Vacation rentals in Isle of Sheppey

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Top-rated vacation rentals in Isle of Sheppey

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Guest favorite
A charming end terrace cottage, constructed from traditional materials, is set against a clear blue sky. The structure features multiple windows that allow natural light to fill the interior. Surrounding grassy areas are dotted with picnic tables and shrubs, enhancing the rural ambiance.
Barn in Eastchurch
4.84 out of 5 average rating, 32 reviews

Paddock view cottage

Paddock view cottage in South Barn, is a 2 bedroom end terrace cottage built within an old barn creating a terrace of 3 cottages. Perfect for couples or families of up to 4 persons, this cottage is comfortably furnished and consists of a lounge with colour TV, a fully equipped kitchen with washing machine, a bathroom with hand basin, WC, bath & shower cubicle and two bedrooms. The Double bedroom is situated on a gallery above the lounge & the Twin is situated through a door off of the gallery.

Top guest favorite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guesthouse in Sittingbourne
4.93 out of 5 average rating, 259 reviews

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Top guest favorite
A wooden gate marked 'Pencarrow' stands open, leading to a grassy area with a view of the sea. The sky is filled with soft clouds, illuminated by a warm sunset, providing a peaceful atmosphere.
Tiny home in Kent
4.98 out of 5 average rating, 433 reviews

Beach Retreat. A relaxing stay with a sea views.

The cabin has a comfortable double bed, smart TV, Wardrobe, breakfast bar/laptop work station, several USB points, microwave, fridge, toaster, kettle, sink/drainer with hot & cold water A chemical toilet is provided in the cabin for night use. There’s a private toilet & a wonderful hot shower both outside (as per photos) for guest’s use. The front decked veranda adjoins an outdoor kitchen with 2 ring gas hob & brick built BBQ overlooking a large garden that has a lovely view of the sea/sunset.

Top guest favorite
A vibrant red front door is framed by an apple tree, which extends towards the side of the dwelling. White weatherboard siding contrasts with the dark brick foundation. Multiple windows allow natural light to fill the structure, creating an inviting entryway.
Cottage in Faversham
5 out of 5 average rating, 161 reviews

A beautiful two bedroom Victorian coach house

A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

Top guest favorite
The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.
Cottage in Kent
4.94 out of 5 average rating, 102 reviews

Step back in history and stay in a 14th c home

A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

Top guest favorite
An aerial view highlights a charming cottage with a red-tiled roof nestled among lush greenery. Surrounding gardens and trees create a serene outdoor setting, while a vehicle is parked by the cottage. The landscape features rolling hills in the background.
Place to stay in Selling
4.92 out of 5 average rating, 353 reviews

Character 18th Century annexe in tranquil village

Tucked away in the heart of this peaceful village that dates back to the Domesday Survey, 'Greenways' is an 18th century grade 2 listed annexe with original features. It offers a private entrance, off-road parking, a double and twin bedroom and a shower room. Tea / coffee making facilities, a mini fridge and toaster are provided - provisions for a continental breakfast are included. Perfectly situated to enjoy scenic country walks and a short drive to Faversham, Canterbury and Whitstable

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, 406 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
The cabin's exterior is surrounded by a well-maintained garden, featuring a variety of greenery and stone pathways. A wooden picnic table and benches sit on a pebbled area, while the cabin is equipped with large windows allowing natural light to enter.
Place to stay in Whitstable
4.99 out of 5 average rating, 147 reviews

Cosy garden cabin

Take it easy at this unique and tranquil getaway with its big cosy sofa & elegant king size bed. the cabin style is English colonial with a seaside twist. The style continues out into your own large private garden. It's an 8 minute stroll to the beach/ nature reserve and 5 to the station that has direct links to kent coastal towns & London Victoria. The popular town of Whitstable famous for its oysters, music scene & eclectic shops, pubs & restaurants is a short drive or bus ride away.

Top guest favorite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Condo in Thorpe Bay
4.99 out of 5 average rating, 392 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Top guest favorite
The exterior of a historic brick building is showcased, featuring a colonnaded façade and decorative elements. The bright blue sky provides a contrasting backdrop, enhancing the building's architectural details and its distinguished presence along the high street.
Condo in Whitstable
4.99 out of 5 average rating, 240 reviews

Boutique apartment in the heart of Whitstable

Stunning 1-bedroom apartment in an historic brick fronted and colonnaded building constructed circa 1900 and once the high street bank. Located in the very heart of vibrant Whitstable, with all of its wonderful independent bars, microbreweries, roasteries/coffee shops, restaurants, boutiques and galleries. Only a short walk from the famous harbour and beaches of this boho seaside town and only an 8 minute walk from the station with direct services to London and Canterbury.

Top guest favorite
A spacious interior features a comfortable bed with soft pillows and a throw. A reclaimed carpenter's bench serves as a kitchen area, complemented by a dining table for two. Light floods in through large glass doors, revealing a small outdoor garden space.
Cabin in Kent
4.98 out of 5 average rating, 223 reviews

Quiet hideaway near the beach, with a garden sauna

A stylish, laid back retreat minutes from the sea. With the option of enjoying a relaxing sauna and invigorating cold plunge which is paid for separately. Alba Lodge is a light, airy, double height space, designed with sustainability in mind. Drift off to sleep in the king size bed and freshen up in the large walk in shower. The kitchen is a reclaimed carpenter's bench equipped with all the essentials. The sauna and cold plunge is £30 per couple, per session.

Guest favorite
A view of the two-bedroom annex known as The Little House, surrounded by a grassy area. The structure features a mix of wood and white siding, with a sunny blue sky overhead. Nearby, a parking area is visible, along with a spacious driveway.
Home in Lynsted
4.89 out of 5 average rating, 149 reviews

Cosy little get away

Simple yet cosy two bedroom annex we affectionately call The Little House. A few updates needed, but full of character and comfort. Perfectly located for guests travelling to or from the Le Shuttle and ferry ports, or working in the area. Homely and well-equipped, ideal for both short stays and longer visits. Includes a local info-pack with our favourite pubs, cafés, shops and scenic walks.

Popular amenities for Isle of Sheppey vacation rentals