Holiday houses 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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Top Guest favourite
Guesthouse in Minster on Sea
5 out of 5 average rating, 34 reviews

Tranquil Lodge – peaceful country stay by the sea

Tranquil Lodge is a private annexe beside our home in Minster-on-Sea, overlooking open fields where rabbits and horses are often spotted. Ideal for two (flexible for three), with a king bed and single sofa bed, plus baby items on request. Just a 10-minute walk to the cliffs + beach, with country and coastal walks from the door. Fully equipped kitchen, parking, garden, EV charging, vanity/desk, Wi-Fi + TV with Apple TV (guests sign into their own apps). A calm base for exploring Minster and Kent.

Superhost
The exterior of a wooden lodge is presented, featuring a sturdy structure with a slanted roof and brown wood paneling. Double doors are flanked by windows with shutters. A small patio area is visible, bordered by planters and a rainwater collection system.
Guesthouse in Leysdown-on-Sea
4.79 out of 5 average rating, 47 reviews

Elliotts Lodge, 2 bedroom self contained cabin

Take it easy at this unique and tranquil getaway, situated in the secluded hamlet of Harty. Our 2 bedroom self contained lodge is situated in our private grounds next to our main residence. Harty Ferry is an area of outstanding natural beauty and is popular with bird watching, cycling, walking or enjoying the beaches. Hartys Capel Fleet Raptour viewing point is only a 10 minute walk away, the award winning pub The Ferry House Inn is within a 5 minute drive away or a nice walk through the country

Guest favourite
A tranquil outdoor space features a single reclining chair on a deck, overlooking calm waters during sunset. The sky displays shades of pink and blue, while a grassy area extends towards the water, framed by poles in the distance.
Cabin in Minster on Sea
5 out of 5 average rating, 15 reviews

Seaview Clifftop Caravan

Our lovely direct sea view, front row clifftop caravan is our family holiday home. The caravan is nearly new, boasts 3 bedrooms, 2 loos, is centrally heated and in good condition throughout. We are a very short drive from two of the best beaches on the island, and have easy access to some beautiful walks and nature reserves. The site itself has an indoor and outdoor pool, clubhouse and shop (March-November), outdoor play area and basketball MUGA. We very much welcome couples & small families.

Top Guest favourite
Cabin in Biddenden
5 out of 5 average rating, 102 reviews

The Oaks. Beautiful Scandi style cabin on stilts

The Oaks cabin, a romantic escape from daily life - tranquil and luxurious. Relax from the moment you arrive. Nestled next to ancient woodland within a family small holding. Adjoining the High Weald National Landscape, 2 miles from Tenterden in the Kent countryside. From here you can enjoy wonderful experiences in Kent and Sussex and end your day in one of the great local pubs, breweries or vineyards. Immerse yourself in nature from the deck and adjoining field. A cabin of pure, sleek escapism.

Top Guest favourite
An aerial view of a unique bubble lodging situated on a grassy area surrounded by trees in bloom. Nearby, a wood-burning hot tub and seating area are visible, offering an inviting outdoor space for relaxation.
Farm stay in Maidstone
4.97 out of 5 average rating, 230 reviews

Wooded Bubble tent

Located on a 120 acre farm. The ultimate star gazing pad. The unusual lodging is fully equipped to help you enjoy a excellent and original night. A cosy bed, a toilet, shower, clean towels and a thousand stars over you. Lay in bed turn off the lamps and start counting. Enjoy a relaxing wood burning hot tub with a glass of prosecco, inhale a breath of fresh air and lay back and enjoy the views of the North downs. Tap onto my profile picture see my other bubbles. Not suitable for under 4 years.

Guest favourite
An indoor oasis features a private hot tub surrounded by a sleek, modern design. Soft lighting highlights the smooth surfaces and calming water, while a plush seating area with dark cushions offers a space for relaxation. Lush greenery adds a touch of tranquility.
Guesthouse in Stockbury
4.86 out of 5 average rating, 162 reviews

The Sauna House

Update! New Lino floor installed. Welcome to our luxurious Airbnb retreat, where relaxation meets sophistication. This elegant getaway, with no shared spaces, boasts an indoor oasis with a rejuvenating hot tub and a tranquil sauna, perfect for unwinding. A comfortable Silentnight mattress to relax. Step outside to our charming outdoor seating area, where you can sip your morning coffee or enjoy a glass of wine under the moonlight. This retreat is ideal for a couple seeking a romantic escape.

Guest favourite
A Highland cow stands by a wooden fence, surrounded by greenery under a clear blue sky. Nearby, a cluster of trees provides shade, while a few other cows are visible grazing in the background. The scene conveys a serene farm setting.
Shepherd’s hut in Minster on Sea
4.92 out of 5 average rating, 107 reviews

Daisy Dwelling at Seacliffe Staycation

We invite you to soak up this tranquil farm setting within walking distance to the seacliffes & seafront. There is a relaxing pond right by your hut and you will hear just the sounds of birds, crickets and livestock. Ideal for a break away from reality. Although the area you will be staying in is kept secluded.. there are goats, horses and sheep in nearby paddocks and Runner Ducks wandering around. We have put our whole hearts into this to create something special for our guests to enjoy!

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, 460 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
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, 432 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.

Guest favourite
An open living area features a modern gray sofa, sleek cabinetry, and a wall-mounted television. Large windows offer views of the surrounding landscape. The wooden flooring, designed in a herringbone pattern, complements the light wood paneling and cabinetry throughout the space.
Barn in Kent
4.86 out of 5 average rating, 123 reviews

Oak 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 Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.

Guest favourite
A luxurious bedroom features a spacious bed with a patterned headboard and two golden accent pillows. Soft lighting from bedside lamps creates a warm ambiance. The design includes elegant wall panels and an open bathroom area visible in the background with marble detailing.
Villa in Kent
4.99 out of 5 average rating, 133 reviews

Luxurious copper bath, hot tub & spectacular views

Tucked away on the edge of a peaceful wildlife reserve, The Lookout is the epitome of modern living offering the perfect blend of style, comfort, and nature. With two luxurious en-suite bedrooms and plenty of space for four guests, it’s an ideal retreat for couples, families, or friends looking to unwind and explore. Book your stay today and experience the beauty of the Kent countryside where you can relax and unwind in your own private peace haven.

Guest favourite
A barn conversion is presented with dark wooden siding and brick accents. A well-maintained lawn surrounds the building, featuring vibrant flowers along the perimeter. Large windows invite natural light, and outdoor seating is available on a patio area, creating a relaxed outdoor space.
Barn in Eastchurch
4.92 out of 5 average rating, 39 reviews

The Lodge

The Lodge is a 3 bedroom detached barn conversion on a beautiful coastal farm. Perfect for families or friends for up to 6 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 and bath & a second toilet and shower cubicle. The Lodge has 2 double bedrooms and 1 twin bedroom.

Popular amenities for Isle of Sheppey holiday rentals