
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$35,493 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 spacesCleanliness

Quirky Rural Retreat - Bourne Farm Oasthouse, Kent
Bourne Farm Oasthouse is surrounded by hundreds of acres of farmland - enjoy the oasts comfy beds, cozy interior with open plan living/dining with plenty of light, the serenity, the solitude. The Oasthouse is good for couples, solo adventurers, families & pets v welcome. Four Poster master suite adjoins pink bathroom Pair Swedish XL twin beds adjoins wet room K/S bed on mezzanine en suite- access via steep ladder (ideal for the more robust amongst us)! NB 2 bathroom sit within central roundel
FamilyKitchenAccuracy

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.
Indoor spacesKitchenAccuracy

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.
KitchenIndoor spacesAccess

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 spacesWifi

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!
KitchenFamilyCleanliness

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!
FamilyKitchenValue

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 spacesFamilyWalkability

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
KitchenIndoor spacesValue

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.
FamilyKitchenShared spaces

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.
Indoor spacesKitchenAccess

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

The Wren Pod
FamilyIndoor spacesParking

Coldharbour Cottage with a Hot Tub
KitchenIndoor spacesBreakfast

The Granary, Organic Vineyard stay with Pool.
Indoor spacesFamilyDecor

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

Apple Blues Farm
KitchenFamilyNearby

Kentish country side, Hot tub, great outside space
FamilyKitchenCondition

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
FamilyKitchenWalkability

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

Podkin Lodge- Cabin Kent/Sussex border.
KitchenIndoor spacesQuiet

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

Castle Cottage, Wadhurst
KitchenFamilyCleanliness

The Outbuilding Appledore
Indoor spacesKitchenQuiet

Tenterden High Street Cottage for 4 ( 2 bedrooms)
Indoor spacesFamilyWifi

Former 16th Century Alehouse
Indoor spacesFamilyValue

Gather&Unwind: Gardens, Woodland & Tennis Cottages
FamilyIndoor spacesCleanliness

Little Cartref, light, airy, contemporary bungalow
Indoor spacesFamilyCheckout
Family-friendly home rentals with a pool

Countryside barn conversion with stunning views
Indoor spacesKitchenLayout

Spring Farm Sussex
Indoor spacesKitchenCheck-in

Magical Yurt, Outdoor Bath & Cinema - City Centre
KitchenIndoor spacesLaundry

Kent Pool Cottage ~ Private Indoor Heated Pool
FamilyIndoor spacesComfort

A11 Caravan Coghurst Hall Holiday
KitchenFamilyCheckout

The Pool Shed with heated swimming pool (may-sept)
KitchenFamilyCondition

Sycamore Lodge - Two bedroom's & EV car charger.
FamilyIndoor spacesEV charging

Blackthorn is a luxurious, rural retreat for two.
Indoor spacesKitchenHot tub
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,844 GYD | G$42,383 GYD | G$43,218 GYD | G$49,064 GYD | G$46,767 GYD | G$48,437 GYD | G$51,778 GYD | G$55,953 GYD | G$49,690 GYD | G$47,393 GYD | G$41,339 GYD | G$55,953 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
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Victoria Park
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- London Stadium
- British Museum
- Barbican Centre
- Regent's Park
- Primrose Hill
- St Paul's Cathedral





