Vacation rentals in Isle of Sheppey

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Isle of Sheppey

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A spacious bedroom features a large bed with soft, white bedding and yellow accent pillows. A light blue throw is placed at the foot of the bed. A wooden wardrobe and an armchair in bright yellow are present, along with a TV mounted on the wall.
Cottage in Teynham
4.97 out of 5 average rating, 118 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 favorite
A vibrant garden filled with blooming lavender plants is set against a serene landscape of lush greenery. Rows of fruit trees can be seen in the background, with a clear blue sky enhancing the tranquil scene.
Home in Teynham Street
5 out of 5 average rating, 120 reviews

Separate Studio near Faversham including Breakfast

One bedroom en suite studio with private entrance. Located in quiet country surroundings near fruit orchards. 3 miles from lovely market town of Faversham where there are numerous pubs/restaurants. Close to mainline railway with easy access to Kent coast and central London. 12 miles from historic Canterbury. The property is ideally located for walkers and is situated on Cycle Route no 1. 1 Mile from tranquil Conyer Marina & The Ship Inn 10 miles to the Michelin star restaurant, The Sportsman.

Guest favorite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guesthouse in Sittingbourne
4.94 out of 5 average rating, 268 reviews

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Top guest favorite
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, 426 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 favorite
A cozy sleeping area features a floating king-size bed adorned with soft blankets and accent pillows. Two plush armchairs are positioned around a round table, which holds a decorative bouquet and an ice bucket. A mirror and window provide a sense of openness.
Tiny home in Hernhill
4.99 out of 5 average rating, 196 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 favorite
Cabin in Kent
4.98 out of 5 average rating, 253 reviews

Cosy coastal hideaway with garden sauna

A warm, stylish, peaceful retreat, perfect for a winter break, with seaside walks and cosy pubs a short stroll away. Treat yourself to a relaxing sauna with bracing cold plunge in the garden spa which is paid for separately. Enjoy Whitstable's great restaurants and cosy cafes. Alba Lodge is a double height space, designed with sustainability in mind. Drift off to sleep in the king size bed. Freshen up in the large walk in shower. Sauna and cold plunge is £30 per couple, per session.

Top guest favorite
A cozy seating area features plush, neutral-toned sofas adorned with decorative pillows. A rustic wooden coffee table sits at the center, complementing the warm wooden accents on the walls. Soft lighting creates an inviting ambiance in this thoughtfully designed space.
Farm stay in Oad Street
4.94 out of 5 average rating, 221 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

Top guest favorite
Tiny home in Whitstable
4.99 out of 5 average rating, 167 reviews

Cosy garden cabin

Take it easy at this unique and tranquil getaway with its big cosy sofa & elegant king size bed. the cabin style is English colonial with a seaside twist. The style continues out into your own large private garden. It's an 8 minute stroll to the beach/ nature reserve and 5 to the station that has direct links to kent coastal towns & London Victoria. The popular town of Whitstable famous for its oysters, music scene & eclectic shops, pubs & restaurants is a short drive or bus ride away.

Top guest favorite
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, 407 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 favorite
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.
Condo in Whitstable
4.99 out of 5 average rating, 280 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.

Top guest favorite
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, 839 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.

Top guest favorite
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, 463 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.

Popular amenities for Isle of Sheppey vacation rentals