
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.

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 & Modern Converted Stable In Rural Kent
‘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

The Foxy Shepherd - an idyllic country retreat
The hut is in a secluded fenced off part of our garden in a designated area of outstanding natural beauty with uninterrupted views over paddocks towards Benenden and provides the perfect retreat for couples looking for a place for complete relaxation and escape from daily life. It is completely self contained with an ensuite shower room, kitchen area, wood burning stove and cosy double bed. Outside is a fire pit with BBQ where you can enjoy the long summer evenings with a glass of wine and BBQ

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.

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

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.

Contemporary rural retreat with breathtaking views
The Rookery is a newly built space with stunning South-facing views across an Area of Outstanding Natural Beauty. The ideal base to explore the Kent & Sussex 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 & beaches at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.

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!

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.

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.

Adorable Hideaway: log stove, campfire, organic fm
The Adorable Hideaway is situated in the generally quiet farmyard of a thirty acre organic smallholding, a mile from Bodiam Castle. People said I would never find a place like this in South East England and I’d have to go at least to Devon, but here we are, at the farm that forgot the time. To come and go, you don’t have to go past my home or into my garden, I think people find the hideaway quite adequately private. It's a bit busier these days..
Popular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

Sea View Holiday Flat + Pool & Spa in Countryside

The Granary at Coes Vineyard, East Sussex

Kentish country side, Hot tub, great outside space

Evegate Manor Barn

American School Bus Hideaway, Hot Tub, Meadow View

Hoppers' Hideaways - The Hoppers' Halt - Kent

Blackthorn is a luxurious, rural retreat for two.

Luxury Shepherd's Hut with Hot Tub
Family- and pet-friendly home rentals

Delaford Stables

Cosy, well-equipped Studio in Oak-Beamed Stable

Standen Granary

The Oast Cottage: Private Annex with own entrance.

Perfect Isolation. Quaint Sussex Farm Cottage

Unique shack cabin, fire bowl, BBQ, dog friendly

Luxury architectural retreat/ East Sussex views

Comfy Retreat Camber, Parkdean Resort
Family-friendly home rentals with a pool

Jacobs Lodge - Beauport Holiday Park

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

Pine tree woodland retreat

The Old Stable

Plantagenet: A Historic Country Cottage with Pool

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

Cosy shepherd’s hut in beautiful Kent countryside

Kent home with a view
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 CAD | $261 CAD | $269 CAD | $321 CAD | $303 CAD | $321 CAD | $269 CAD | $269 CAD | $268 CAD | $300 CAD | $277 CAD | $290 CAD |
| 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 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 $181 CAD per night before taxes and fees

Verified guest reviews
Over 1,110 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

Wifi availability
30 of Benenden vacation 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!
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