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
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, 519 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

Top guest favourite
Cottage in Teynham
4.98 out of 5 average rating, 124 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
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
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, 186 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
Cottage in Oare
4.99 out of 5 average rating, 446 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, 208 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, 130 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
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.
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.

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.

Guest favourite
A spacious living area features a large, light-colored sectional sofa adorned with various cushions. A minimalist coffee table is positioned in front, with soft lighting highlighting the wood panel walls and ceiling. The kitchen area, defined by sleek cabinetry, is partially visible in the background.
Barn in Kent
4.96 out of 5 average rating, 129 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

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