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, 39 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.

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Top Guest favourite
The interior of the treehouse showcases rustic wooden walls and a tree integrated into the design. A large window allows natural light to fill the space, while a cozy seating area features a leather armchair and patterned cushions. A small desk and shelving are visible, adorned with greenery.
Treehouse in Elham
4.97 out of 5 average rating, 640 reviews

Private secluded treehouse retreat

20ft up nesting between three sturdy oak trees this treehouse made of recycled timbers and is surrounded by trees and has glimpses of the northdowns AONB Cosy and private set on the edge of a barley field the only sound is wind through the trees and birdsong. Heater and double glazing makes this ideal in winter or summer, and a chemical loo in the cabin at ground level adds a creature comfort. There is an induction hob, cool box electric kettle and Bluetooth speaker and a variety of games .

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Guest favourite
A bright sleeping area is highlighted by a spacious bed with soft linens and neutral-colored accents. A kitchenette is visible in the background, alongside large glass doors that open to the garden. Natural light enhances the inviting and calm ambiance.
Cabin in Kent
4.91 out of 5 average rating, 200 reviews

The Mermaid Cabin- your secret Whitstable escape.

Tucked in a peaceful garden setting, this stylish & cosy petite cabin is ideal for a relaxing getaway. private entry far end of garden, fenced off decking space surrounded by greenery, Perfect for couples looking for a charming break in the quirky seaside town of Whitstable. The cabin is a 5-minute walk from the train station and 10 minutes to the beach and vibrant high street. You’ll be within easy reach of independent shops, cafés, wine bars & restaurants—everything you need for your stay.

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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, 231 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.

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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, 110 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!

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Top Guest favourite
A close-up of a wooden tray features two elegant champagne flutes alongside a bottle of Taittinger champagne. Fresh rose petals are scattered on the tray, with a bubbling hot tub visible in the background.
Place to stay in Lynsted
5 out of 5 average rating, 546 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 .

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Top Guest favourite
Apartment in Canterbury
4.98 out of 5 average rating, 330 reviews

Best Location! Top Ranked Riverside Gem | Parking

🥇 AWARDED TOP 1% OF HOMES 🥇 💫 Welcome to your ideal Canterbury retreat - a true home away from home! 🎯 Perfect for weekend escapes, long stays, contractors and also guests attending graduations. 🏆 Highly rated 🅿️ Free parking space 🚶‍♂️ Very short walk to centre 🚇 5 minute walk to west station ✨ Luxurious riverside apartment 📍 Located on the best side of town 2️⃣ Suitable for up to 2 guests + baby 🌺 Beside the iconic Westgate Gardens 🥣 Cereal, tea, coffee & pano chocolates

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Top Guest favourite
A cozy living area features two comfortable sofas arranged around a low coffee table. Large glass doors provide expansive views of the sea, allowing natural light to fill the space. Decorative elements include wall art and potted plants, with soft blue curtains framing the windows.
Home in Kent
4.99 out of 5 average rating, 104 reviews

Waders Herne Bay

This beachfront property that embodies both spaciousness and style, offers direct sea views and convenient beach access. Sympathetically decorated to fit in with the surroundings and the beachside view are spectacular throughout the year. The sunsets and sunrises here are renowned for their breathtaking beauty. We offer the very highest of standards and the quality, adhering to stringent cleaning measures with hotel quality linens, fresh towels, self check-in and 24/7 Guest support.

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Guest favourite
Farm stay in Preston
4.86 out of 5 average rating, 152 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.

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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, 436 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.

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Superhost
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.

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Top Guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 880 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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Popular amenities for Isle of Sheppey holiday rentals