Family-friendly vacation rentals in Benenden

Find and book unique family-friendly homes on Airbnb

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 ﺩ.ﺇ 624 per night before taxes and fees

  • Verified guest reviews

    Over 1,180 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!

Top-rated family-friendly rentals in Benenden

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

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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, 240 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 granola and fresh fruit. Ensuite shower room. Bathrobes. Private courtyard garden. Smart TV Wifi. Iron available on request

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.

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, 333 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

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, 256 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 favorite
Cottage in Benenden
4.9 out of 5 average rating, 282 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 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 Benenden
4.95 out of 5 average rating, 120 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
The contemporary barn-style home is nestled among lush greenery, overlooking a serene pond. Large windows reflect the natural surroundings, and a wooden deck extends toward the water, equipped with an umbrella for shade. Reeds and wild plants frame the tranquil scene.
Home in Benenden
4.95 out of 5 average rating, 104 reviews

Chill @ architect designed home with wild swimming

Skywood Barn is a tranquil and peaceful contemporary home, featuring a double height window in the main open plan space overlooking a pretty pond. The barn is secluded and views from the rest of the house are of fields and woodland surrounding the property. By May 2022 we will have finished installing the new deck which will give the perfect spot to soak up the sun or take a cool dip. Gather around the fire pit at night to keep warm whilst having drinks or toasting marshmallows.

Top guest favorite
The exterior of a wooden pod is shown, featuring a curved roof and large glass doors. A hot tub is placed on a decked area, with two lounge chairs nearby. Gravel surrounds the pod, where a small flower bed adds a touch of color.
Farm stay in Kent
4.98 out of 5 average rating, 162 reviews

The Wren Pod

The Wren Pod at Little Halden Farm is situated in area of outstanding natural beauty with a fantastic view across the valley towards Tenterden. Our Pod comes with everything you need to make your stay easy and memorable offering the perfect place to relax and getaway, including bedroom, bathroom, well equipped kitchen not to mention a decked area with hot tub, BBQ, outside seating and dining all for your exclusive use. Plus a fire pit on a stoned area to watch the stars by.

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 Benenden
4.95 out of 5 average rating, 182 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. 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

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, 148 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, 864 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.

Guest favorite
A bright bedroom features a spacious bed topped with neutral bedding and decorative pillows. Large windows create a light atmosphere, offering views of greenery outside. Two bedside lamps provide additional lighting, while built-in drawers are positioned against the walls for storage.
Home in Benenden
4.87 out of 5 average rating, 296 reviews

Willow Cottage - Sleeps 4, Benenden Kent

We recently converted an outbuilding into a two bedroom house. The house is detached and purpose built. We aimed to create a space that was bright, airy and incorporated the gorgeous woodland and farmland around us. When you stay with us you can expect to be in a peaceful rural setting with stunning views which can be admired from either the patio or through the large bifold doors leading from the main living area. The Cottage is within our property.

Popular amenities for Benenden family-friendly rentals

When is the best time to visit Benenden?

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Avg. priceﺩ.ﺇ 771ﺩ.ﺇ 746ﺩ.ﺇ 760ﺩ.ﺇ 845ﺩ.ﺇ 797ﺩ.ﺇ 845ﺩ.ﺇ 911ﺩ.ﺇ 984ﺩ.ﺇ 874ﺩ.ﺇ 834ﺩ.ﺇ 727ﺩ.ﺇ 984
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