
Cottage holiday rentals in Benenden
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Top-rated cottage rentals in Benenden
Guests agree: these cottages are highly rated for location, cleanliness and more.

The Cabin - a little ranch house. A peaceful haven
Located in the High Weald area of Kent which is an AONB, The Cabin at Valley View Farm is set in its own space amongst 16 acres of wood and grazing. It used to be an old hop pickers mobile home but has been lovingly restored to a modern, well presented “mini” haven. A fully self-contained cabin with open plan lounge/dining/kitchen area, UK king size bed in bedroom and a shower room and toilet. Ideal for a couple or two singles as a Z-bed can be provided. Private outside veranda with a fire pit

The Annex at Buttons Farm
The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

Cosy Cottage with Woodburner & Countryside Views.
Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

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.

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.

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!

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.

The Lodge
**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

The Granary, Organic Vineyard stay with Pool.
Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Peaceful Cottage with Views nr Sissinghurst Castle
Weaver's Rest offers peace and tranquility in the garden of England within easy reach of beautiful walks, English Heritage sites, and medieval villages. This well-equipped cottage is situated in the stunning High Weald Area of Outstanding Natural Beauty. Local pubs, shops & restaurants are within walking distance or enjoy your own meals gazing over surrounding countryside at home. The hosts live next-door.

A Cosy Cottage With A Fabulous View Close To TW.
This listing is categorically not suitable for groups of singles. Sadly no dogs. Our cottage has stunning views across Kent, situated down a quiet farm lane with no other houses in sight. We are 10 mins from the centre of Tunbridge Wells, Tonbridge and Paddock Wood. It is incredibly cosy with underfloor heating throughout, it is also totally eco friendly.

Ideal for couples, dog friendly, beautiful views
Charming countryside bolthole just a short walk from Robertsbridge village and station. Enjoy stunning south-facing views, miles of beautiful footpaths, and a peaceful rural setting. The Dairy features a comfy king-size bed with luxury linen — perfect for couples, solo adventurers, or business travellers exploring 1066 Country.
Popular amenities for cottage rentals in Benenden
Cottage rentals with a hot tub

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Swallows Nest Cottage with Pool & Spa

Evegate Manor Barn

Beautifully Restored Tudor Cottage + Loft Apartmnt

Plantagenet: A Historic Country Cottage with Pool

Blackthorn is a luxurious, rural retreat for two.

Beautiful Cottage Retreat + Hot Tub + Spa

Willow Cottage, Hot tub & Coastline views, Rye
Pet-friendly cottage rentals

Setts Wood Cottage, Tenterden

The Hideout - in the heart of Ashdown Forest

Coastguards Lookout

The Old Piggery Orlestone cosy country conversion

Tenterden High Street Cottage for 4 ( 2 bedrooms)

Charming Little Worker’s Cottage

Cosy 3 bedroom cottage in the heart of Kent

Oak Framed Mini Barn
Private cottage rentals

Entire guest house with parking in rural setting

Dungeness fisherman’s cottage full of character.

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

The Hopper Huts at Old Farm, Lamberhurst Quarter.

Stylish Cottage, Glorious views, 4* Gold rated

Quiet luxury rural cottage with fantastic views.

Wild hideaway near Lewes

Northdown Lodge
Quick stats about cottage rentals in Benenden

Total holiday rentals
Explore 20 holiday rentals in Benenden

Nightly prices starting at
Benenden holiday rentals start at £111 per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 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 washing machine and dryer Benenden
- Rentals with a fireplace Benenden
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- Rentals with a patio Benenden
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