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 secluded cabin is situated amidst a lush green landscape, surrounded by rolling hills and fields. The cabin blends into the natural setting, offering tranquility and a sense of privacy, with wildflowers dotting the grassy area around it.
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

Top guest favourite
A small wooden cabin is set against a backdrop of lush greenery and a clear blue sky. Several sheep graze peacefully in the vibrant green grass surrounding the cabin, with a wooden fence delineating the area.
Farm stay in Biddenden
4.97 out of 5 average rating, 328 reviews

Ayleswade shepherd hut in Kent countyside

set in the small village of biddenden in the heart of the kent countryside belonging to a local farming family of many generations .You can expect beautiful country walks with many footpaths and local villages nearby for cream teas and lovely lunches , the nearby village of Headcorn with its straight connections to London or the coast is good for sightseeing, you wake up to views of our sheep and free range chicken and enjoy a relaxing cup of tea.Theres milk ,tea and coffee and our eggs for you

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
4.96 out of 5 average rating, 226 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
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
4.91 out of 5 average rating, 104 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
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, 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
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, 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
A sunlit sleeping area features a spacious bed dressed in white linens with a soft blue throw and decorative pillows. A mirrored wall reflects an outdoor view, while glass doors open to a lush green garden, providing a serene backdrop.
Tiny home in Hernhill
5 out of 5 average rating, 211 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.

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
A vibrant arrangement of flowers lines the edge of a serene river, reflecting the warm hues of a sunset sky. Charming houses with traditional architecture are visible along the opposite bank, surrounded by lush greenery and blossoms.
Flat in Canterbury
4.97 out of 5 average rating, 291 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 🥐 Complimentary breakfast included 🌺 Beside the iconic Westgate Gardens

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
4.89 out of 5 average rating, 193 reviews

Cosy Countryside Annex

Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.

Guest favourite
A softly colored room features a pink wall and a round mirror above a wooden desk. A minimalist clothing rack holds several garments, while a potted plant adds a touch of greenery. A black chair complements the decor, and a fireplace adds a classic element.
Flat in Margate
4.93 out of 5 average rating, 522 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