Holiday rentals in Benenden

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Top-rated holiday rentals in Benenden

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Top guest favourite
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, 398 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

Guest favourite
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
4.94 out of 5 average rating, 125 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 favourite
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, 425 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 favourite
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, 160 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 favourite
The living area features exposed wooden beams and a comfortable seating arrangement, including a blue sofa and double sofa bed. A large coffee table sits atop a vibrant area rug, with ample natural light coming through the expansive glass doors that open to the scenic outdoor view.
Farm stay in Ticehurst
4.98 out of 5 average rating, 324 reviews

Farmhouse studio with stunning country views

Nestled between the beautiful East Sussex villages of Ticehurst and Wadhurst (voted the best place to live in the UK 2023), The Studio at Brick Kiln Farm offers a unique opportunity to relax and stay next to working farmland surrounded by stunning countryside. Ideally situated, guests are spoilt for choice when deciding how to spend their days. Bewl Water, Bedgebury and Scotney Castle are within easy driving distance and an evening can be finished at one of the excellent nearby village pubs.

Guest favourite
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, 151 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 favourite
The detached studio loft apartment is framed by vibrant flowers, creating a colorful setting. The sloped roof and wooden balcony are visible, surrounded by lush greenery. A historic building can be seen in the background, adding to the tranquil atmosphere of the outdoor space.
Loft in Kent
4.99 out of 5 average rating, 246 reviews

Filberts detached self-contained rural studio loft

Filberts is a delightful self contained detached studio loft apartment, forming part of Church Cottage smallholding in Newenden, a historic Domesday Book village on the Kent/East Sussex border, with a pub and two cafes in 2 - 5 minutes walking distance. Newenden is recognised as one of the 10 prettiest villages in Kent (Kent Life Magazine) and is also the smallest village in Kent. We happily accept babies - a travel cot is usually available. ** 10% discount for 7 or more nights bookings **

Guest favourite
Cottage in Benenden
4.91 out of 5 average rating, 270 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 favourite
A spacious bedroom features a comfortable kingsize bed with soft linens and decorative pillows. A lamp provides gentle lighting, while neatly hung bathrobes await nearby. Framed artwork adorns the walls, contributing to a serene atmosphere.
Cabin in Benenden
4.97 out of 5 average rating, 230 reviews

The Summer House Benenden (near Sissinghurst) Kent

Attractive comfortable charming private annexe in the garden of the owner's home. Quiet, residential area in Benenden village. Spacious airy accommodation consists of large room with kingsize bed with luxurious cotton bedlinen, a table and chairs, kitchen trolley with fridge kettle toaster. Breakfast : artisan bread preserves apple juice milk from village dairy and fresh fruit. Ensuite shower room. Bathrobes. Private courtyard garden. Smart TV Wifi. Iron available on request

Guest favourite
A large glass sliding door showcases expansive views of the surrounding countryside. The open-plan living area features a comfortable seating arrangement and a small table, inviting relaxation and connection with nature. A patio area with outdoor furniture is visible beyond the glass.
Guest house in Iden Green
4.95 out of 5 average rating, 108 reviews

Contemporary rural retreat with breathtaking views

The Rookery is a well located private space with stunning South-facing views across an Area of Outstanding Natural Beauty. An ideal base to explore 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 & beach at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.

Top guest favourite
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, 146 reviews

Sissinghurst Stables in the Garden of England.

Enjoy the large, enclosed, private garden from the sunny south facing terrace. The Stables have an authentic feel, with calming country design, interspersed with antique furniture, botanical artwork and garden flowers. A separate TV room & mezzanine play area with toys will entertain the 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

Top guest favourite
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.
Guest house in Biddenden
4.96 out of 5 average rating, 137 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.

Popular amenities for Benenden holiday rentals

When is the best time to visit Benenden?

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Frequently Asked Questions

  • 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.

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

    Experience the best of Benenden with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Benenden?

    Four-legged friends are welcome in Benenden. Choose from more than 20 vacation rentals for guests traveling with pets.

  • 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.

  • Where should I stay in Benenden?

    Make yourself at home in Benenden by choosing from our most frequently booked neighborhoods. We have over 160 vacation rentals in Benenden, over 90 vacation rentals in Rolvenden Layne, and over 170 vacation rentals in Rolvenden.

  • Do cottage rentals in Benenden have a kitchen?

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

  • Do cottage rentals in Benenden have wifi?

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

  • Do house rentals in Benenden have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Benenden. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Benenden

  • Total holiday rentals

    Explore 70 holiday rentals in Benenden

  • Nightly prices starting at

    Benenden holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Benenden holiday rentals include wifi 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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