea, coffee and home baked cake. The shepherd hunt was comfortable with everything we needed for our stay. Outside there was the very clean separate hot shower and compost toilet with clear instructions to use. In the evening we lit the fire pit to sit outside to enjoy the view and sunset Our dog loved having the enclosed outside space as well as the beautiful walks we went on. Great place to stay 😀

Top guest favorite

Tiny home in Biddenden

5 out of 5 average rating, 22 reviews

The Studio

HeatherRating, 5 stars1 week ago

Tanja's place needs 6 Stars! The studio is perfect for one and cozy for two. The space is well thought out and there's everything you need. The log fire is a bonus on colder days. There are beautiful walks up the byway and across the fields into Biddenden or you can cycle along the quieter roads if you plan carefully. Sissinghurst, Great Dixter, Hole Park and other beautiful gardens are all easily reached as well as pretty towns such as Tenterden, Rye and Cranbrook. Headcorn has a rail station with trains to London, Canterbury, Dover. There's a reliable bus service to Headcorn from Biddenden. Corner shop in Biddenden but nearest supermarket is in Tenterden. There's so much to see and do and after a busy day, the Studio is wonderful to come back to. It's also private and not overlooked but Tanja and partner are welcoming and very helpful if needed. I had an amazing 2 month stay and was sad to leave. Lovely people and lovely place. You can't go wrong with The Studio.

Guest favorite

Two bell tents are positioned in a grassy field, bathed in the warm glow of a sunset. The vibrant sky is adorned with shades of orange and yellow, complemented by soft clouds. Lush trees frame the scene, enhancing the serene outdoor atmosphere.

Tent in Headcorn

5 out of 5 average rating, 5 reviews

Four Top

IshinRating, 5 stars1 week ago

I had an absolutely wonderful stay at the Glampung yesterday! The place was nothing short of amazing—peaceful, comfortable, and beautifully set up for a relaxing escape. The host, Jayne, was so warm, approachable, and sweet—she truly made the experience even more special. The surroundings were simply stunning, and offered breathtaking views and a sense of calm that was exactly what I needed. I would love to come back again soon!

Superhost

A tranquil pond is featured in the foreground, with a small wooden structure positioned near its edge. The serene water reflects the surrounding greenery and trees. A wooden barn-style accommodation is visible in the background, complemented by well-maintained grass areas and a clear blue sky.

Guesthouse in Headcorn

4.71 out of 5 average rating, 272 reviews

Cosy accomodation in the heart of Kent

RebeccaRating, 5 stars1 week ago

Thanks Ebony - we had a lovely stay. She was very responsive and the place was stunning. My children loved being outside and seeing the ducks and rabbits and have already asked when we can go back ❤️

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Vacation rentals in Staplehurst

Top-rated vacation rentals in Staplehurst

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