Cottage vacation rentals in Benenden

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Benenden

  • Total vacation rentals

    Explore 20 vacation rentals in Benenden

  • Nightly prices starting at

    Benenden vacation rentals start at G$31,393 GYD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Benenden vacation 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 cottage rentals in Benenden

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
A welcoming living space features a spacious light grey sofa adorned with colorful cushions. A blue area rug anchors the room, complementing a tufted coffee table. Decorative wall art is arranged above the sofa, while soft lighting from table lamps creates a cozy ambiance.
Cottage in Great Chart
4.99 out of 5 average rating, 385 reviews

Converted barn with garden & private sun terrace

Very pretty converted barn in the heart of Kent. Completely private and self-contained providing you the ability to easily enjoy a socially distanced holiday. Take a long soak in our freestanding tub in the master bedroom; curl up on the super comfy sofa and indulge in our huge DVD collection; delve into the board game basket; enjoy the lovely bright living space; or cook up a storm in the well stocked kitchen. Wander through the lovely gardens and fields, or catch some rays on your very own sun terrace. For more images and recommendations check us out on instagram @the_oldbarn. You enjoy the whole cottage to yourselves - with your own front door so you can come and go as you please. There's free and very quick wifi accessible throughout. The large kitchen is equipped with most of the implements you'll need for your stay, including an oven, dishwasher, microwave, fridge freezer, washing machine and tumble drier. The contents of the welcome hamper varies seasonally, but always includes fresh bread, butter, milk and lots of other delicious bits. The cupboards are stocked with cereals, tea, coffee, spreads and basic condiments. There's a big open plan dining and living space. With a super comfy sofa (please keep the dogs off though!), DVD player (with lots of things to watch) and free-sat TV (over 200 TV channels). There is a toddler high chair in the dining area but if you require one suitable for a younger child please ask and we will do our best to accommodate. There are two big kingsize double bedrooms, with an en-suite bathroom (WC, sink and shower) in both. The bigger bedroom also has a freestanding bath within the room for a luxurious soak. Towels, cosy robes and bubble bath provided. There's a lovely garden which you're welcome to enjoy during your stay (as is your dog), complete with a table and chairs to eat outside if the weather allows! If you do bring your dog however please pick up after them! You enjoy the whole cottage to yourself - with your own front door and key so you can come and go as you please. I'm very responsive to airbnb messages and texts, so do contact me on either with any questions. I'll always be in touch prior to your arrival to make sure you're clear on check in process and directions. We'll be there regularly during your stay for anything you need and recommendations, but there's also a folder full of information in the cottage. The Old Barn is situated in the lovely village of Great Chart with two fantastic pubs just a minutes walk away. It's surrounded by wonderful countryside, historic buildings, great shopping, brilliant beaches, great places to eat & vineyards aplenty. Great Chart is less than 10 minutes drive from Ashford International Train Station where there’s usually plenty of taxis available. Trains leave approximately every half an hour to and from London St Pancras and take just 37 minutes (there are slower trains to other London stations too). You can also board a train at Ashford to Paris, which takes only 2 hours. The village is 10 minutes from the M20, there is parking for one car at the cottage, and plenty more free parking on the Street. We are also 30 minutes drive to Folkestone which is just a 35 minute channel crossing to Calais, and 45 minutes to Dover where the ferry departs for there also, so the perfect location if you’re breaking up the drive to France! There is free and very quick wifi available throughout the property. Our standard check in time is anytime after 4pm, and check out is by 10am on the day you leave. If you'd like to check in earlier or check out later, this is sometimes possible, but there is an additional fee of £10 per check in/out which is payable in cash on arrival. Sadly we can't always offer early check in or late check out, so please contact me to confirm availability. All early check ins or late check outs have to be agreed with me prior to arrival. The Old Barn is situated in the lovely village of Great Chart with a fantastic pub just a minutes walk away. It's surrounded by wonderful countryside, historic buildings, great shopping, brilliant beaches, great places to eat & vineyards aplenty.

Top guest favorite
The cabin showcases a wooden exterior with a welcoming deck, furnished with outdoor chairs. Surrounding greenery adds to the serene setting, while a gently sloped area leads up to the entrance, framed by a rustic fence.
Cottage in Sandhurst
4.97 out of 5 average rating, 419 reviews

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

Top guest favorite
A restful bedroom features a super kingsize bed with white linens and textured pillows. Complementing nightstands with lamps are positioned on either side. A round mirror and artwork enhance the tranquil atmosphere, while soft light illuminates the soothing green walls.
Cottage in Benenden
4.97 out of 5 average rating, 170 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.

Guest favorite
An inviting outdoor patio features a rustic wood-fired oven, surrounded by greenery. Comfortable lounge furniture and a wooden table are present, with potted plants adding a touch of nature. A patterned area rug enhances the space, creating an ideal spot for relaxation.
Cottage in Kent
4.91 out of 5 average rating, 166 reviews

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.

Top guest favorite
A vaulted studio features an oak-beamed ceiling and a cozy living area. A spacious sofa is positioned next to a coffee table on a textured rug. Light enters from the large glass doors, revealing a tranquil garden view. Decorative plants add a refreshing touch.
Cottage in Sandhurst
5 out of 5 average rating, 312 reviews

Stylish, Oak Vaulted Studio with Countryside Views

The Grade II listed Bakehouse, like its beautiful neighbouring holiday accommodation Cowbeach Cottage, has a wealth of character and has been lovingly restored to a high standard. The Bakehouse can be booked alone or with the Cottage for two couples who wish to holiday together, whilst enjoying their own space. The charming, bright and tastefully decorated vaulted studio features a wealth of oak beams and benefits from its own south facing garden, patio and verandah with far reaching views.

Guest favorite
Cottage in Benenden
4.9 out of 5 average rating, 280 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!

Top guest favorite
The charming exterior of the cottage features dark wooden siding and a welcoming door. A gravel pathway leads to the entrance, flanked by colorful flower beds. A rustic bench is positioned near the door, offering a pleasant spot to relax among the surrounding greenery.
Cottage in Oare
4.99 out of 5 average rating, 449 reviews

Twitchers Cottage Oare - Nature on your doorstep

Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

Top guest favorite
A wooden sign displaying 'The Cottage' is positioned in the foreground, crafted with a detailed design. In the background, the cottage structure with a dark exterior is partially visible, surrounded by lush greenery and a gravel path leading to a fenced area.
Cottage in Tenterden
4.99 out of 5 average rating, 167 reviews

The Cottage at high chimney farm

High Chimney Farm Cottage Nr Tenterden offers the warmest welcome in Kent, modern and comfortable bedrooms, offering the perfect base to explore the best of the Kentish Weald and beyond. The Cottage is a former Granary beautifully converted into self contained luxury accommodation ideal for overnight, short stays or a full holiday let if required. You are more than welcome to enjoy our large garden and pond! It’s a short walk or you could drive up if you wish, so peaceful!

Guest favorite
A well-equipped kitchen features a clean, white sink set against a wooden countertop. Natural light streams through a window adorned with a floral valance, illuminating decorative items and potted plants on the windowsill. A small outdoor table is visible through the glass, enhancing the serene atmosphere.
Cottage in Tenterden
4.93 out of 5 average rating, 122 reviews

Pretty cottage in the heart of Tenterden

Welcome to Hollyhock cottage, situated in the heart of Tenterden, formerly a natural health clinic and due to the pandemic we converted in to this lovely cottage. We believe you will have everything you need for an enjoyable holiday . This delightful Victorian end of terrace, cosy cottage has 2 bedrooms . Beautiful well equipped kitchen, newly renovated. Small secure outside space for eating and bbq. 2 mins from the High street.

Top guest favorite
A dining table is set with plates, glasses, and cutlery, creating a welcoming atmosphere for shared meals. Natural light streams in from an open door, illuminating the rustic wooden features, while greenery is visible through the entrance.
Cottage in Hastingleigh
4.99 out of 5 average rating, 136 reviews

Hazel Tree Cottage. A secluded country retreat.

A pretty 2 bedroom cottage close to the village of Hastingleigh on the Kent Downs. 60 miles from London, 37 minutes train journey into St Pancras. Set in rolling hills this stone and wood clad cottage is cozy and lightl with a large south facing private garden. Offering perfect isolation, tranquillity and idyllic country life. Enjoy miles of walking and cycling. Close to the historic village of Wye and the city of Canterbury.

Top guest favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 358 reviews

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.

Top guest favorite
Cottage in Cranbrook
4.98 out of 5 average rating, 176 reviews

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.

Popular amenities for Benenden cottage rentals

When is the best time to visit Benenden?

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Avg. priceG$43,950 GYDG$42,485 GYDG$43,322 GYDG$48,135 GYDG$46,252 GYDG$48,135 GYDG$51,693 GYDG$56,088 GYDG$49,809 GYDG$47,507 GYDG$41,229 GYDG$53,158 GYD
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