Family-friendly vacation rentals in Benenden

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Benenden

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
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, 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

Top guest favorite
A play area featuring a wooden climbing frame with a slide, swings, and a large sunken trampoline. Surrounding the equipment is a soft mulch surface, complemented by a grassy landscape and mature trees in the background under a partly cloudy sky.
Barn in Cranbrook
4.94 out of 5 average rating, 176 reviews

Cosy Barn in the heart of the Garden of England

‘Little Hartleys’ is a detached, converted stable with cosy wood burning stove. Perfect for families where children can use our play park complete with sunken trampoline and zip wire and visit our chickens. From time to time, other animals will be housed on the property. Country walks start opposite the main entrance & within 1.5 miles you can find yourselves in our charming local pubs. Stable with private parking & outdoor area set behind a fence within the main residence on 2 acres of land

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, 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 favorite
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.

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
4.94 out of 5 average rating, 189 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.

Top guest favorite
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 **

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, 292 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
4.91 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 favorite
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 favorite
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.
Guesthouse in Iden Green
4.95 out of 5 average rating, 109 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 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, 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 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, 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 family-friendly rentals

When is the best time to visit Benenden?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,703 GYDG$39,122 GYDG$40,377 GYDG$48,117 GYDG$45,398 GYDG$48,117 GYDG$51,883 GYDG$56,067 GYDG$49,791 GYDG$47,490 GYDG$41,423 GYDG$56,067 GYD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

Quick stats about vacation rentals that are family-friendly in Benenden

  • Total vacation rentals

    Explore 30 vacation rentals in Benenden

  • Nightly prices starting at

    Benenden vacation rentals start at G$31,381 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Kent
  5. Benenden
  6. Family-friendly rentals