
Family-friendly holiday 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.

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

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

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.

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.

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.

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 **

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 : local 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

Sissinghurst Stables in the Garden of England.
Sit and enjoy the large private garden from the sunny south -facing terrace. This rustic home has an authentic feel, with a quirky calming country design, interspersed with antique furniture and botanical artwork throughout. There is a separate TV room and magical mezzanine play area with baskets of toys for 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

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!

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.

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.

Gordon's View Shepherd's Hut
Nestled in the High Weald AONB, between the two historic towns of Tenterden and Rye is our shepherd's hut "Gordon's View". Located on a quiet working farm our hut has beautiful uninterrupted countryside views and is situated in it's own field with peaceful surroundings that make it feel very private. The large patio doors opening onto the outside seating area, the wood burner and the underfloor heating all make for a comfortable stay at any time of the year!
Popular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

Farm stay with hot tub/ sauna and wild swimming

The Granary, Organic Vineyard stay with Pool.

Kentish country side, Hot tub, great outside space

Hoppers' Hideaways - The Hoppers' Halt - Kent

Blackthorn is a luxurious, rural retreat for two.

Luxury Shepherd's Hut with Hot Tub

Badgers Den - Covehurst Bay Holiday Cottage

Relaxing Luxury Retreat
Family- and pet-friendly home rentals

The Bullock Lodge, Lea Farm, Rye Foreign

Delightful barn, Sissinghurst Kent

Battle’s sweet retreat

Standen Granary

The Oast Cottage: Private Annex with own entrance.

The Old Piggery Orlestone cosy country conversion

Heated covered garden. Wlk to Sissinghurst Castle

Dot Cottage, cosy hideaway in the centre of Rye
Family-friendly home rentals with a pool

Evegate Manor Barn

Sea 'n' Stars with Views, Decking, Wifi & Netflix

The Old Stable

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

Shingle Bay 11

Plantagenet: A Historic Country Cottage with Pool

Little Yurt Retreat; Tiny Home, Snug, City Centre!

Big Skies Platinum+ holiday home WiFi, Netflix
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $239 SGD | $246 SGD | $293 SGD | $277 SGD | $293 SGD | $316 SGD | $342 SGD | $304 SGD | $290 SGD | $253 SGD | $342 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
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 $191 SGD per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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!
Destinations to explore
- Rentals with a washing machine and dryer Benenden
- Cottage rentals Benenden
- Rentals with outdoor seating Benenden
- Rentals with a fireplace Benenden
- Rentals with a patio Benenden
- House rentals Benenden
- Pet-friendly rentals Benenden
- Family-friendly rentals Kent
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Tower Bridge
- Big Ben
- Paddington
- British Museum
- Covent Garden
- Natural History Museum
- London Bridge
- Marble Arch
- Buckingham Palace
- Tottenham Court Road
- Hampstead Heath
- St Pancras International
- Kings Cross
- The O2
- Trafalgar Square
- Piccadilly Theatre
- Battersea Power Station (disused)
- ExCeL London
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Borough Market
- Brighton Seafront




