Family-friendly holiday rentals in Benenden

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 30 holiday rentals in Benenden

  • Nightly prices starting at

    Benenden holiday rentals start at $240 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Benenden holiday 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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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, 243 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

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Top Guest favourite
The Oasthouse features distinctive cone-shaped roofs set against a lush green landscape. A winding gravel path leads to the entrance, bordered by well-maintained gardens. Mature trees provide shade and enhance the serene atmosphere surrounding the property.
Barn in Sandhurst
4.93 out of 5 average rating, 167 reviews

Quirky Rural Retreat - Bourne Farm Oasthouse, Kent

Bourne Farm Oasthouse is surrounded by hundreds of acres of farmland - enjoy the oasts comfy beds, cozy interior with open plan living/dining with plenty of light, the serenity, the solitude. The Oasthouse is good for couples, solo adventurers, families & pets v welcome. Four Poster master suite adjoins pink bathroom Pair Swedish XL twin beds adjoins wet room K/S bed on mezzanine en suite- access via steep ladder (ideal for the more robust amongst us)! NB 2 bathroom sit within central roundel

FamilyKitchenParking

Top 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, 176 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.

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Top Guest favourite
Cabin in Biddenden
5.0 out of 5 average rating, 105 reviews

The Oaks. Beautiful Scandi style cabin on stilts

The Oaks cabin, a romantic escape from daily life - tranquil and luxurious. Relax from the moment you arrive. Nestled next to ancient woodland within a family small holding. Adjoining the High Weald National Landscape, 2 miles from Tenterden in the Kent countryside. From here you can enjoy wonderful experiences in Kent and Sussex and end your day in one of the great local pubs, breweries or vineyards. Immerse yourself in nature from the deck and adjoining field. A cabin of pure, sleek escapism.

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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
5.0 out of 5 average rating, 452 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.

FamilyKitchenQuiet

Top Guest favourite
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, 350 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

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Guest favourite
Cottage in Benenden
4.9 out of 5 average rating, 288 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!

KitchenIndoor spacesParks

Top Guest favourite
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, 185 reviews

Cosy Barn in the heart of the Garden of England

‘Little Hartleys’ is a detached 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 opposite the main entrance & within 1.5 miles you can find yourselves in our charming local pubs. Private parking & outdoor area set behind a fence within the main residence on 2 acres of land Currently no chickens due to fox attacks!

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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.
Guesthouse in Benenden
4.94 out of 5 average rating, 124 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.

Indoor spacesKitchenParking

Top Guest favourite
The interior features wood-paneled walls, creating a warm ambiance. A vintage world map is displayed prominently above two neatly made beds, each adorned with tropical-patterned bedding and contrasting yellow pillows.
Bus in Hollingbourne
5.0 out of 5 average rating, 100 reviews

Minty the green bus conversion

Welcome to a one-of-a-kind overnight stay in the heart of the countryside - an enchanting escape that promises to leave you awe-inspired. Nestled amidst rolling hills and lush greenery, this extraordinary accommodation invites you to step into a world where comfort meets innovation: a converted bus transformed into a charming tiny home! A beacon of creativity against the natural backdrop - internally, a captivating mix of repurposed materials and thoughtfully designed elements.

FamilyIndoor spacesWi-Fi

Top Guest favourite
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, 171 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.

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Top Guest favourite
The exterior of the eco-friendly cottage is framed by an array of flowering plants and gravel pathways. Natural wood cladding complements the blue sky. Outdoor seating includes a dining table and chairs, inviting relaxation in the spacious garden area.
Cottage in Brightling
5.0 out of 5 average rating, 171 reviews

The Long Stable: Rural haven, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

Indoor spacesFamilyParking

Popular amenities for Benenden family-friendly rentals

When is the best time to visit Benenden?

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Avg. price$297 AUD$287 AUD$292 AUD$332 AUD$316 AUD$328 AUD$350 AUD$379 AUD$336 AUD$321 AUD$280 AUD$379 AUD
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