
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$35,540 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.
KitchenFamilyDecor
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 spacesFamilyDecor
5.0 out of 5 average rating, 117 reviews
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!
FamilyIndoor spacesDecor
4.99 out of 5 average rating, 149 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!
Indoor spacesFamilyLayout
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!
Indoor spacesFamilyCheck-in
4.95 out of 5 average rating, 186 reviews
The Tower House - Unique Church Conversion
Crafted from the Chancel and adjoining Tower of the former All Saints Church, the property offers great space for guests, with three individually designed bedroom suites and a fourth bedroom from the easily converted Top Floor Library / Study. Enjoy socialising in the cavernous dining hall, relax in the sumptuous lounge area or make use of the large patio area in the secluded private gardens. Just moments from local shops and eateries, a perfect spot in the heart of the village.
FamilyIndoor spacesNearby
4.91 out of 5 average rating, 131 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.
KitchenFamilyLayout
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
FamilyKitchenParking
4.95 out of 5 average rating, 160 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.
KitchenIndoor spacesBathroom
4.99 out of 5 average rating, 889 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.
KitchenIndoor spacesLocation
4.85 out of 5 average rating, 307 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.
FamilyIndoor spacesWifi
4.94 out of 5 average rating, 108 reviewsPopular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

The Wren Pod
KitchenIndoor spacesBathroom
4.98 out of 5 average rating, 174 reviews
The Granary, Organic Vineyard stay with Pool.
FamilyIndoor spacesSleep quality
4.98 out of 5 average rating, 374 reviews
➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!
FamilyKitchenLaundry
4.99 out of 5 average rating, 258 reviews
Coldharbour Cottage with a Hot Tub
KitchenIndoor spacesCleanliness
4.96 out of 5 average rating, 154 reviews
Kentish country side, Hot tub, great outside space
KitchenIndoor spacesBreakfast
4.99 out of 5 average rating, 349 reviews
Apple Blues Farm
Indoor spacesKitchenCheckout
4.98 out of 5 average rating, 114 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
FamilyKitchenGrill
4.98 out of 5 average rating, 147 reviews
Magical Yurt, Outdoor Bath & Cinema - City Centre
FamilyIndoor spacesBathroom
4.92 out of 5 average rating, 529 reviewsFamily- and pet-friendly home rentals

Podkin Lodge- Cabin Kent/Sussex border.
KitchenFamilyLayout
4.98 out of 5 average rating, 206 reviews
Characterful cottage with woodburner and parking
Indoor spacesKitchenParking
4.96 out of 5 average rating, 290 reviews
Ticehurst Home with a view
Indoor spacesFamilyHeating
4.95 out of 5 average rating, 342 reviews
Former 16th Century Alehouse
KitchenFamilyDecor
4.98 out of 5 average rating, 122 reviews
Quirky Rural Retreat - Bourne Farm Oasthouse, Kent
Indoor spacesFamilyPets
4.93 out of 5 average rating, 168 reviews
Tenterden High Street Cottage for 4 ( 2 bedrooms)
FamilyIndoor spacesParking
4.92 out of 5 average rating, 215 reviews
Adorable Hideaway: log stove, campfire, organic fm
FamilyIndoor spacesTV
4.8 out of 5 average rating, 292 reviews
Period Cottage, Iden, Rye, East Sussex. Sleeps 6
FamilyIndoor spacesCheckout
4.97 out of 5 average rating, 105 reviewsFamily-friendly home rentals with a pool

Countryside barn conversion with stunning views
Indoor spacesFamilyBreakfast
4.97 out of 5 average rating, 179 reviews
The Pool Shed with heated swimming pool (may-sept)
Indoor spacesFamilyCleanliness
5.0 out of 5 average rating, 238 reviews
Kent Pool Cottage ~ Private Indoor Heated Pool
Indoor spacesKitchenWifi
4.96 out of 5 average rating, 175 reviews
A11 Caravan Coghurst Hall Holiday
KitchenIndoor spacesSleep quality
4.9 out of 5 average rating, 113 reviews
Sycamore Lodge - Two bedroom's & EV car charger.
FamilyKitchenValue
4.89 out of 5 average rating, 204 reviews
Blackthorn is a luxurious, rural retreat for two.
Indoor spacesFamilyCheckout
4.97 out of 5 average rating, 278 reviews
The Old Stable
KitchenFamilyBreakfast
4.96 out of 5 average rating, 314 reviews
Secluded idyllic retreat with heated pool
FamilyIndoor spacesAmenities
4.99 out of 5 average rating, 251 reviewsWhen is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,902 GYD | G$42,439 GYD | G$43,275 GYD | G$49,129 GYD | G$46,829 GYD | G$48,502 GYD | G$51,847 GYD | G$56,028 GYD | G$49,756 GYD | G$47,456 GYD | G$41,394 GYD | G$56,028 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





