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

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, 252 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 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, 154 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

A miniature donkey is seen in a grassy area, wearing a red harness. The background includes a brick wall partially covered in greenery, with a wooden door visible, adding to the rustic setting.

Cottage in Faversham

4.85 out of 5 average rating, 190 reviews

Countryside cottage on micro animal farm

Sweet countryside cottage in the grounds of the amazing Huckleberry Woods - micro animal adventures. Next to an ancient orchard & small private woodland. Meet mini pigs, miniature donkeys, alpacas, mini sheep, pygmy goats and chickens. There will be farmyard noises! Towels & bedding provided. WIFI. Power shower. Piano. 40" TV Central heating (seasonal) Parking for 2 cars MAX. No smoking/vaping on site 5 minutes drive from Faversham medieval market town. Walks & bird watching close by.

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, 178 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

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, 335 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

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, 100 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

4.98 out of 5 average rating, 395 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 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, 313 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, 213 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.

Guest favorite

A modern kitchen features sleek cabinetry and a spacious dining table surrounded by several chairs. Essential appliances, including a stove and kettle, are present. Natural light enters through a window, illuminating the countertops adorned with flowers and kitchen items.

Cottage in Borden

4.95 out of 5 average rating, 256 reviews

Cosy 3 bedroom cottage in the heart of Kent

Shillinghurst Cottage is the perfect getaway for a relaxing break for friends, couples or a family break. It is cosy, comfortable yet modern and comes with everything you would expect to make it the ideal home away from home. Set in the heart of the beautiful village of Borden, it will suit individuals who like country walks, relaxing in a peaceful surrounding or exploring the many towns and cities nearby.

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, 132 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.

Superhost

The entrance of the bungalow is adorned with a wrought iron archway, surrounded by vibrant flowering plants, including pink roses and red blooms. Large windows feature decorative panes, allowing natural light to illuminate the welcoming facade.

Bungalow in Minster on Sea

4.74 out of 5 average rating, 171 reviews

Beautiful 'Rose-Dene' with ample parking

'Rose-Dene' is a two bedroom bungalow (sleeps 6) in a residential area of Sheppey and has ample parking space at the front with easy access from the road which can be busy at peak periods. At the back of the bungalow you will find a beautiful and extensive garden where you can relax or enjoy a game of table tennis, bar-b -q and in the summer a cream tea.