Holiday houses in Benenden

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Top-rated holiday rentals in Benenden

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Top Guest favourite
Cabin in Benenden
4.97 out of 5 average rating, 240 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 favourite
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, 167 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 favourite
A charming wooden lodge is nestled among lush green trees, featuring a sloped roof and welcoming wooden deck. Large windows allow natural light to fill the interior, and the entrance opens directly into a spacious and inviting living area. Surrounding greenery enhances the tranquil setting.
Cabin in Wadhurst
4.98 out of 5 average rating, 122 reviews

Goldcrest Lodge Wadhurst

Goldcrest Lodge is a peaceful hideaway within secluded woods on the 140 acre historic estate of Wadhurst Castle. It is designed to blend in to its woodland setting, yet is bright and spacious with modern luxuries - perfect for a romantic break, a restful escape or for reconnecting with nature. It has a double bedroom (5' bed) with huge picture window, a central main room with sofa bed leading to a kitchen area and separate shower room beyond. Decking and private screened bath. Dog friendly.

Top Guest favourite
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, 310 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 favourite
A serene outdoor area features a stone terrace leading to a cottage nestled among greenery. Neatly trimmed hedges outline the garden, while terracotta pots and a small round table enhance the inviting atmosphere. Lush trees provide shade, contributing to a tranquil setting.
Cottage in Benenden
4.9 out of 5 average rating, 279 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 favourite
A large glass sliding door offers an unobstructed view of the rolling countryside. Outside, a decked terrace leads to a grassy area framed by trees and fields, while two modern chairs are positioned on the terrace, inviting relaxation.
Guesthouse in Benenden
4.95 out of 5 average rating, 119 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 favourite
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, 102 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 favourite
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, 160 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 favourite
A well-equipped kitchen is showcased with dark blue cabinetry and a light countertop. Open shelving displays glassware and kitchen essentials. A clock hangs above and soft lighting adds a warm ambiance to the space. The breakfast bar includes stools, inviting a cozy dining experience.
Barn in Benenden
4.94 out of 5 average rating, 181 reviews

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. 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

Top Guest favourite
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, 146 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.

Guest favourite
The exterior of Hop Pickers Retreat is showcased, featuring a wooden facade with large glass windows. A spacious deck area includes seating and a woodfired hot tub, surrounded by greenery. The structure blends modern and natural elements, providing a serene outdoor space.
Cabin in East Sussex
4.95 out of 5 average rating, 204 reviews

Relaxing Luxury Retreat

Hop Pickers Retreat is found in the heart of an Area of Outstanding Natural Beauty (AONB) on the Kent and East Sussex border. Located on an farm you are surrounded by wildlife, birdsong, mooing cows, stunning views and in the summertime the sound of a combine, combining the crops in the surrounding fields. It is the ideal place to turn off that phone and unwind with your glass of your favourite tipple in the woodfired hot tub underneath the big starry sky.

Top Guest favourite
The kitchen is characterized by exposed wooden beams and a rustic charm. Natural light floods the space through a large window, highlighting the well-equipped area with modern appliances and a round dining table surrounded by four wooden chairs.
Windmill in Benenden
4.99 out of 5 average rating, 862 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Popular amenities for Benenden holiday rentals

When is the best time to visit Benenden?

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Avg. price$354 NZD$340 NZD$352 NZD$338 NZD$345 NZD$350 NZD$348 NZD$338 NZD$350 NZD$345 NZD$340 NZD$359 NZD
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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 $110 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.

  • Where should I stay in Benenden?

    Make yourself at home in Benenden by choosing from our most frequently booked neighborhoods. We have over 150 vacation rentals in Benenden, over 80 vacation rentals in Rolvenden Layne, and over 160 vacation rentals in Rolvenden.

  • 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 cottage rentals in Benenden have wifi?

    Absolutely! We offer over 20 cottage 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.

Quick stats about holiday rentals in Benenden

  • Total holiday rentals

    Explore 60 holiday rentals in Benenden

  • Nightly prices starting at

    Benenden holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!

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