Family-friendly vacation rentals in Sittingbourne

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Top-rated family-friendly rentals in Sittingbourne

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

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Top guest favourite
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home in Rainham Mark
4.97 out of 5 average rating, 136 reviews

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.

Top 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.
Guesthouse in Sittingbourne
4.94 out of 5 average rating, 264 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
The exterior of a modern annex is depicted, featuring a sloped roof, large windows, and a wooden deck. Surrounding greenery includes well-maintained grass and flowering plants, contributing to a calming outdoor environment. The scene is set against a backdrop of cloudy skies.
Guesthouse in Detling
4.87 out of 5 average rating, 191 reviews

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

Top guest favourite
The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.
Cottage in Kent
4.94 out of 5 average rating, 102 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.

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 168 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

Top guest favourite
A wooden retreat is set within a spacious garden surrounded by greenery. Colorful flowers, including sunflowers and poppies, bloom in the foreground. Sun loungers are positioned nearby, providing a serene spot for relaxation. The entrance features glass doors that invite natural light into the interior.
Guest suite in Shottenden
4.95 out of 5 average rating, 464 reviews

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.

Top guest favourite
A cozy seating area features plush, neutral-toned sofas adorned with decorative pillows. A rustic wooden coffee table sits at the center, complementing the warm wooden accents on the walls. Soft lighting creates an inviting ambiance in this thoughtfully designed space.
Farm stay in Oad Street
4.94 out of 5 average rating, 206 reviews

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.

Superhost
A well-maintained exterior features a brick building with large glass doors leading to a private lawn. Colorful flower beds in the foreground display a mixture of vibrant red, pink, and purple blooms, enhancing the serene atmosphere of the outdoor space.
Farm stay in Medway
4.8 out of 5 average rating, 252 reviews

Sandown - West Street

Newly refurbished - Sandown, like its twin Ascot, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down into a bed in seconds. The kitchen has a electric hob and oven, a fridge and a washing -dryer machine is in the adjoing outhouse. A TV is included in the kitchen. The French windows look out over your private lawn onto farmland. From the Entrance lobby turn right straight into the kitchen or left into the ensuite bedroom with TV.

Guest favourite
The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.
Cottage in Boughton Monchelsea
4.9 out of 5 average rating, 808 reviews

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.

Top guest favourite
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, 283 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 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
4.9 out of 5 average rating, 154 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. Perfectly located for guests travelling to or from the Le Shuttle and ferry ports, or working in the area. Homely and well-equipped, ideal for both short stays and longer visits. Includes a local info-pack with our favourite pubs, cafés, shops and scenic walks.

Guest favourite
The exterior of a single-story lodge is featured, showcasing a dark wood facade and a sloped roof. A manicured lawn surrounds the structure, with a pathway leading to the entrance. Nearby, trees and another building are visible, creating a serene, rural atmosphere.
Cabin in Medway
4.87 out of 5 average rating, 347 reviews

Peaceful 2 bedroom country lodge

A self contained space, with beautiful garden space and lake access nearby. Surrounded by wildlife, you'll hear birds, horses and maybe even the local alpacas! Comfortable sofas and beds will help you rest, and a complete kitchen including washer/dryer means you can lock yourself away or get out and about We are rural and in a valley - mobile signal is low and the internet’s not fast.

Popular amenities for Sittingbourne family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Sittingbourne

  • Total vacation rentals

    Explore 40 vacation rentals in Sittingbourne

  • Nightly prices starting at

    Sittingbourne vacation rentals start at $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Sittingbourne vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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