
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.

The Woolly Retreat - Alpaca Shepherds Hut.
Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Amazing Views over Garden & Valley
Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

Stunning 4 bed Church Conversion in Billericay
*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

Modern 2 Bed House in Rainham, Kent
Welcome to this modern home from home in Rainham, Kent. 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 & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private 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.

Private Glamping, Exclusive Field Hire with a View
Exclusive use of our Glamping field, safari tent and wash hut provides the perfect space for a great weekend. Just an hour from London, we are ideally placed for a relaxing trip to the countryside complete with campfires and star gazing. Explore the many footpaths through fields and woodland, find tree swings and jump over streams. The quaint town of Tunbridge Wells has many amenities. Priced from £120pn - Sleeps 6. Please also follow our insta & Facebook social media pages @glampingonthecorner

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!!!

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-RaeÂ

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.

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 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.

Ascot – West Street
Newly refurbished - Ascot, like its twin Sandown, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down to a bed in seconds. A TV is included in the kitchen. The French windows look out over your small private lawn onto farmland From the kitchen you go past the entrance lobby into a twin bedded bedroom with TV. A large modern bathroom adjoins the bedroom.
Popular amenities for Gillingham family-friendly rentals
Family-friendly home rentals with a hot tub

OutbackShack Hot-tub Sauna Cinema Escape

Peaceful Country Retreat • Pool House & Hot Tub

The Old Stable

Beautifully developed historic stables, high spec

Romantic Hideaway & Hot tub in Kent Countryside.

Plantagenet: A Historic Country Cottage with Pool

Romantic countryside hideaway

Adorable 4 bedroom annex with hot tub
Family- and pet-friendly home rentals

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Countryside Escape in Beautiful Cosy Cottage

Petite Gite in an idyllic cottage garden.

The Oast Cottage: Private Annex with own entrance.

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

Sunflower Stay at Seacliffe Staycation

Amazing house with sea views in Leigh-on-Sea

Little Appleby
Family-friendly home rentals with a pool

Beautiful log cabin set in a stunning meadow

Evegate Manor Barn

Haven Holiday Park, Kent Coast

Shepherd Hut insulated cosey warm wood stove

GWP - Rectory North

Cosy Seaside Retreat

Alpaca Lodge

6 Berth - 2 Bedroom 2023edition Caravan at Haven
When is the best time to visit Gillingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 SGD | $185 SGD | $190 SGD | $208 SGD | $213 SGD | $219 SGD | $221 SGD | $229 SGD | $212 SGD | $201 SGD | $194 SGD | $206 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 190 holiday rentals in Gillingham

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

Verified guest reviews
Over 1,920 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
180 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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- Apartment rentals Gillingham
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- Rentals with a hot tub Gillingham
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- Family-friendly rentals Medway
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Hampstead Heath
- St Pancras International
- Marble Arch
- Buckingham Palace
- Wembley Stadium
- Kings Cross
- Tottenham Court Road
- The O2
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events
- Camden Market




