
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 $289 NZD 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
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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.
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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.
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The Foxy Shepherd - an idyllic country retreat
The hut is in a secluded fenced off part of our garden in a designated area of outstanding natural beauty with uninterrupted views over paddocks towards Benenden and provides the perfect retreat for couples looking for a place for complete relaxation and escape from daily life. It is completely self contained with an ensuite shower room, kitchen area, wood burning stove and cosy double bed. Outside is a fire pit with BBQ where you can enjoy the long summer evenings with a glass of wine and BBQ
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Spacious self contained flat and private garden.
Welcome to Courtney Lodge – a spacious one bedroom flat with private entrance, garden/patio. Off street parking. Walking distance from Cranbrook the 'Wealden Capital' in an Area of Outstanding Natural Beauty. This fully furnished ground floor flat is completely self contained with open living room/ kitchen leading to a separate bedroom and ensuite bath/ shower room. Big enough for short or long term stay. Free Wifi. Sorry, no pets/ parties/events. No smoking. Not suitable for young children.
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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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The Wren Pod
The Wren Pod at Little Halden Farm is situated in area of outstanding natural beauty with a fantastic view across the valley towards Tenterden. Our Pod comes with everything you need to make your stay easy and memorable offering the perfect place to relax and getaway, including bedroom, bathroom, well equipped kitchen not to mention a decked area with hot tub, BBQ, outside seating and dining all for your exclusive use. Plus a fire pit on a stoned area to watch the stars by.
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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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Popular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.
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Relaxing Luxury Retreat
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Coldharbour Cottage with a Hot Tub
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Shepherd Hut on Farm "Willow"
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Hoppers' Hideaways - The Hoppers' Halt - Kent
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Magical Yurt, Outdoor Bath & Cinema - City Centre
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Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
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Wooded Bubble tent
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Family- and pet-friendly home rentals

Goldcrest Lodge Wadhurst
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Characterful cottage with woodburner and parking
Indoor spacesFamilyDecor

Sissinghurst Stables in the Garden of England.
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The Surgery (a detached self contained bungalow).
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Glamping in hidden Sussex valley Lavender BellTent
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The Outbuilding Appledore
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The Hideaway, a converted living van on our farm!
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The Loft,bijou self-contained space & dog friendly
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Family-friendly home rentals with a pool

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!
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Railwayman's Hut with Swimming Pond
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Alpaca Lodge
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Swallows Nest Cottage with Pool & Spa
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Evegate Manor Barn
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Countryside barn conversion with stunning views
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Kent Pool Cottage ~ Private Indoor Heated Pool
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The Pool Shed with heated swimming pool (may-sept)
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When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $357 NZD | $345 NZD | $352 NZD | $399 NZD | $381 NZD | $394 NZD | $421 NZD | $455 NZD | $404 NZD | $386 NZD | $336 NZD | $455 NZD |
| 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
- Emirates Stadium
- Tower Bridge
- Tottenham Hotspur Stadium
- Clapham Common
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- London Eye
- ExCeL London
- British Museum
- Primrose Hill
- Regent's Park
- St Paul's Cathedral
- Hampton Court Palace





