Holiday houses in Isle of Sheppey

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Top-rated holiday rentals in Isle of Sheppey

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Superhost
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 favourite
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
4.94 out of 5 average rating, 266 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 favourite
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, 167 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 favourite
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, 358 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 favourite
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, 414 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 favourite
Cabin in Kent
4.98 out of 5 average rating, 235 reviews

Cosy coastal hideaway with garden sauna

A warm, stylish, peaceful retreat, perfect for a winter break, with seaside walks and cosy pubs a short stroll away. Treat yourself to a relaxing sauna with bracing cold plunge in the garden spa which is paid for separately. Enjoy Whitstable's great restaurants and cosy cafes. Alba Lodge is a double height space, designed with sustainability in mind. Drift off to sleep in the king size bed. Freshen up in the large walk in shower. Sauna and cold plunge is £30 per couple, per session.

Superhost
The exterior of a charming cottage features a dark wooden facade with a triangular roof. Light-colored windows reflect the skies overhead, while a neatly trimmed hedge and colorful shrubbery frame the entrance. A gravel path leads to the front door, enhancing the inviting presence.
Cottage in Sheerness
4.81 out of 5 average rating, 32 reviews

Rustic country farm cottage with stunning views

Harrier’s Nest is one of five holiday residences at Mocketts Farm Cottages in the heart of the Kent countryside. Simple, comfortable and utterly charming, wooden floors, furnishings and exposed beams ooze rustic charm, while country views spill through every window. The two bedrooms can be set up as either double or twin rooms. You’ll have 24 hour access to a shared games room, a fully equipped kitchen and great social spaces. There’s even a 2AA Rosette pub restaurant a short walk away.

Top Guest favourite
Place to stay in Whitstable
4.99 out of 5 average rating, 157 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 favourite
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, 254 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 favourite
The granary is a charming timber frame building, surrounded by lush green grass and various garden plants. The sloping roof and traditional design are highlighted under a clear blue sky, while the white door and windows provide a welcoming entry point.
Barn in Saint Margaret's at Cliffe
4.99 out of 5 average rating, 355 reviews

Beautiful bolthole near the White Cliffs of Dover

Located 5 minutes walk away from the White Cliffs of Dover, the granary is a converted timber frame building set in the garden of a 16th century Kentish farmhouse and 1 km away from the beautiful seaside village of St Margaret's-at-Cliffe. Featuring exposed beams, wattle and daub walls and many original features including staddlestones and a handcrafted spiral staircase leading to a mezzanine sleeping area, the granary has a lovely feel and is very light, warm and cosy.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 332 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top Guest favourite
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
4.9 out of 5 average rating, 162 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.

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