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
4.77 out of 5 average rating, 48 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

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.

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, 108 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
Apartment in Canterbury
4.97 out of 5 average rating, 318 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

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
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
4.88 out of 5 average rating, 206 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 spacious outdoor deck features a textured table and seating, providing a comfortable area for relaxation. The view reveals expansive green fields stretching towards the horizon under a clear blue sky, with distant structures subtly visible.
Holiday park in Leysdown-on-Sea
4.94 out of 5 average rating, 94 reviews

Luxury 3 Bedroom Lodge with Spectacular views

This luxury 3 bedroom lodge is located on Harts Holiday Park. A tranquil setting, overlooking beautiful fields and the sea in the distance, this is the perfect getaway to relax and make use of the park’s amenities. The clubhouse includes children’s entertainment, bingo and evening entertainment. During the day, make the most of the on-site swimming pool, park, mini golf and children’s activities - or head down to the seafront which is moments away from the park entrance.

Guest favourite
A modern kitchen space features minimalist cabinetry in light wood tones and a marble countertop. A dining table is set for four, with elegant place settings. The room is illuminated by suspended light fixtures, creating a warm ambiance. Graceful curtains frame a large window.
Barn in Kent
4.95 out of 5 average rating, 138 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.

Top Guest favourite
A spacious wooden deck extends out from the house, featuring a wooden table and various potted plants. Large glass doors open into the living area, inviting natural light. Comfortable outdoor seating is positioned to the side, surrounded by greenery.
Bungalow in Seasalter
4.97 out of 5 average rating, 489 reviews

Seasalter Beach Chalet.

A special place. Direct beach access; wonderful views; spectacular sunsets. Beautifully converted and well equipped. A perfect retreat. A stroll from the Sportsman Restaurant, Oyster Pearl Pub and near lovely Whitstable for shops and restaurants. Perfect in summer with a safe swimming beach meters away and in winter the pleasure of of sea mist, migrating birds and walks on the shore and marshes. Afternoons with a book in front of the fire.

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