
Family-friendly holiday rentals in Isle of Sheppey
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Top-rated family-friendly rentals in Isle of Sheppey
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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.
4.97 out of 5 average rating, 237 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.
4.86 out of 5 average rating, 218 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.
4.93 out of 5 average rating, 308 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.
5.0 out of 5 average rating, 125 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.
4.94 out of 5 average rating, 115 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 small 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
4.93 out of 5 average rating, 430 reviews
Daisy Dwelling 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 hut 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!
4.92 out of 5 average rating, 115 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.
4.99 out of 5 average rating, 462 reviews
Apple Blues Farm
A beautiful log cabin set in a private 10-acre spot with stunning farmland views. Relax in your own private hot tub while alpacas roam freely nearby. Whether it’s a peaceful break with your partner or a family getaway where little ones can run free, there’s something for everyone. Feed the alpacas, sheep and goats if animals are your thing. A local pub is just a short walk away, with several great pubs within a 5–10 minute drive. Not far from us is the big cat sanctuary and Leeds castle.
4.98 out of 5 average rating, 114 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.
4.85 out of 5 average rating, 163 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
4.98 out of 5 average rating, 147 reviews
Luxury 3 Bedroom Lodge with Spectacular views
This luxury 3 bedroom lodge is located on Harts Holiday Park. A tranquil setting, overlooking beautiful fields and the sea in the distance, this is the perfect getaway to relax and make use of the park’s amenities. The clubhouse includes children’s entertainment, bingo and evening entertainment. During the day, make the most of the on-site swimming pool, park, mini golf and children’s activities - or head down to the seafront which is moments away from the park entrance.
4.94 out of 5 average rating, 103 reviewsPopular amenities for Isle of Sheppey family-friendly rentals
Family-friendly home rentals with a hot tub

Canewdon home with a view.
4.95 out of 5 average rating, 444 reviews
Daweswood Cottage Guest Favourite, hot tub & lake
4.96 out of 5 average rating, 323 reviews
Plantagenet, A Historic Country Cottage with Pool
4.98 out of 5 average rating, 341 reviews
Adorable 4 bedroom annex with hot tub
4.97 out of 5 average rating, 468 reviews
Kentish country side, Hot tub, great outside space
4.99 out of 5 average rating, 348 reviews
Romantic countryside hideaway
5.0 out of 5 average rating, 230 reviews
Romantic Hideaway & Hot tub in Kent Countryside.
5.0 out of 5 average rating, 556 reviews
Romantic Luxury Retreat | Hot Tub & Sunset Views
4.99 out of 5 average rating, 127 reviewsFamily- and pet-friendly home rentals

Cosy 3 bedroom cottage in the heart of Kent
4.95 out of 5 average rating, 359 reviews
Rural Cottage in grounds of Grade II* Farmhouse
4.98 out of 5 average rating, 135 reviews
The Calf Shed - On A Real Working Farm, AONB, Kent
4.97 out of 5 average rating, 381 reviews
2 bedroom Georgian cottage on Island Wall
4.95 out of 5 average rating, 160 reviews
Gather&Unwind: Gardens, Woodland & Tennis Cottages
4.99 out of 5 average rating, 146 reviews
Mediterranean inspired home/garden opposite beach
4.92 out of 5 average rating, 143 reviews
Country cottage near to Whitstable & Canterbury
5.0 out of 5 average rating, 130 reviews
Seabird Cottage
4.84 out of 5 average rating, 416 reviewsFamily-friendly home rentals with a pool

"The Bethel - A holiday home by the sea"
4.87 out of 5 average rating, 162 reviews
Beach Holiday home & Decking, Park amenities, Pool
4.79 out of 5 average rating, 101 reviews
Stay and Swim at our home & private indoor pool.
4.99 out of 5 average rating, 188 reviews
Kent Pool Cottage ~ Private Indoor Heated Pool
4.96 out of 5 average rating, 175 reviews
Kent home with a view
4.96 out of 5 average rating, 370 reviews
Countryside barn conversion with stunning views
4.97 out of 5 average rating, 179 reviews
Alpaca Lodge
4.98 out of 5 average rating, 107 reviews
The Lighthouse, Kent Coast.
4.85 out of 5 average rating, 157 reviewsDestinations to explore
- House rentals Isle of Sheppey
- Rentals with pools Isle of Sheppey
- Waterfront rentals Isle of Sheppey
- Flat rentals Isle of Sheppey
- Pet-friendly rentals Isle of Sheppey
- Rentals with beach access Isle of Sheppey
- Motorhome rentals Isle of Sheppey
- Rentals with breakfast Isle of Sheppey
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
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- London Eye
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- Primrose Hill
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