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House holiday rentals in Benenden

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Top-rated house rentals in Benenden

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Top guest favourite
An open dining area features a large wooden table surrounded by simple chairs. Glass doors bring natural light, and a rustic wooden panel adds texture. A potted plant sits on a small table, and a dog is seen near the window, enhancing the welcoming environment.
Home
4.95 out of 5 average rating, 171 reviews

St John | Rye, East Sussex

Sensational Conversion Featured in Grand Designs This old St.John Ambulance Station has been recently converted into a stunning, beautiful four-bedroom home, earning it features in Grand Designs Magazine, Deezen and winner of Architects Journal's Retrofit Award plus shortlist for the World Architecture Awards. The ideal place for hosting a holiday with both friends and family (and dogs!). Located within the old town walls of Rye and just a few minutes walk from the train station. Rye High Street is just a minute's walk up cobbled Conduit Hill. The space The home offers exceptional space with a large open plan living, dining and kitchen area. A double sided wood burner in the centre of the living area is fully functional and guests are welcome to enjoy this feature. Also on the ground floor is a shower room and one double bedroom - suitable for wheelchair use. As you continue upstairs you arrive at the second double bedroom and the main bathroom. Just past these is a twin room with single beds that can both be pulled out in to doubles. The master bedroom located at the far end of the property features an en-suite shower, super king sized bed and a picturesque view over part of Rye. The front doors can be both opened to allow for wheelchair access. Pets are allowed but confirm with ask us before you book. We recommend booking for up to 8 adults or 6 adults and 4 children. There is a fire pit and outdoor seating in the outside area.

Top guest favourite
A charming exterior view of the property is featured, with a flowering wisteria vine cascading along the brick wall. The lawn stretches out, bordered by hedges and trees under a blue sky, creating a serene outdoor setting.
Home
4.98 out of 5 average rating, 179 reviews

Little Appleby

Dog friendly Little Appleby is located in Egerton, rural Kent, the Garden of England. We are well placed for the tunnel with Folkestone, Le Shuttle 20 miles away. Egerton adjacent to Pluckley boasts many lovely country walks with huge Dering woods walkable from the listing and the villages of Goudhurst and Sissinghurst within 20 minutes. By car, Rye, Canterbury & Whitstable are within 40 minutes Ashford Designer outlet is 25 minutes away. The dog friendly restaurant and pub is a 5 minute walk.

Top guest favourite
A quaint outdoor seating area features two white metal chairs and a central round table. A wooden bench with heart-shaped cutouts serves as additional seating, adorned with soft cushions. A tray on the table holds a cup and a pastry, surrounded by lush greenery.
Home
5 out of 5 average rating, 218 reviews

The Place in Rye - Peaceful, spacious cottage

The Place in Rye is located in The Mint in the very centre of historic Rye, and sleeps 4. The newly renovated cottage has two light and airy bedrooms each with king size beds, ample storage space and their own luxury bathroom. There is a new fitted kitchen, dining area and comfortable sitting room, WIFI, smart TV and small library. There is a peaceful sunny courtyard with outside seating for 4. There is a car park 50 meters from the cottage. Sorry we do not accept children under 12 and no pets.

Guest favourite
The exterior of the cottage features warm red brick walls and a distinct terracotta tiled roof. A small garden area is visible, adorned with various potted plants and flowers. A wooden trellis frames the entrance, contributing to the inviting front porch space.
Home
4.9 out of 5 average rating, 200 reviews

Beekeepers Cottage, Idyllic Country Retreat

A charming self contained, 2 bedroom country cottage. Beekeepers is part of a converted Victorian byre set on a 14th century farm beside a sleepy lane with fabulous walks on the doorstep. It is perfect for exploring 1066 country and with Hastings, Battle and Rye just a few miles away there is much to do and see! Dogs are very welcome. Small orchard with picnic table and bbq. Lovely local pubs, villages and beaches. TV, WiFi, Alexa and parking. Second bedroom choose either twin or superking

Top guest favourite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home
4.9 out of 5 average rating, 367 reviews

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

Top guest favourite
A well-lit bedroom displays a spacious bed with a light-colored headboard and pastel pink pillows. The walls feature a soft green hue, complemented by rustic wooden beams. A cozy armchair and a storage unit with baskets are positioned beside a large window, providing a view of the outdoors.
Home
4.98 out of 5 average rating, 114 reviews

*NEW* Perfect Location! Beautiful Cottage hideaway

Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!

Top guest favourite
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
4.98 out of 5 average rating, 206 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!

Top guest favourite
A private patio area is furnished with gray seating and a black metal coffee table. Surrounding the space, greenery and flowering plants create a serene environment, complemented by a decorative mirror reflecting the outdoor light.
Home
4.99 out of 5 average rating, 183 reviews

A deluxe home to explore Sussex and beyond

This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

Top guest favourite
A dark wood barn-style exterior is depicted, featuring a welcoming entrance framed by a manicured lawn. Two patio chairs and a table are positioned on the porch, providing space for outdoor relaxation. Lush greenery lines the property, enhancing the sense of privacy.
Home
4.96 out of 5 average rating, 424 reviews

Romantic Cottage near Kent Vineyards and Gardens

The barn is in the grounds of our 15th century house but nicely private. It’s decorated in modern rustic style, with underfloor heating and a wood burner. Outside is a fire pit for toasting marshmallows and stargazing before climbing into the king-size bed, dressed with soft Egyptian cotton. There's a walk-in rain shower and robes, books, DVDs, games, WiFi and a Smart TV. Tear yourself away to explore forests, gardens, vineyards, castles, and National Trust houses.

Top guest favourite
A cobbled street lined with traditional timber-framed houses showcases the architectural charm of the area. The buildings feature decorative leaded glass windows and steep roofs, with greenery and street lamps adding to the historic ambiance. A clear sky can be seen above.
Home
4.98 out of 5 average rating, 214 reviews

14th-Century House in Rye's Historic Citadel

Hucksteps is a medieval, 3 bedroom/2 bathroom house centrally located in the Citadel of Rye. Facing St Mary’s Church, the house is surrounded by cobbled streets, period architecture, literary associations, stunning coastline, and vibrant culture. Camber's sandy beaches and dunes are an easy walk/cycle/drive away. A High Street full of independent shops, restaurants, inns, art galleries, Kino cinema, Rye Spa Retreat, tea rooms are round the cobbly corner.

Guest favourite
A bright bedroom features a spacious bed topped with neutral bedding and decorative pillows. Large windows create a light atmosphere, offering views of greenery outside. Two bedside lamps provide additional lighting, while built-in drawers are positioned against the walls for storage.
Home
4.87 out of 5 average rating, 284 reviews

Willow Cottage - Sleeps 4, Benenden Kent

We recently converted an outbuilding into a two bedroom house. The house is detached and purpose built. We aimed to create a space that was bright, airy and incorporated the gorgeous woodland and farmland around us. When you stay with us you can expect to be in a peaceful rural setting with stunning views which can be admired from either the patio or through the large bifold doors leading from the main living area.

Top guest favourite
A charming bedroom is highlighted by a striped headboard adorned with decorative pillows. An accented wall in warm tones complements framed artwork above the bed. A small tray table holds a vase with fresh flowers, adding a touch of color and elegance to the space.
Home
4.98 out of 5 average rating, 133 reviews

The Yard Rye

The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.

Popular amenities for house rentals in Benenden

Quick stats about house rentals in Benenden

  • Total holiday rentals

    Explore 10 holiday rentals in Benenden

  • Nightly prices starting at

    Benenden holiday rentals start at £91 per night before taxes and fees

  • Verified guest reviews

    Over 580 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Benenden holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Benenden rentals

  • 5 Average rating

    Benenden stays are highly rated by guests – averaging 5 out of 5!

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