
Family-friendly holiday rentals in Gillingham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gillingham
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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

Petite Gite in an idyllic cottage garden.
Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

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.

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

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.

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.

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.

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.

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.

Sunset View
Our Airbnb is a spacious purpose built holiday home. We hope you enjoy the views over the surrounding farmland from inside the property and from the private patio area. If the weather allows you can soak up the sun from our high vantage point and enjoy watching the sun set into the distance. There is ample parking on our gated driveway and we are conveniently located for easy motorway access.
Popular amenities for Gillingham family-friendly rentals
Family-friendly home rentals with a hot tub

Outback shack/hot tub/cinema romantic retreat

Evegate Manor Barn

The Bainden, with Private Hot Tub All Year Round

Romantic Hideaway & Hot tub in Kent Countryside.

Beautifully developed historic stables, high spec

Canewdon home with a view.

Shepherds hut

Unique luxury self-contained oast house
Family- and pet-friendly home rentals

The Granary - Luxury conversion in beautiful Kent

Character 18th Century annexe in tranquil village

Traditional Log Cabin On The Lake

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

Pendana - Beech House

Guest Suit in Leybourne. Nr West Malling Kent

Spacious g/f one bedroom annexe - Leigh on Sea

Cosy Private Cottage in Wrotham, Kent Downs AONB
Family-friendly home rentals with a pool

Tranquil Country Retreat with Pool & Hot Tub

Beautiful log cabin set in a stunning meadow

Shepherd Hut insulated cosey warm wood stove

The Old Stable

Plantagenet: A Historic Country Cottage with Pool

Alpaca Lodge

"The Bethel - A holiday home by the sea"

The Pool Shed with heated swimming pool (may-sept)
When is the best time to visit Gillingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 SGD | $187 SGD | $192 SGD | $210 SGD | $215 SGD | $222 SGD | $223 SGD | $232 SGD | $214 SGD | $202 SGD | $198 SGD | $189 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Quick stats about holiday rentals that are family-friendly in Gillingham

Total holiday rentals
Explore 170 holiday rentals in Gillingham

Nightly prices starting at
Gillingham holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
160 of Gillingham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gillingham rentals

4.6 Average rating
Gillingham stays receive an average rating of 4.6 out of 5 from guests
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