
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 $216 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Benenden holiday rentals include wifi 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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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
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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.
KitchenFamilyBreakfast

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.
FamilyIndoor spacesOutdoor spaces

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!
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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!
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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!
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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
FamilyKitchenSleep quality

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 spacesKitchenDecor

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.
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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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Coldharbour Cottage with a Hot Tub
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➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!
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Kentish country side, Hot tub, great outside space
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The Granary, Organic Vineyard stay with Pool.
Indoor spacesFamilyPets

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
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Swallows Nest Cottage with Pool & Spa
KitchenIndoor spacesNearby

Farm retreat with hot tub/ sauna/ wild swimming
KitchenIndoor spacesAccuracy
Family- and pet-friendly home rentals

The Outbuilding Appledore
KitchenIndoor spacesQuiet

Castle Cottage, Wadhurst
FamilyKitchenDecor

Ticehurst Home with a view
FamilyKitchenSolo travel

Former 16th Century Alehouse
Indoor spacesKitchenLocation

Tenterden High Street Cottage for 4 ( 2 bedrooms)
FamilyKitchenSleep quality

Period Cottage, Iden, Rye, East Sussex. Sleeps 6
FamilyIndoor spacesCondition

Gather&Unwind: Gardens, Woodland & Tennis Cottages
KitchenIndoor spacesComfort

Spring Farm Sussex
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Family-friendly home rentals with a pool

Countryside barn conversion with stunning views
FamilyKitchenQuiet

The Old Stable
FamilyIndoor spacesBreakfast

Magical Yurt, Outdoor Bath & Cinema - City Centre
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A11 Caravan Coghurst Hall Holiday
Indoor spacesKitchenGetting around

Kent Pool Cottage ~ Private Indoor Heated Pool
FamilyKitchenGetting around

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

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

Fantastic holiday home with pool
Indoor spacesFamilyLayout
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 SGD | $258 SGD | $263 SGD | $299 SGD | $285 SGD | $295 SGD | $315 SGD | $341 SGD | $302 SGD | $289 SGD | $252 SGD | $341 SGD |
| 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
- Tottenham Hotspur Stadium
- Clapham Common
- Victoria Park
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Eye
- London Stadium
- British Museum
- Regent's Park
- Barbican Centre
- Primrose Hill
- St Paul's Cathedral





