
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$35,568 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
KitchenIndoor spacesOutdoor spaces
4.96 out of 5 average rating, 248 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.
KitchenFamilyValue
4.97 out of 5 average rating, 183 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.
Indoor spacesFamilyAccuracy
5.0 out of 5 average rating, 116 reviews
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!
FamilyIndoor spacesBathroom
4.98 out of 5 average rating, 205 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!
FamilyIndoor spacesTV
4.9 out of 5 average rating, 291 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!
KitchenIndoor spacesAccess
4.95 out of 5 average rating, 186 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 spacesKitchenQuiet
4.94 out of 5 average rating, 127 reviews
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
FamilyKitchenOutdoor spaces
4.95 out of 5 average rating, 160 reviews
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.
KitchenIndoor spacesAccuracy
4.96 out of 5 average rating, 290 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.
FamilyKitchenTV
4.99 out of 5 average rating, 888 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.
Indoor spacesKitchenGetting around
4.86 out of 5 average rating, 306 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. The deck down by the pond is 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.
KitchenFamilyLocation
4.94 out of 5 average rating, 107 reviewsPopular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

The Wren Pod
Indoor spacesFamilyAccuracy
4.98 out of 5 average rating, 173 reviews
The Granary, Organic Vineyard stay with Pool.
Indoor spacesKitchenWalkability
4.98 out of 5 average rating, 373 reviews
Coldharbour Cottage with a Hot Tub
FamilyIndoor spacesHospitality
4.96 out of 5 average rating, 152 reviews
➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!
FamilyIndoor spacesAccuracy
4.99 out of 5 average rating, 257 reviews
Kentish country side, Hot tub, great outside space
FamilyKitchenValue
4.99 out of 5 average rating, 348 reviews
Apple Blues Farm
Indoor spacesKitchenCleanliness
4.98 out of 5 average rating, 113 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Indoor spacesKitchenBathroom
4.98 out of 5 average rating, 147 reviews
Badgers Den - Covehurst Bay Holiday Cottage
FamilyIndoor spacesShared spaces
4.97 out of 5 average rating, 315 reviewsFamily- and pet-friendly home rentals

Ticehurst Home with a view
KitchenFamilyCleanliness
4.95 out of 5 average rating, 342 reviews
Quirky Rural Retreat - Bourne Farm Oasthouse, Kent
KitchenIndoor spacesValue
4.93 out of 5 average rating, 168 reviews
Former 16th Century Alehouse
Indoor spacesFamilyBathroom
4.98 out of 5 average rating, 122 reviews
Period Cottage, Iden, Rye, East Sussex. Sleeps 6
Indoor spacesKitchenCleanliness
4.97 out of 5 average rating, 105 reviews
Gather&Unwind: Gardens, Woodland & Tennis Cottages
Indoor spacesKitchenWalkability
4.99 out of 5 average rating, 146 reviews
Tenterden High Street Cottage for 4 ( 2 bedrooms)
Indoor spacesKitchenLocation
4.92 out of 5 average rating, 215 reviews
Beach house in Dungeness
Indoor spacesKitchenQuiet
4.99 out of 5 average rating, 129 reviews
Castle Cottage, Wadhurst
KitchenIndoor spacesOutdoor spaces
4.95 out of 5 average rating, 100 reviewsFamily-friendly home rentals with a pool

Countryside barn conversion with stunning views
Indoor spacesKitchenBreakfast
4.97 out of 5 average rating, 178 reviews
Plantagenet, A Historic Country Cottage with Pool
Indoor spacesKitchenCondition
4.98 out of 5 average rating, 341 reviews
Kent Pool Cottage ~ Private Indoor Heated Pool
Indoor spacesKitchenBeach
4.96 out of 5 average rating, 174 reviews
The Pool Shed with heated swimming pool (may-sept)
Indoor spacesFamilyView
5.0 out of 5 average rating, 235 reviews
A11 Caravan Coghurst Hall Holiday
Indoor spacesFamilyNearby
4.9 out of 5 average rating, 112 reviews
Sycamore Lodge - Two bedroom's & EV car charger.
Indoor spacesKitchenHospitality
4.89 out of 5 average rating, 203 reviews
Evegate Manor Barn
FamilyKitchenSleep quality
4.97 out of 5 average rating, 820 reviews
Blackthorn is a luxurious, rural retreat for two.
KitchenFamilyGetting around
4.97 out of 5 average rating, 278 reviewsWhen is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,936 GYD | G$42,472 GYD | G$43,309 GYD | G$49,167 GYD | G$46,865 GYD | G$48,539 GYD | G$51,887 GYD | G$56,071 GYD | G$49,795 GYD | G$47,493 GYD | G$41,426 GYD | G$56,071 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





