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
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 .

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Top guest favourite
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
4.97 out of 5 average rating, 229 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.

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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, 145 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!

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Top guest favourite
The exterior of a recently redecorated stable features dark wood siding and wooden doors. A central entrance is flanked by potted plants, while a circular stone fire pit is situated in front. The gravel courtyard is surrounded by lush greenery and cloudy skies.
Cottage in Hastingleigh
4.98 out of 5 average rating, 174 reviews

Rustic 2 Bed South Stable. Heart of the Kent Downs

The South Stable is a unique, recently redecorated stable with a little bit of Morden rustic country living thrown in. A beautiful renovation with wool carpets, handmade kitchen and top-end appliances, its scrumptious dark green bathroom with walk-in shower, roll-top bath and plaster walls. We've furnished the with many modern touches, large original art, pottery, uncovered original beams, oak storage, and a complete underfloor heating system. We look forward to welcoming you. Andrew & Rachel

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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, 134 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.

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Top guest favourite
An aerial view of a unique bubble lodging situated on a grassy area surrounded by trees in bloom. Nearby, a wood-burning hot tub and seating area are visible, offering an inviting outdoor space for relaxation.
Farm stay in Maidstone
4.97 out of 5 average rating, 231 reviews

Wooded Bubble tent

Located on a 120 acre farm. The ultimate star gazing pad. The unusual lodging is fully equipped to help you enjoy a excellent and original night. A cosy bed, a toilet, shower, clean towels and a thousand stars over you. Lay in bed turn off the lamps and start counting. Enjoy a relaxing wood burning hot tub with a glass of prosecco, inhale a breath of fresh air and lay back and enjoy the views of the North downs. Tap onto my profile picture see my other bubbles. Not suitable for under 4 years.

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Guest favourite
Farm stay in Minster on Sea
4.89 out of 5 average rating, 202 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!

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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.

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Top guest favourite
Flat in Canterbury
4.98 out of 5 average rating, 326 reviews

Best Location! Top Ranked Riverside Gem | Parking

🥇 AWARDED TOP 1% OF HOMES 🥇 💫 Welcome to your ideal Canterbury retreat - a true home away from home! 🎯 Perfect for weekend escapes, long stays, contractors and also guests attending graduations. 🏆 Highly rated 🅿️ Free parking space 🚶‍♂️ Very short walk to centre 🚇 5 minute walk to west station ✨ Luxurious riverside apartment 📍 Located on the best side of town 2️⃣ Suitable for up to 2 guests + baby 🌺 Beside the iconic Westgate Gardens 🥣 Cereal, tea, coffee & pano chocolates

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Superhost
Farm stay in Preston
4.85 out of 5 average rating, 150 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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Top guest favourite
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.
Apartment in Southend-on-Sea
4.99 out of 5 average rating, 434 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.

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Guest favourite
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
4.88 out of 5 average rating, 209 reviews

Cosy Countryside Annex

Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.

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