
Family-friendly holiday rentals in Benenden
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Top-rated family-friendly rentals in Benenden
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Woolly Retreat - Alpaca Shepherds Hut.
Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Cosy Barn in the heart of the Garden of England
‘Little Hartleys’ is a detached, converted stable with cosy wood burning stove. Perfect for families where children can use our play park complete with sunken trampoline and zip wire and visit our chickens. From time to time, other animals will be housed on the property. Country walks start opposite the main entrance & within 1.5 miles you can find yourselves in our charming local pubs. Stable with private parking & outdoor area set behind a fence within the main residence on 2 acres of land

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

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.

Self Contained Garden Studio with stunning views
The Garden Studio has spectacular views over the Kent countryside from the property's floor to ceiling windows. The self contained compact studio has private access and includes lounge chairs, coffee table and a double bed. We have a dining table/ two stools overlooking the terrace. There is a fridge, a microwave, a two ring electric hob together with a kettle, Nespresso Coffee Machine and a toaster in the kitchen area. Iron/Board/Desk/Chair are on request prior to stay. Compact shower/wc.

Idyllic 2- Bedroom barn with amazing views
Spacious barn conversion with views of the countryside. The Barn is an ideal location to use as a base for visiting the many places of interest or for a relaxing holiday. There are many National Trust properties within a small radius together with historic gardens and local vineyards. Tenterden and Rye are a short drive and Camber Sands, with its sandy beach, is a must. There are a number of local pubs which serve food, The White Hart within a few minutes walk, and many others not far away.

Filberts detached self-contained rural studio loft
Filberts is a delightful self contained detached studio loft apartment, forming part of Church Cottage smallholding in Newenden, a historic Domesday Book village on the Kent/East Sussex border, with a pub and two cafes in 2 - 5 minutes walking distance. Newenden is recognised as one of the 10 prettiest villages in Kent (Kent Life Magazine) and is also the smallest village in Kent. We happily accept babies - a travel cot is usually available. ** 10% discount for 7 or more nights bookings **

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!

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!

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.

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.

The Long Stable: Rural haven, spacious, fast Wifi
Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.
Popular amenities for Benenden family-friendly rentals
Family-friendly home rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.

Evegate Manor Barn

Swallows Nest Cottage with Pool & Spa

Kentish country side, Hot tub, great outside space

Meadow Lodge with hot tub

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

Dark Skies Shepherds Huts - Skylark

Yurt, Outdoor Bath, Cinema, Tiny Home- City Centre
Family- and pet-friendly home rentals

Peaceful Idyllic Stable on Romney Marsh near Rye

Glamping in hidden Sussex valley Lavender BellTent

The Annex at Buttons Farm

Garden Huts B&B Caburn

Adorable Hideaway: log stove, campfire, organic fm

Ticehurst Home with a view

Coldharbour Cottage on a farm with fabulous views

The Hay Loft, Idyllic Rural Sussex Retreat
Family-friendly home rentals with a pool

Peaceful Country Retreat • Pool House & Hot Tub

Spring Farm Sussex

The Old Stable

Plantagenet: A Historic Country Cottage with Pool

Alpaca Lodge

Blackthorn is a luxurious, rural retreat for two.

Kent home with a view

Kent Pool Cottage ~ Private Indoor Heated Pool
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £137 | £138 | £143 | £170 | £160 | £170 | £183 | £198 | £176 | £168 | £146 | £198 |
| 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 |
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 £126 per night before taxes and fees

Verified guest reviews
Over 1,180 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!
Destinations to explore
- Rentals with a fireplace Benenden
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- Family-friendly rentals Kent
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- Paddington
- British Museum
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