Vacation rentals in Benenden

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Top-rated vacation rentals in Benenden

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The cabin showcases a wooden exterior with a welcoming deck, furnished with outdoor chairs. Surrounding greenery adds to the serene setting, while a gently sloped area leads up to the entrance, framed by a rustic fence.
Cottage in Sandhurst
4.97 out of 5 average rating, 374 reviews

The Cabin - a little ranch house. A peaceful haven

Located in the High Weald area of Kent which is an AONB, The Cabin at Valley View Farm is set in its own space amongst 16 acres of wood and grazing. It used to be an old hop pickers mobile home but has been lovingly restored to a modern, well presented “mini” haven. A fully self-contained cabin with open plan lounge/dining/kitchen area, UK king size bed in bedroom and a shower room and toilet. Ideal for a couple or two singles as a Z-bed can be provided. Private outside veranda with a fire pit

Top guest favorite
The exterior features contemporary wooden buildings surrounded by a landscaped garden. A paved patio area includes seating arrangements. Large glass doors provide natural light to the interiors, while a separate structure is visible in the background. Lush greenery frames the scene.
Condo in Tenterden
4.97 out of 5 average rating, 134 reviews

Beautiful setting, walking distance of Tenterden.

Coldharbour Barn Starboard is one of a pair of similar appartments . Both have their own totally separate accomodation and private patio area. They are set in beautiful Kent countryside down a farm lane, but still within a short 0.5 mile walk of the historic town of Tenterden. Each property has a fully equipped kitchen with an open plan sitting and eating area. The properties are both new conversions and are built to modern building safety regulations. Chapel Down vineyard is a 5-10 minute drive

Guest favorite
A charming hut is set in a lush garden, featuring a wood-burning stove chimney. The exterior showcases large windows framed in green, allowing natural light. An outdoor seating area and fire pit are positioned on gravel, surrounded by well-maintained grass and greenery.
Shepherd’s hut in Cranbrook
4.96 out of 5 average rating, 120 reviews

The Foxy Shepherd - an idyllic country retreat

The hut is in a secluded fenced off part of our garden in a designated area of outstanding natural beauty with uninterrupted views over paddocks towards Benenden and provides the perfect retreat for couples looking for a place for complete relaxation and escape from daily life. It is completely self contained with an ensuite shower room, kitchen area, wood burning stove and cosy double bed. Outside is a fire pit with BBQ where you can enjoy the long summer evenings with a glass of wine and BBQ

Top guest favorite
A charming cottage is surrounded by a gravel courtyard, featuring white wood paneling and a traditional tiled roof. Greenery adorns the walls and a small garden area is visible at the entrance. The landscape includes trees in the background, contributing to a serene rural setting.
Cottage in Sandhurst
5 out of 5 average rating, 411 reviews

Cosy Cottage with Woodburner & Countryside Views.

Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

Guest favorite
A restful bedroom features a super kingsize bed with white linens and textured pillows. Complementing nightstands with lamps are positioned on either side. A round mirror and artwork enhance the tranquil atmosphere, while soft light illuminates the soothing green walls.
Cottage in Benenden
4.97 out of 5 average rating, 152 reviews

Old Fire Station in central Benenden village, Kent

Nestling in the idyllic Weald of Kent countryside, the Old Fire Station is the perfect place for a relaxing stay in the centre of historic Benenden village. The spacious, self-contained accommodation sleeps four, with a separate bedroom with super kingsize bed and sitting room with two single sofa beds. The listed former village fire station is within walking distance of The Oak Barn wedding venue and Benenden School, or a short drive to Benenden Hospital and the gardens of Sissinghurst Castle.

Top guest favorite
The Garden Studio is presented with large floor-to-ceiling windows featuring soft curtains. A wooden deck is adorned with a seating area, surrounded by manicured grass and flowering plants, offering a serene outdoor space for relaxation.
Guesthouse in Sissinghurst
4.93 out of 5 average rating, 181 reviews

Self Contained Garden Studio with stunning views

The Garden Studio has spectacular views over the Kent countryside from the property's floor to ceiling windows. The self contained compact studio has private access and includes lounge chairs, coffee table and a double bed. We have a dining table/ two stools overlooking the terrace. There is a fridge, a microwave, a two ring electric hob together with a kettle, Nespresso Coffee Machine and a toaster in the kitchen area. Iron/Board/Desk/Chair are on request prior to stay. Compact shower/wc.

Guest favorite
An inviting outdoor patio features a rustic wood-fired oven, surrounded by greenery. Comfortable lounge furniture and a wooden table are present, with potted plants adding a touch of nature. A patterned area rug enhances the space, creating an ideal spot for relaxation.
Cottage in Kent
4.9 out of 5 average rating, 146 reviews

Idyllic 2- Bedroom barn with amazing views

Spacious barn conversion with views of the countryside. The Barn is an ideal location to use as a base for visiting the many places of interest or for a relaxing holiday. There are many National Trust properties within a small radius together with historic gardens and local vineyards. Tenterden and Rye are a short drive and Camber Sands, with its sandy beach, is a must. There are a number of local pubs which serve food, The White Hart within a few minutes walk, and many others not far away.

Top guest favorite
A decked terrace extends from large sliding glass doors, offering access to the outdoor space. Two minimalist white chairs are positioned on the terrace, facing a serene view of the landscape beyond. Soft outdoor lighting enhances the wooden exterior of the building.
Guesthouse in Iden Green
4.95 out of 5 average rating, 104 reviews

Contemporary rural retreat with breathtaking views

The Rookery is a newly built space with stunning South-facing views across an Area of Outstanding Natural Beauty. The ideal base to explore the Kent & Sussex countryside & coast: Ancient forests & villages, historic castles, famous beaches and cosy local pubs. Just 15 min to Sissinghurst Castle & garden, Bodiam & Scotney Castle, 20 min to Rye & 30 min to the dunes & beaches at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.

Top guest favorite
A rustic home is surrounded by lush greenery, with a spacious garden inviting relaxation. The exterior features a warm color palette, complemented by large windows and a welcoming terrace that provides access to the garden.
Barn in Kent
4.95 out of 5 average rating, 139 reviews

Sissinghurst Stables in the Garden of England.

Sit and enjoy the large private garden from the sunny south -facing terrace. This rustic home has an authentic feel, with a quirky calming country design, interspersed with antique furniture and botanical artwork throughout. There is a separate TV room and magical mezzanine play area with baskets of toys for children. There is a private, sunny, nature filled garden. Only one hour from London by train which makes it a perfect location for a city trip too. Insta: Sissinghurst_stables_airbnb

Guest favorite
Cottage in Benenden
4.9 out of 5 average rating, 260 reviews

The Paper Mill Stables

Set in the beautiful grounds of a fifteenth century Wealden hall house, The Stables is a delightful oak framed cottage - a hidden-away and peaceful haven for two. There is a sitting room with woodburner for super cosy nights in, and the pretty bedroom has a luxurious 4000 pocket sprung king size bed, and quality Egyptian cotton linen. Outside is a secluded garden with a terrace, and seventy acres of woodland and pasture to wander through; our resident Labradors will be pleased to join you!

Top guest favorite
A charming black timber cottage is surrounded by lush greenery and neatly trimmed hedges. A well-maintained lawn extends in the foreground, leading to a wooden fence that provides a sense of privacy while natural light enhances the serene landscape.
Guesthouse in Biddenden
4.96 out of 5 average rating, 130 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
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 818 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Popular amenities for Benenden vacation rentals

When is the best time to visit Benenden?

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Avg. priceﺩ.ﺇ679ﺩ.ﺇ687ﺩ.ﺇ709ﺩ.ﺇ720ﺩ.ﺇ735ﺩ.ﺇ746ﺩ.ﺇ672ﺩ.ﺇ694ﺩ.ﺇ621ﺩ.ﺇ720ﺩ.ﺇ698ﺩ.ﺇ723
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Frequently Asked Questions

  • What are the most popular amenities for Cottage Rentals in Benenden?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Benenden have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Benenden. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Benenden?

    Make yourself at home in Benenden by choosing from our most frequently booked neighborhoods. We have over 170 vacation rentals in Rolvenden, over 160 vacation rentals in Benenden, and over 160 vacation rentals in Iden Green.

  • Do house rentals in Benenden have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Benenden. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Benenden have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Benenden. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Benenden?

    Experience the best of Benenden with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Benenden?

    Benenden has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Benenden?

    Yes! Work meets play with ease at over 20 vacation rentals in Benenden featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Benenden

  • Total vacation rentals

    Explore 60 vacation rentals in Benenden

  • Nightly prices starting at

    Benenden vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 3,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Benenden vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Benenden rentals

  • 4.9 Average rating

    Benenden stays are highly rated by guests—averaging 4.9 out of 5!

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