
Family-friendly holiday rentals in Benenden
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Benenden

Total holiday rentals
Explore 30 holiday rentals in Benenden

Nightly prices starting at
Benenden holiday rentals start at $237 AUD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Benenden holiday 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
Indoor spacesKitchenAccess
4.97 out of 5 average rating, 246 reviews
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
KitchenIndoor spacesTV
4.93 out of 5 average rating, 168 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.
Indoor spacesFamilyNearby
4.97 out of 5 average rating, 181 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 spacesFamilyBeach
5.0 out of 5 average rating, 111 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!
KitchenIndoor spacesCheck-in
4.98 out of 5 average rating, 200 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 spacesBiking
4.9 out of 5 average rating, 289 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 spacesFamilySleep quality
4.95 out of 5 average rating, 185 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 spacesKitchenLong stay
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
KitchenFamilyPets
4.95 out of 5 average rating, 157 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.
Indoor spacesFamilyNearby
4.96 out of 5 average rating, 287 reviews
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.
FamilyKitchenComfort
4.95 out of 5 average rating, 161 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.
Indoor spacesKitchenEV charging
4.99 out of 5 average rating, 884 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, 173 reviews
Coldharbour Cottage with a Hot Tub
KitchenIndoor spacesQuiet
4.97 out of 5 average rating, 151 reviews
➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!
KitchenIndoor spacesHospitality
4.99 out of 5 average rating, 256 reviews
Kentish country side, Hot tub, great outside space
FamilyIndoor spacesSleep quality
4.99 out of 5 average rating, 345 reviews
The Granary, Organic Vineyard stay with Pool.
FamilyKitchenCleanliness
4.98 out of 5 average rating, 371 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
KitchenFamilyTV
4.98 out of 5 average rating, 144 reviews
Swallows Nest Cottage with Pool & Spa
KitchenIndoor spacesLocation
4.97 out of 5 average rating, 216 reviews
Farm retreat with hot tub/ sauna/ wild swimming
KitchenFamilyBathroom
4.86 out of 5 average rating, 118 reviewsFamily- and pet-friendly home rentals

The Outbuilding Appledore
Indoor spacesFamilyOutdoor spaces
4.98 out of 5 average rating, 315 reviews
Castle Cottage, Wadhurst
Indoor spacesKitchenOutdoor spaces
4.95 out of 5 average rating, 100 reviews
Ticehurst Home with a view
KitchenIndoor spacesComfort
4.95 out of 5 average rating, 341 reviews
Former 16th Century Alehouse
Indoor spacesKitchenWalkability
4.98 out of 5 average rating, 121 reviews
Tenterden High Street Cottage for 4 ( 2 bedrooms)
Indoor spacesFamilyHeating
4.92 out of 5 average rating, 212 reviews
Period Cottage, Iden, Rye, East Sussex. Sleeps 6
FamilyIndoor spacesSleep quality
4.97 out of 5 average rating, 104 reviews
Gather&Unwind: Gardens, Woodland & Tennis Cottages
FamilyIndoor spacesAmenities
4.99 out of 5 average rating, 145 reviews
Spring Farm Sussex
KitchenFamilyBackyard
4.91 out of 5 average rating, 143 reviewsFamily-friendly home rentals with a pool

Countryside barn conversion with stunning views
Indoor spacesFamilyAccess
4.97 out of 5 average rating, 177 reviews
The Old Stable
FamilyIndoor spacesLayout
4.96 out of 5 average rating, 311 reviews
Magical Yurt, Outdoor Bath & Cinema - City Centre
FamilyIndoor spacesTV
4.93 out of 5 average rating, 524 reviews
A11 Caravan Coghurst Hall Holiday
KitchenFamilyAccess
4.91 out of 5 average rating, 108 reviews
Kent Pool Cottage ~ Private Indoor Heated Pool
FamilyIndoor spacesBathroom
4.96 out of 5 average rating, 170 reviews
The Pool Shed with heated swimming pool (may-sept)
Indoor spacesKitchenLaundry
5.0 out of 5 average rating, 232 reviews
Sycamore Lodge - Two bedroom's & EV car charger.
KitchenIndoor spacesBackyard
4.89 out of 5 average rating, 203 reviews
Fantastic holiday home with pool
KitchenIndoor spacesOutdoor spaces
4.81 out of 5 average rating, 307 reviewsWhen is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 AUD | $283 AUD | $289 AUD | $328 AUD | $312 AUD | $324 AUD | $346 AUD | $374 AUD | $332 AUD | $317 AUD | $276 AUD | $374 AUD |
| 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





