Cottage vacation rentals in Benenden

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Top-rated cottage rentals in Benenden

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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, 419 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
A cottage with a classic slate roof is framed by well-maintained greenery, including shrubs and flowering plants. The light-colored exterior is complemented by blue window frames and a central door. A wooden bench is positioned in front, inviting relaxation.
Cottage in Mayfield
5 out of 5 average rating, 165 reviews

Beautiful cottage in lovely setting

Set in the beautiful rolling East Sussex countryside, in a designated AONB, Winters Farm Cottage is a lovely retreat.  Originally the stable block for Winters Farm, the cottage has been sympathetically converted retaining some original features and stylishly modernised. With outstanding views from the cosy interior we are sure you will have a wonderful break in this peaceful cottage. The cottage is detached, self contained & set away from the owners house with direct access to public footpaths.

Top 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, 170 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.

Guest favorite
An outdoor patio area is highlighted by a patterned rug, wooden furniture, and potted plants. The building features large glass doors that provide access to the space, and greenery is visible in the background, creating a private and inviting atmosphere.
Cottage in Kent
4.91 out of 5 average rating, 166 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 vibrant red front door is framed by an apple tree, which extends towards the side of the dwelling. White weatherboard siding contrasts with the dark brick foundation. Multiple windows allow natural light to fill the structure, creating an inviting entryway.
Cottage in Faversham
4.99 out of 5 average rating, 189 reviews

A beautiful two bedroom Victorian coach house

A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

Top guest favorite
A vaulted studio features exposed oak beams and large glass doors that open to scenic views. A spacious sofa is arranged around a circular coffee table, while a comfortable bed is positioned in the background. Decorative plants and artwork enhance the warm atmosphere.
Cottage in Sandhurst
5 out of 5 average rating, 312 reviews

Stylish, Oak Vaulted Studio with Countryside Views

The Grade II listed Bakehouse, like its beautiful neighbouring holiday accommodation Cowbeach Cottage, has a wealth of character and has been lovingly restored to a high standard. The Bakehouse can be booked alone or with the Cottage for two couples who wish to holiday together, whilst enjoying their own space. The charming, bright and tastefully decorated vaulted studio features a wealth of oak beams and benefits from its own south facing garden, patio and verandah with far reaching views.

Guest favorite
Cottage in Benenden
4.9 out of 5 average rating, 280 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
The exterior of The Hideout is visible, showcasing large glass doors that provide a view of the interior. Surrounded by lush greenery, the space is framed by vibrant flowers and plants, highlighting its connection to nature. The wooden structure features a sloped roof, blending with the environment.
Cottage in East Sussex
4.92 out of 5 average rating, 293 reviews

The Hideout - in the heart of Ashdown Forest

The Hideout is located down a private drive, well off the road and right on Ashdown Forest. We are a five minute walk from Gills Lap which is a central walking hub on the forest. Dogs are welcome and there is a secure, enclosed courtyard garden. You can walk for miles from the gate and we provide maps and walking suggestions. Forest Row, a ten minute drive, provides good shops, restaurants and cafes. There is a great local pub, The Hatch Inn, which is walkable during daylight hours.

Top guest favorite
A wooden sign displaying 'The Cottage' is positioned in the foreground, crafted with a detailed design. In the background, the cottage structure with a dark exterior is partially visible, surrounded by lush greenery and a gravel path leading to a fenced area.
Cottage in Tenterden
4.99 out of 5 average rating, 168 reviews

The Cottage at high chimney farm

High Chimney Farm Cottage Nr Tenterden offers the warmest welcome in Kent, modern and comfortable bedrooms, offering the perfect base to explore the best of the Kentish Weald and beyond. The Cottage is a former Granary beautifully converted into self contained luxury accommodation ideal for overnight, short stays or a full holiday let if required. You are more than welcome to enjoy our large garden and pond! It’s a short walk or you could drive up if you wish, so peaceful!

Guest favorite
A modern cottage facade is depicted, featuring a spacious deck with several black wicker chairs and tables. The exterior is clad in wood, with large windows that offer views of the surrounding greenery. A well-maintained lawn is showcased in the foreground.
Cottage in Tenterden
4.95 out of 5 average rating, 340 reviews

Setts Wood Cottage, Tenterden

Setts Wood Cottage is a spacious cottage nestled down a private, tranquil lane, only a couple of miles outside of Tenterden with views towards the church. Perfectly positioned to explore Tenterden and the surrounding villages, yet only a short drive to Rye, Camber Sands and several other beaches. Hastings and Battle are only 30 minutes away. Ashford International Station is 12 miles away with fast trains to both London and the Continent. Close to 3 well known vineyards.

Top guest favorite
Cottage in Cranbrook
4.98 out of 5 average rating, 176 reviews

Peaceful Cottage with Views nr Sissinghurst Castle

Weaver's Rest offers peace and tranquility in the garden of England within easy reach of beautiful walks, English Heritage sites, and medieval villages. This well-equipped cottage is situated in the stunning High Weald Area of Outstanding Natural Beauty. Local pubs, shops & restaurants are within walking distance or enjoy your own meals gazing over surrounding countryside at home. The hosts live next-door.

Guest favorite
A private garden is shown, featuring a grassy area with stepping stones leading towards a turquoise door. Surrounding greenery includes shrubs and flowering plants, contributing to a natural and tranquil setting.
Cottage in Hastings
4.92 out of 5 average rating, 376 reviews

Charming Little Worker’s Cottage

Built in the 1860’s this little rustic one bedroom workers cottage is a place to relax and a base for exploring. Situated in 0re, nearby paths lead to the beautiful Hastings Country Park Nature Reserve with its coastal country walks, ancient woodlands and dramatic clifftop sea-views. Set back from the road, along a terrace of small cottages, this is a place for quiet and bird song.

Popular amenities for Benenden cottage rentals

When is the best time to visit Benenden?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,943 GYDG$42,479 GYDG$43,316 GYDG$48,128 GYDG$46,245 GYDG$48,128 GYDG$51,686 GYDG$56,080 GYDG$49,802 GYDG$47,501 GYDG$41,223 GYDG$53,150 GYD
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Quick stats about cottage rentals in Benenden

  • Total vacation rentals

    Explore 20 vacation rentals in Benenden

  • Nightly prices starting at

    Benenden vacation rentals start at G$31,388 GYD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 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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