House holiday rentals in Benenden

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Top-rated house rentals in Benenden

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Top Guest favourite
A private balcony is shown through open glass doors, offering expansive sea views. A small round table and two chairs are positioned on the balcony, with a potted plant at the center. The calm ocean surface reflects the clear blue sky.
Home in East Sussex
4.97 out of 5 average rating, 122 reviews

Stunning Sea View Home, St Leonards, Norman Rd

Much loved , characterful four level home with panoramic sea views and a large, private , sea facing balcony. Situated in the heart of St Leonards on the popular Norman road, brimming with galleries, independent shops, antiques, great bars, pubs , restaurants, live music and a restored independent cinema / theatre. A stones throw from the beach, and only minutes from the station, with direct routes to London, Ashford, Rye, Battle and Brighton. * NB. Please click on Show more > PRICE details.

Top Guest favourite
The entrance to The Annex features a well-defined porch with a welcoming door. Flower pots with red blooms sit on either side of the entrance, while a gravel pathway leads up to the front, framed by greenery from nearby plants.
Home in Leeds
5 out of 5 average rating, 211 reviews

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

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 in Egerton
4.98 out of 5 average rating, 165 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
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 in Heathfield
4.9 out of 5 average rating, 362 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 stylish entryway showcases a vintage poster for 'The Danny LaRue Show' on the wall, paired with a mid-century sideboard accented by decorative items. The staircase leads towards the living space, while a textured area rug adds warmth to the contemporary design.
Home in East Sussex
4.89 out of 5 average rating, 108 reviews

The Playhouse | Sleeps 2 | Rye | East Sussex

This unique property sits behind one of Rye's most iconic High Street shops. Tucked behind the main drag this architecturally important building has been completely restored and renovated. Offering a truly spectacular bolt hole from the demands of modern life but with all the mod cons. The Playhouse (one bedroom) is home to the quirky finds of its delightful owners, with an eye for colour, modern comforts, mixed in with playful vintage signs it creates a fabulous spot from which to explore.

Top Guest favourite
The living room is adorned with exposed wooden beams and features a light blue sofa with decorative cushions. A wooden coffee table sits in front of the sofa, and a fireplace is set against a brick wall. Art pieces are displayed on the walls, adding character.
Home in Kent
4.99 out of 5 average rating, 144 reviews

Ronbeams, Town Centre, Tenterden

A deceptively spacious, (approx. 230 Sq. Mtrs) quirky, well modernised, 17th century listed property, provides accommodation up to 8 people offering an entrance area with utility room, 4 double/twin bedrooms, 3 bath/shower rooms, large kitchen/diner and a living room and a balcony off the Master Bedroom, and a park directly opposite. Located in the tree lined high street of the ancient Market Town, known as the ‘Jewel of Kent’. Ronbeams also offers parking for 1 car close by.

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 in East Sussex
4.98 out of 5 average rating, 196 reviews

Stunning cottage overlooking Bodiam Castle

Take it easy at this unique and tranquil getaway overlooking one of the most stunning views in East Sussex, Bodiam Castle. Located in the heart of Ewhurst Green, within walking distance (100m) of the White Dog Pub this is a great rustic cottage with a modern interior. There are 2 fantastic outside areas and it is a complete sun trap. Only 5 minutes from the Kent and Sussex railway, with Rye and Camber Sands located 20 minutes away, this property is one of a kind!

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 in Saint Michaels
4.96 out of 5 average rating, 418 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 in East Sussex
4.98 out of 5 average rating, 206 reviews

Unique 14th century house in the Citadel of Rye

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 is 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 in Benenden
4.87 out of 5 average rating, 282 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 in East Sussex
4.99 out of 5 average rating, 117 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.

Top Guest favourite
A spacious grey house is set amidst greenery, showcasing a well-maintained gravel driveway. A convertible car is parked in front, highlighting the inviting entrance. The house features multiple windows, allowing natural light to fill the interior. Lush trees surround the property, enhancing the serene atmosphere.
Home in Broad Oak
4.92 out of 5 average rating, 109 reviews

Stunning home, owned by interior photographer.

Exquisite home in the heart of the East Sussex countryside. Owned by interior photographer Wayne Vincent. Perfectly positioned between Rye, Camber Sands, Battle and Hastings. Attention to detail is evident throughout the entire space. Hot tub, projector cinema ,table tennis, drum kit, piano, croquet, bbqs sun loungers etc . Fully equipped kitchen with 6 burner double range.

Popular amenities for Benenden house rentals

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 $209 NZD 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 and kid-friendly amenities

  • Wi-Fi availability

    10 of Benenden holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Benenden rentals

  • 5 Average rating

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

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