
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 G$35,546 GYD per night before taxes and fees

Verified guest reviews
Over 1,290 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.

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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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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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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Luxurious, picture-perfect, stunning treehouse
Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!
KitchenIndoor spacesHiking

Podkin Lodge- Cabin Kent/Sussex border.
Podkin Lodge is the perfect countryside retreat, a peaceful & stylish cabin tucked away next to ancient woodland. Considered interiors with all the amenities you would need, Podkin Lodge offers the best of both worlds, a relaxing bolt hole with all of Kent on your doorstep. Near local attractions including Sissinghurst, Rye, the vineyards of Chapel Down and Tillingham. With award winning restaurants and country pubs, we are ideally placed to explore the best of Kent. New log burner!
FamilyKitchenEV charging

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!
Indoor spacesKitchenHospitality

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!
FamilyKitchenLaundry

Castle Cottage, Wadhurst
Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.
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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.
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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
FamilyKitchenBiking

Characterful cottage with woodburner and parking
This is a cosy end terrace cottage which sleeps 3, situated in St.Michaels with shops and pubs on the doorstep. The cottage has off road parking and an enclosed garden to the rear. Downstairs there is a lounge with log burning stove and kitchen. Upstairs the main bedroom has a king-size double bed with attractive views to the front of the property. The second bedroom is a cosy single. The bathroom has a shower over the bath, washbasin and toilet. Cottage has WIFI.
Indoor spacesKitchenComfort

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.
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Popular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

The Wren Pod
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Pigeon Hole, Organic Vineyard stay with Pool.
Indoor spacesKitchenGrill

Coldharbour Cottage with a Hot Tub
Indoor spacesKitchenBathroom

Apple Blues Farm
KitchenIndoor spacesCondition

Kentish country side, Hot tub, great outside space
Indoor spacesKitchenSleep quality

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

Shepherd Hut on Farm "Willow"
KitchenFamilyQuiet

Badgers Den - Covehurst Bay Holiday Cottage
FamilyKitchenCleanliness
Family- and pet-friendly home rentals

Ticehurst Home with a view
FamilyKitchenValue

Quirky Rural Retreat - Bourne Farm Oasthouse, Kent
Indoor spacesKitchenSleep quality

The Outbuilding Appledore
Indoor spacesKitchenBackyard

Former 16th Century Alehouse
FamilyIndoor spacesLaundry

Period Cottage, Iden, Rye, East Sussex. Sleeps 6
KitchenFamilyWalkability

Tenterden High Street Cottage for 4 ( 2 bedrooms)
FamilyIndoor spacesCondition

Little Cartref, light, airy, contemporary bungalow
Indoor spacesKitchenLayout

Tiny Rural Chimney House
FamilyIndoor spacesWalkability
Family-friendly home rentals with a pool

Spring Farm Sussex
Indoor spacesKitchenLayout

Countryside barn conversion with stunning views
FamilyIndoor spacesWifi

Magical Yurt, Outdoor Bath & Cinema - City Centre
FamilyKitchenAccuracy

Kent Pool Cottage ~ Private Indoor Heated Pool
KitchenFamilyCheckout

A11 Caravan Coghurst Hall Holiday
FamilyKitchenOutdoor spaces

Sycamore Lodge - Two bedroom's & EV car charger.
FamilyKitchenValue

The Pool Shed with heated swimming pool (may-sept)
KitchenIndoor spacesSleep quality

Blackthorn is a luxurious, rural retreat for two.
KitchenFamilyHiking
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,910 GYD | G$42,446 GYD | G$43,282 GYD | G$49,137 GYD | G$46,837 GYD | G$48,510 GYD | G$51,855 GYD | G$56,037 GYD | G$49,764 GYD | G$47,464 GYD | G$41,400 GYD | G$56,037 GYD |
| 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 |
Destinations to explore
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- British Museum
- Barbican Centre
- London Stadium
- Regent's Park
- Primrose Hill
- Canary Wharf





