
Family-friendly holiday rentals in Sittingbourne
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Top-rated family-friendly rentals in Sittingbourne
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Modern 2 Bed House in Rainham, Kent
Welcome to this modern home from home in Rainham. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels including Sky Sports & Netflix, fully equipped modern kitchen, large garden & a parking space for your stay.

Romantic Hideaway & Hot tub in Kent Countryside.
A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

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.

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.

Adorable 1 bed guesthouse with patio
Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

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.

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.

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.

Unique Self contained lodge within stable setting
This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

Biggin Farm bungalow
Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.

The Oast Cottage: Private Annex with own entrance.
We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

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.
Popular amenities for Sittingbourne family-friendly rentals
Family-friendly home rentals with a hot tub

Tranquil Country Retreat with Pool & Hot Tub

The Granary, Organic Vineyard stay with Pool.

Evegate Manor Barn

The Wren Pod

Canewdon home with a view.

Plantagenet: A Historic Country Cottage with Pool

Little Yurt Retreat; Tiny Home, Snug, City Centre!

Romantic countryside hideaway
Family- and pet-friendly home rentals

Cottage on the historic Pilgrims Way (Lenham)

Unique barn conversion with beautiful marsh views

Cosy Rural Retreat with Log Burner

Light and Airy. En-suite with own private access.

Little Appleby

Spacious g/f one bedroom annexe - Leigh on Sea

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

Secret Hythe, Private 2km-Eurotunnel, Sea Views
Family-friendly home rentals with a pool

Beautiful log cabin set in a stunning meadow

Stay and Swim at our home & private indoor pool.

2 bed bungalow 5 minutes Dover Ferry Port sleeps 5

Shepherd Hut insulated cosey warm wood stove

Kent home with a view

"The Bethel - A holiday home by the sea"

The Pool Shed with heated swimming pool (may-sept)

Kent Pool Cottage ~ Private Indoor Heated Pool
Quick stats about holiday rentals that are family-friendly in Sittingbourne

Total holiday rentals
Explore 40 holiday rentals in Sittingbourne

Nightly prices starting at
Sittingbourne holiday rentals start at $121 AUD per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Sittingbourne holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sittingbourne rentals

4.7 Average rating
Sittingbourne stays receive an average rating of 4.7 out of 5 from guests
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