Family-friendly vacation rentals in Isle of Sheppey

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Top-rated family-friendly rentals in Isle of Sheppey

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Top guest favorite
A heated swimming pool is enclosed within a glass structure, providing a bright and spacious atmosphere. Comfortable seating arrangements are visible nearby, alongside decorative features such as a clock and wall art. The water reflects the surrounding light, enhancing the serene environment.
Cottage in Kent
4.96 out of 5 average rating, 185 reviews

The Cosy Cottage, with heated swimming pool !

Take it easy at this unique getaway, sleeps 4 woodland walks, local pub/restaurant ,Micro brewery and much more to make your time away a memorable one. Relax in the countryside or take a short drive to the local town/Beach. Spend some private time relaxing in our heated swimming pool, and then retire to your own comfort of the "Cosy Cottage" for that long earned rest. Herne Bay,Whitstable towns and the city of Canterbury just 15 mins by car. Local buses run frequently in both directions Enjoy.

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, 258 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
A wooden gate marked 'Pencarrow' stands open, leading to a grassy area with a view of the sea. The sky is filled with soft clouds, illuminated by a warm sunset, providing a peaceful atmosphere.
Tiny home in Kent
4.98 out of 5 average rating, 431 reviews

Beach Retreat. A relaxing stay with a sea views.

The cabin has a comfortable double bed, smart TV, Wardrobe, breakfast bar/laptop work station, several USB points, microwave, fridge, toaster, kettle, sink/drainer with hot & cold water A chemical toilet is provided in the cabin for night use. There’s a private toilet & a wonderful hot shower both outside (as per photos) for guest’s use. The front decked veranda adjoins an outdoor kitchen with 2 ring gas hob & brick built BBQ overlooking a large garden that has a lovely view of the sea/sunset.

Top guest favorite
A vibrant red front door is framed by an apple tree, which extends towards the side of the dwelling. White weatherboard siding contrasts with the dark brick foundation. Multiple windows allow natural light to fill the structure, creating an inviting entryway.
Cottage in Faversham
5 out of 5 average rating, 160 reviews

A beautiful two bedroom Victorian coach house

A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

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
4.89 out of 5 average rating, 183 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!

Top guest favorite
The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.
Cottage in Kent
4.94 out of 5 average rating, 101 reviews

Step back in history and stay in a 14th c home

A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

Guest favorite
An aerial view highlights a charming cottage with a red-tiled roof nestled among lush greenery. Surrounding gardens and trees create a serene outdoor setting, while a vehicle is parked by the cottage. The landscape features rolling hills in the background.
Place to stay in Selling
4.92 out of 5 average rating, 346 reviews

Character 18th Century annexe in tranquil village

Tucked away in the heart of this peaceful village that dates back to the Domesday Survey, 'Greenways' is an 18th century grade 2 listed annexe with original features. It offers a private entrance, off-road parking, a double and twin bedroom and a shower room. Tea / coffee making facilities, a mini fridge and toaster are provided - provisions for a continental breakfast are included. Perfectly situated to enjoy scenic country walks and a short drive to Faversham, Canterbury and Whitstable

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, 403 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 wooden retreat is set within a spacious garden surrounded by greenery. Colorful flowers, including sunflowers and poppies, bloom in the foreground. Sun loungers are positioned nearby, providing a serene spot for relaxation. The entrance features glass doors that invite natural light into the interior.
Guest suite in Shottenden
4.95 out of 5 average rating, 458 reviews

Roo's Retreat

Roo's Retreat is an idyllic place to stay. A superb rural retreat in the peace and quiet of the beautiful Kentish countryside while close enough to visit the historic City of Canterbury, market town of Faversham and the delights of Whitstable. Easy links from Ashford International Station and the coast. We are in the midst of a huge expanse of footpaths and byways with excellent views and great local pubs. Ideal for couples, solo adventurers, business travellers, cyclists and walkers.

Top guest favorite
The cabin's exterior is surrounded by a well-maintained garden, featuring a variety of greenery and stone pathways. A wooden picnic table and benches sit on a pebbled area, while the cabin is equipped with large windows allowing natural light to enter.
Place to stay in Whitstable
4.99 out of 5 average rating, 146 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 vintage car in bright yellow is partially visible among a field of wildflowers, featuring an array of daisies. A rustic stone building and additional structures are seen in the background, surrounded by lush greenery and rolling hills.
Farm stay in Alkham
4.98 out of 5 average rating, 320 reviews

The Calf Shed - On A Real Working Farm, AONB, Kent

Breakfast is included! Chilton Farmyard B&B offers an unusual farm stay in Kent, where, if you like, you can meet the calves, cows and ponies. Situated in the peaceful Alkham Valley ( AONB) between Dover and Canterbury, our B&B will cater for anything from family walking holidays to romantic getaways. With a multitude of footpaths, we have the ideal location for a dog-friendly break. Parks, pubs and tea rooms can be included on rambling routes, with many lovely beaches nearby.

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, 231 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.

Popular amenities for Isle of Sheppey family-friendly rentals