Family-friendly holiday rentals in Isle of Sheppey

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Top-rated family-friendly rentals in Isle of Sheppey

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Teynham
4.98 out of 5 average rating, 129 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 favourite
The interior of the treehouse showcases rustic wooden walls and a tree integrated into the design. A large window allows natural light to fill the space, while a cozy seating area features a leather armchair and patterned cushions. A small desk and shelving are visible, adorned with greenery.
Treehouse in Elham
4.97 out of 5 average rating, 639 reviews

Private secluded treehouse retreat

20ft up nesting between three sturdy oak trees this treehouse made of recycled timbers and is surrounded by trees and has glimpses of the northdowns AONB Cosy and private set on the edge of a barley field the only sound is wind through the trees and birdsong. Heater and double glazing makes this ideal in winter or summer, and a chemical loo in the cabin at ground level adds a creature comfort. There is an induction hob, cool box electric kettle and Bluetooth speaker and a variety of games .

Guest favourite
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.
Guest house in Sittingbourne
4.93 out of 5 average rating, 296 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.

Guest favourite
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, 212 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. Rural. Meet mini pigs, miniature donkeys, alpacas, sheep, pygmy goats, chickens & turkeys. There will be farmyard noises! Towels & bedding provided. WIFI. Power shower. Piano. 40" TV Central heating (seasonal) Parking for 2 cars. No smoking/vaping on site 5 minutes drive from Faversham medieval market town. Local walks & bird watching.

Guest favourite
A charming treehouse, built from cedar wood, is nestled among lush greenery. The structure features a conical roof and large, arched windows. A wooden boardwalk with steps leads to the entrance, surrounded by vibrant leaves and natural scenery.
Treehouse in Mayfield
4.99 out of 5 average rating, 144 reviews

Luxurious, picture-perfect, stunning treehouse

Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

Guest favourite
A charming wooden lodge is nestled among lush green trees, featuring a sloped roof and welcoming wooden deck. Large windows allow natural light to fill the interior, and the entrance opens directly into a spacious and inviting living area. Surrounding greenery enhances the tranquil setting.
Cabin in Wadhurst
4.98 out of 5 average rating, 133 reviews

Goldcrest Lodge Wadhurst

Goldcrest Lodge is a peaceful hideaway within secluded woods on the 140 acre historic estate of Wadhurst Castle. It is designed to blend in to its woodland setting, yet is bright and spacious with modern luxuries - perfect for a romantic break, a restful escape or for reconnecting with nature. It has a double bedroom (5' bed) with huge picture window, a central main room with sofa bed leading to a kitchen area and separate shower room beyond. Decking and private screened bath. Dog friendly.

Guest favourite
A bright sleeping area is highlighted by a spacious bed with soft linens and neutral-colored accents. A kitchenette is visible in the background, alongside large glass doors that open to the garden. Natural light enhances the inviting and calm ambiance.
Cabin in Kent
4.92 out of 5 average rating, 190 reviews

The Mermaid Cabin- your secret Whitstable escape.

Tucked in a peaceful garden setting, this stylish & cosy self-contained cabin is ideal for a relaxing getaway. private entry & private, fenced off outdoor space surrounded by greenery, Perfect for couples looking for a charming break in the quirky seaside town of Whitstable. The cabin is a 5-minute walk from the train station and 10 minutes to the beach and vibrant high street. You’ll be within easy reach of independent shops, cafés, wine bars & restaurants—everything you need for your stay.

Guest favourite
Farm stay in Minster on Sea
4.89 out of 5 average rating, 200 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 favourite
Farm stay in Kent
4.92 out of 5 average rating, 159 reviews

Grand Bubble

Grand bubble sleeps 4 people who can enjoy the ultimate view of nature. You can fall asleep with the stars and wake up to the rising sun. This bubble has the wow factor and includes your own hot tub, BBQ, a shower, a flushing toilet, outdoor chess set and a golf buggy. The bubble is very secluded set at a bottom of a 12 acre field off a woodland. Out side of the bubble is a very large outdoor gazebo with comfy seating and a large gas bbq so even if it rains you can still bbq comfortably.

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
A spacious studio with high ceilings is complemented by exposed wooden beams. A Swedish log burner sits centrally on a tiled platform. Large windows allow natural light to flood the space, enhancing the calm atmosphere. A cozy seating area and dining space are also visible.
Guest house in Kent
4.97 out of 5 average rating, 295 reviews

Woodsmoke Studio: Boho country retreat

Relax and unwind in this artist-run bohemian retreat. Tucked away in the village of Preston, surrounded by countryside, you'll enjoy a peaceful 'get-away' within easy reach of local amenities and Kent's stunning coastline. The studio is blissfully quiet, set back from the cottage with its own entrance under a vine-covered pergola, with views to a large garden. Your host is happy to interact as much or as little as you like, gladly sharing the best experiences the area has to offer.

Guest favourite
Farm stay in Preston
4.85 out of 5 average rating, 146 reviews

The Midnight Express; Magical Bus, Hot Tub+ Views!

Probably the most magical bus stay in the UK, inspired by the romance of the Orient Express & Harry Potter ✨ Set in peaceful countryside near Canterbury, with epic views, the Midnight Express is a one-of-a-kind converted double-decker bus for couples, families, and small groups seeking a cosy, playful stay. With a hot tub, gaming area in the driver’s seat, cinema snug, log burner, private garden, and separate First Class Waiting Room, it feels like a magical little world of its own.

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