Vacation rentals in Isle of Sheppey

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Top-rated vacation rentals in Isle of Sheppey

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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, 110 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.

Top 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

4.93 out of 5 average rating, 248 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.

Superhost

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, 10 reviews

Seaview Clifftop Caravan

We have recently acquired our lovely direct sea view, front row clifftop caravan. 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 natures 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 favorite

The dining area features a large wooden table with seating for six, complemented by stylish chairs and a cozy snug chair. A decorative light fixture hangs above, with natural light streaming through the windows, illuminating the space. A shelf with plants and wall art adds character.

Cottage in Whitstable

4.95 out of 5 average rating, 160 reviews

Modern Whitstable Cottage by town, beach & harbour

A stylish and lovingly restored cottage centrally located in the heart of Whitstable and a short 2-minute walk to the beach. Ideally located on a no-through road, yet only a 30-second walk to the high street. Comprised of high-speed fiber internet, TV, free parking on the road, and a private garden this property is the perfect sanctuary following a short stroll from Whitstable’s beautiful harbour or vibrant eateries. Airbnb platform fees are included in the price already so no hidden extras.

Guest favorite

Two Highlands cattle are seen grazing peacefully in a grassy field. One has a long, shaggy reddish coat and prominent horns, while the other has a dense black coat. A wire fence and lush greenery provide a natural backdrop.

Farm stay in Minster on Sea

4.88 out of 5 average rating, 171 reviews

Sunflower Stay 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 tent 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!

Guest favorite

The exterior of the two-story house features a cream-colored façade with contrasting blue accents. Windows are symmetrically placed, adorned with white shutters. A well-maintained hedge frames the entrance, which is complemented by small potted plants on either side of the door.

Home in Minster on Sea

4.98 out of 5 average rating, 97 reviews

Period property a short walk from the beach.

A spacious but cosy seaside retreat with large secure garden and private parking. Open fires in the sitting room & dining room for cosy winter nights. Comfortably sleeping up to 8 guests in 4 bedrooms comprising of Superking, king, double & twin. The kitchen is fitted with all modern facilities including an a Nespresso machine & complimentary “Grind” pods. Enjoy 100% cotton linen, down filled duvets, fluffy robes, salon hairdryers, smart tv’s and “Noble isle” products in all rooms.

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, 386 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

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, 199 reviews

Boutique apartment in the heart of Whitstable

Stunning 1-bedroom apartment in 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

A spacious interior features a comfortable bed with soft pillows and a throw. A reclaimed carpenter's bench serves as a kitchen area, complemented by a dining table for two. Light floods in through large glass doors, revealing a small outdoor garden space.

Cabin in Kent

4.98 out of 5 average rating, 195 reviews

Quiet hideaway near the beach, with a garden sauna

A stylish, laid back retreat minutes from the sea. With the option of enjoying a relaxing sauna and invigorating cold plunge which is paid for separately. Alba Lodge is a light, airy, double height space, designed with sustainability in mind. Drift off to sleep in the king size bed and freshen up in the large walk in shower. The kitchen is a reclaimed carpenter's bench equipped with all the essentials. The sauna and cold plunge is £30 per couple, per session.

Guest favorite

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, 120 reviews

Cosy little get away

Simple yet cosy two bedroom annex we affectionately call The Little House. A few updates needed, but full of character and comfort. Allocated parking on private drive Kitchen with cooker, oven, microwave, fridge, kettle & Toaster (No freezer) Small bathroom with over bath shower Mezzanine double bedroom upstairs Small single bedroom downstairs off of the main living area. Towels and bedding included.

Top guest favorite

A serene bedroom features a spacious bed with a neatly arranged towel. An open window frames a view of the sea and greenery outside. Golden bird decorations adorn the pastel wall, complemented by a vintage vanity with round mirrors reflecting natural light.

Home in Minster on Sea

4.96 out of 5 average rating, 24 reviews

Pet-Friendly & Accessible, SeaViews

Unwind at this dog-friendly 4-bed, 2-bath clifftop bungalow with breathtaking sea views on the Isle of Sheppey. Perfect for families and accessible for all, with step-free access, a modern wet room, and an EV charger. Enjoy a stylish kitchen, cozy living room, BBQ, and unique themed bedrooms inspired by local charm. A peaceful, spacious escape just minutes from the coast, walks, and local attractions.

Guest favorite

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

4.95 out of 5 average rating, 19 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.