Family-friendly holiday rentals in Medway

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Top-rated family-friendly rentals in Medway

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

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Superhost
A small room is showcased, featuring a compact kitchenette with a countertop area, a kettle, and a microwave. A television is mounted on the wall, while a window allows natural light to illuminate the space. A blue surface is visible in the foreground.
Guest suite in Medway
4.59 out of 5 average rating, 29 reviews

Mini Room with toilet, No Shower, Boiler in room.

This petite room is thoughtfully arranged to make the most of its space. It features a sofabed—perfect for a night or two when a single bed simply wouldn’t fit. While there’s no shower, the room does include a private toilet for convenience. You’ll find a small fridge, microwave, kettle, toaster, and a selection of tea, coffee, and sugar to help you settle in. A TV is also for a bit of downtime. Though not suited for long-term stays, this cozy setup works well for brief visits or overnight stops

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
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.

Superhost
A charming brick cottage is adorned with blooming wisteria, cascading over the windows. The well-maintained exterior features white window frames, enhancing the rustic aesthetic. Lush greenery surrounds the entrance, creating an inviting atmosphere for guests.
Cottage in Cobham
4.85 out of 5 average rating, 453 reviews

Countryside Escape in Beautiful Cosy Cottage

Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.

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.
Guest house in Sittingbourne
4.94 out of 5 average rating, 262 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 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, 166 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 bright entrance corridor is visible, featuring wooden flooring and white walls. The front door has a glass panel design, while a round mirror is mounted on the wall. A welcome mat lies on the floor, and warm light fixtures create a welcoming ambiance.
Home in Medway
4.92 out of 5 average rating, 186 reviews

2-bedroom house in historic Rochester with Parking

Dove’s Place is a 2 bedroom terraced house with addition of a conservatory space and free allocated parking space. The property is adjacent to River Medway located in Rochester and close to green spaces and guests can also enjoy river walk. It is a walking distance to Rochester Castle, Cathedral, Train Station, High Street Shops, Restaurants, Museums, Coffee Shops and Bars. Great place for Family, Professionals and Tourist. We guarantee a memorable stay with our slogan, HERE FOR YOU!!!

Guest favourite
Cabin in Rochester
4.95 out of 5 average rating, 444 reviews

Cosy Rural Retreat with Log Burner

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae 

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 historic building showcases a striking façade featuring elegant arches and ornate detailing. Bright sunlight highlights the red exterior, drawing attention to the large windows and decorative elements. The structure reflects its original purpose as a theatre, adding character to the surrounding street.
Flat in Medway
4.91 out of 5 average rating, 54 reviews

Stunning & Unique 1 bed flat!

Stunning & unique furnished 1 bed flat with mezzanine in Chatham High Road. Building originally a Theatre hosting Charlie Chaplin and Laurel & Hardy. * Very comfortable & high quality property. * \\Please let us know as soon as possible if you require parking in the gated car park (£7.50 per night)// * Large spacious flat / 1200 SqFt * Finished to high standard * No Smoking * No Pets * Walking distance to Chatham Station * Downstairs Utility & WC * WiFi * Dressing & Work area

Guest favourite
A spacious garden area is showcased, featuring a manicured lawn bordered by vibrant greenery. A stone path leads to a charming detached apartment, complemented by seating arrangements and a wooden table under the clear sky, promoting relaxation in a serene outdoor environment.
Cottage in Chatham
4.92 out of 5 average rating, 479 reviews

PJ's @ Willow Cottage

Small but beautifully created detached one bedroom apartment with kitchen, study/dining room and shower room/toilet Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , leather sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

Top guest favourite
A charming two-story building features a classic white-clapboard façade with a large window on the upper level. The entryway is framed by a beige curtain, while greenery is visible in front of the structure. Adjacent buildings showcase brick and painted exteriors.
Cottage in Rochester
4.95 out of 5 average rating, 309 reviews

The Old Tuck Shop (entire cottage - 1 double bed)

Ideally located for exploration of the historic Medway Towns and surrounding areas of Kent,The Old Tuck Shop is the perfect place for a relaxing getaway. The accommodation can sleep up to 3 guests, but this listing is only for two guests sharing the double room. If the second single bedroom is required please contact your host before booking or see the other listing. There is a full bathroom upstairs and an additional loo and cloakroom downstairs.

Guest favourite
A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.
Farm stay in Medway
4.93 out of 5 average rating, 181 reviews

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

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