Holiday rentals in Isle of Sheppey

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Top-rated holiday rentals in Isle of Sheppey

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy sleeping area features a spacious bed with crisp linens, complemented by soft pillows. A large window frame offers an expansive view of the lush green countryside, filling the room with natural light and showcasing the serene landscape.
Cabin in Kingston
4.83 out of 5 average rating, 104 reviews

Romantic Off-Grid Cabin w/ Sunset View, Canterbury

A romantic cabin with sunset views all to yourself. Tucked in its own 15 acre field in the Kent Downs AONB, this off-grid cabin is a peaceful and completely private escape just 6 miles from Canterbury. Perfect for slow mornings, countryside walks and fireside evenings watching the sunset. - No neighbours – secluded 15 acres - Sunset views of nature - Total peace and no light pollution – incredible stars - Dog-friendly - Country walks - Fully off-grid (but with hot water, kitchen & wood burner)

Top guest favourite
Cottage in Teynham
4.98 out of 5 average rating, 125 reviews

Rural Cottage in grounds of Grade II* Farmhouse

Mark & Paul would love to welcome you to our rural 2 bedroom cottage, close to the North Kent coast in the grounds of 14th Century Frognal Farmhouse. The triple glazed cottage provides comfortable accommodation and is just over an hour away from SE London by car, or by train straight into Teynham station from London Victoria, (1 hr 6m). We are 10 mins walk from Teynham railway station. Faversham & Sittingbourne are 10 minutes away. We have released all availabilty through to end of December 2026

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.
Guest house in Sittingbourne
4.93 out of 5 average rating, 284 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.

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 East Sussex
4.97 out of 5 average rating, 119 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
An inviting hot tub is nestled under a canopy, adorned with twinkling fairy lights and decorative flowers. Surrounding the hot tub, gravel is laid out, and comfortable seating is positioned nearby, enhancing the serene ambiance of the private garden space.
Place to stay in Lynsted
5 out of 5 average rating, 520 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A White Romantic Garden Cottage & Luxury Hot Tub set in the heart of the Kent Countryside with idyllic views across our orchards . Disconnect with the world, relaxing in the Hot Tub, tucked away in the Private woodland setting surrounded by twinkling fairy lights under the starry sky. The Cottage has been designed to provide comfort, space & tranquillity with its vaulted ceilings & private gardens & summerhouse & parking. Pubs are within walking distance & a nearby Forest to explore .

Top guest favourite
Cottage in Oare
4.99 out of 5 average rating, 447 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
Tiny home in Hernhill
5 out of 5 average rating, 210 reviews

Romantic countryside hideaway

If you want to get away from your busy, daily lives, relax and unwind with the sound of birds in the background then this is the place for you. This is not the place for late night hot tub parties! You certainly won’t forget your time in this intimate Garden Room sunken into the grounds of our garden with stunning views of our paddock/ old orchard and surrounding countryside of the beautiful village of Hernhill. We have great sunsets in this area which you can watch from the Garden room.

Guest favourite
Farm stay in Preston
4.85 out of 5 average rating, 131 reviews

The Midnight Express; Magical Bus, Hot Tub+ Views!

Probably the most magical bus stay in the UK, inspired by the romance of the Orient Express & Harry Potter ✨ Set in peaceful countryside near Canterbury, with epic views, the Midnight Express is a one-of-a-kind converted double-decker bus for couples, families, and small groups seeking a cosy, playful stay. With a hot tub, gaming area in the driver’s seat, cinema snug, log burner, private garden, and separate First Class Waiting Room, it feels like a magical little world of its own.

Top guest favourite
A balcony overlooks a sandy beach and the sea, featuring a small round table with two blue chairs. Glass doors open to create a seamless connection between indoor and outdoor spaces. Scenic views of the horizon and boats in the distance are visible.
Apartment in Thorpe Bay
4.99 out of 5 average rating, 421 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 favourite
Apartment in Whitstable
4.99 out of 5 average rating, 320 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 exterior of a sleek black building is framed by soft purple flowers and a gravel path. Large glass doors offer a glimpse into the inviting interior, enhancing the connection between indoor and outdoor spaces.
Cabin in Kent
4.98 out of 5 average rating, 281 reviews

Cosy coastal hideaway with garden sauna

A quiet, coastal retreat, perfect for a 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. This is paid for separately. Enjoy Whitstable's great restaurants and trendy 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.

Guest favourite
A dining table set for a meal is positioned near a large window, offering views of the sea. Smooth plates and bowls are arranged alongside elegant glassware. Soft cushions are placed against the window, reflecting a warm glow from the setting sun.
Flat in Margate
4.93 out of 5 average rating, 521 reviews

Victorian Apartment with Beautiful Sea Views

Victorian apartment with a beautiful sea view towards the famed Turner Contemporary. Look out to sea through the porthole window as you start the day with a coffee from the Nespresso machine. Then head out on a short walk round the bay into the vibrant Old Town to explore the antique shops, galleries and cafés. Invite friends over for dinner to watch the sun go down and end the day with a relaxing soak in the bath before climbing into bed to sleep on crisp white sheets.

Popular amenities for Isle of Sheppey holiday rentals