Vacation rentals in Benenden

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Quick stats about vacation rentals in Benenden

  • Total vacation rentals

    Explore 70 vacation rentals in Benenden

  • Nightly prices starting at

    Benenden vacation rentals start at G$8,373 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 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 vacation rentals in Benenden

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

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Top guest favorite
An open-plan living area is featured, showcasing a light-colored sofa adorned with green cushions. Wooden dining furniture is positioned nearby, with large doors leading to a deck that offers views of the surrounding countryside.
Farm stay in Tenterden
4.99 out of 5 average rating, 221 reviews

Tenterden -Stunning 3 bedroom Lakeside Lodge

Breathtaking lakeside lodge, 10 minute walk to the centre of Tenterden with cafes/bars and restaurants. Less than 3 minute drive to Chapel Down. Close to Rye, Camber Sands and National Trust Properties. Modern 3 bedroom accommodation with kitchen, dining, chilling and lounge area with stunning views across open countryside in an AONB, which can be truly appreciated from large deck area with outside dining. Ample parking. Unsuitable for children under 7 years (sits over body of water) or pets.

Guest favorite
A spacious bedroom features a comfortable kingsize bed with soft linens and decorative pillows. A lamp provides gentle lighting, while neatly hung bathrobes await nearby. Framed artwork adorns the walls, contributing to a serene atmosphere.
Cabin in Benenden
4.97 out of 5 average rating, 242 reviews

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

Top guest favorite
A charming cottage is surrounded by a gravel courtyard, featuring white wood paneling and a traditional tiled roof. Greenery adorns the walls and a small garden area is visible at the entrance. The landscape includes trees in the background, contributing to a serene rural setting.
Cottage in Sandhurst
5 out of 5 average rating, 444 reviews

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.

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, 172 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.

Top guest favorite
The exterior of a charming cottage is shown, featuring a white façade with an inviting entrance. Flowering bushes and lush green grass surround the structure, with a paved path leading to the front door. Sunlight streams down, enhancing the serene garden setting.
Home in East Sussex
4.98 out of 5 average rating, 219 reviews

Stunning cottage overlooking Bodiam Castle

Lavender House is a beautifully restored period cottage in the heart of Ewhurst Green, with views over the iconic Bodiam Castle, one of the most photographed landmarks in East Sussex. Quirky cottage charm meets modern comfort throughout: bright, airy rooms, exposed character features and everything you need for a genuinely relaxing stay. Two generous outdoor spaces make the most of the sunshine, and the White Dog pub is literally 100 metres from the front - this property is one of a kind!

Guest favorite
Cottage in Benenden
4.9 out of 5 average rating, 285 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
A play area featuring a wooden climbing frame with a slide, swings, and a large sunken trampoline. Surrounding the equipment is a soft mulch surface, complemented by a grassy landscape and mature trees in the background under a partly cloudy sky.
Barn in Benenden
4.95 out of 5 average rating, 182 reviews

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!

Guest favorite
A large glass sliding door showcases expansive views of the surrounding countryside. The open-plan living area features a comfortable seating arrangement and a small table, inviting relaxation and connection with nature. A patio area with outdoor furniture is visible beyond the glass.
Guesthouse in Benenden
4.94 out of 5 average rating, 123 reviews

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.

Top guest favorite
The contemporary barn-style home is nestled among lush greenery, overlooking a serene pond. Large windows reflect the natural surroundings, and a wooden deck extends toward the water, equipped with an umbrella for shade. Reeds and wild plants frame the tranquil scene.
Home in Benenden
4.95 out of 5 average rating, 105 reviews

Chill @ architect designed home with wild swimming

Skywood Barn is a tranquil and peaceful contemporary home, featuring a double height window in the main open plan space overlooking a pretty pond. The barn is secluded and views from the rest of the house are of fields and woodland surrounding the property. By May 2022 we will have finished installing the new deck which will give the perfect spot to soak up the sun or take a cool dip. Gather around the fire pit at night to keep warm whilst having drinks or toasting marshmallows.

Top guest favorite
The exterior of a wooden pod is shown, featuring a curved roof and large glass doors. A hot tub is placed on a decked area, with two lounge chairs nearby. Gravel surrounds the pod, where a small flower bed adds a touch of color.
Farm stay in Kent
4.98 out of 5 average rating, 164 reviews

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.

Top guest favorite
A charming black timber cottage is surrounded by lush greenery and neatly trimmed hedges. A well-maintained lawn extends in the foreground, leading to a wooden fence that provides a sense of privacy while natural light enhances the serene landscape.
Guesthouse in Biddenden
4.96 out of 5 average rating, 151 reviews

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.

Top guest favorite
A charming shepherd's hut is set amidst lush greenery, featuring a wooden exterior with large patio doors. A seating area with metal chairs and a small table is arranged on a gravel patio, while a wooden fence and garden elements enhance the serene surroundings.
Shepherd’s hut in Wittersham
4.99 out of 5 average rating, 158 reviews

Gordon's View Shepherd's Hut

Nestled in the High Weald AONB, between the two historic towns of Tenterden and Rye is our shepherd's hut "Gordon's View". Located on a quiet working farm our hut has beautiful uninterrupted countryside views and is situated in it's own field with peaceful surroundings that make it feel very private. The large patio doors opening onto the outside seating area, the wood burner and the underfloor heating all make for a comfortable stay at any time of the year!

Popular amenities for Benenden vacation rentals

When is the best time to visit Benenden?

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Avg. priceG$42,913 GYDG$41,238 GYDG$42,703 GYDG$41,029 GYDG$41,866 GYDG$42,494 GYDG$42,285 GYDG$41,029 GYDG$42,494 GYDG$41,866 GYDG$41,238 GYDG$43,541 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Benenden?

    Benenden has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Benenden?

    Experience the best of Benenden with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Benenden?

    Four-legged friends are welcome in Benenden. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Benenden?

    Yes! Work meets play with ease at over 20 vacation rentals in Benenden featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Benenden have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Benenden. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Benenden have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Benenden. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Benenden have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Benenden. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Benenden?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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