
Family-friendly holiday rentals in Gillingham
Find and book unique family-friendly homes on Airbnb
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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,910 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 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
Top-rated family-friendly rentals in Gillingham
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Barnyard
Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.
Indoor spacesFamilySleep quality

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.
FamilyIndoor spacesDecor

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.
FamilyIndoor spacesLong stay

Riverside Cottage , Maidstone
Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.
Indoor spacesKitchenTV

Spacious & Stylish 2 Storey, 3 Bed Apartment
Stylish, spacious, family friendly 2 storey apartment. Quiet residential road, just one sleepy clerical business below. We have steep steps between floors and low ceilings on top floor, any concerns please ask. My husband is 6ft and he is ok! Walking distance to train station and town, 20 minutes to London. Bus stop outside to Bluewater and Ebbsfleet Station. Shared garden at the rear of Scale Shop. Parking with CCTV at front. PLEASE CONTACT US PRIOR TO BOOKING IF YOU ARE UNDER THE AGE OF 23
KitchenFamilyAccess

Apple Blues Farm
A beautiful log cabin set in a private 10-acre spot with stunning farmland views. Relax in your own private hot tub while alpacas roam freely nearby. Whether it’s a peaceful break with your partner or a family getaway where little ones can run free, there’s something for everyone. Feed the alpacas, sheep and goats if animals are your thing. A local pub is just a short walk away, with several great pubs within a 5–10 minute drive. Not far from us is the big cat sanctuary and Leeds castle.
KitchenFamilyBathroom

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
Indoor spacesFamilyLocation

Gather&Unwind: Gardens, Woodland & Tennis Cottages
Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.
KitchenFamilySleep quality

Grade II 3-bed cottage• Free parking • Sonos & 5.1
Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.
KitchenIndoor spacesLong stay

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.
Indoor spacesKitchenAccuracy

Oak Lodge @ The Oaks Retreat
This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.
Indoor spacesKitchenLaundry

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.
FamilyKitchenSleep quality
Popular amenities for Gillingham family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy Woodland Lodge with outdoor Hot Tub
Indoor spacesFamilyParking

Plantagenet, A Historic Country Cottage with Pool
Indoor spacesFamilyComfort

The3Squirrels Inn 8 bedrooms 10 beds
KitchenIndoor spacesLayout

Adorable 4 bedroom annex with hot tub
Indoor spacesFamilyTV

Cottage in the Wood, Detling
FamilyIndoor spacesParking

Luxury Spa Retreat: Sauna & Hot Tub
KitchenFamilyCleanliness

The Old Stable
KitchenIndoor spacesNearby

North Downs Cottage: Hot Tub, Alpacas & Charm
KitchenIndoor spacesHospitality
Family- and pet-friendly home rentals

Ascot – West Street
KitchenIndoor spacesSleep quality

Petite Gite in an idyllic cottage garden.
KitchenIndoor spacesParks

Cosy Rural Retreat with Log Burner
FamilyKitchenLayout

Castle Cottage, Wadhurst
Indoor spacesFamilyLong stay

2 bedroom Georgian cottage on Island Wall
KitchenFamilyCheck-in

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

The Oast Cottage: Private Annex with own entrance.
Indoor spacesFamilyHeating

Amazing house with sea views in Leigh-on-Sea
FamilyKitchenLaundry
Family-friendly home rentals with a pool

Alpaca Lodge
FamilyIndoor spacesHospitality

Countryside barn conversion with stunning views
KitchenFamilyBreakfast

Kent Pool Cottage ~ Private Indoor Heated Pool
Indoor spacesKitchenBeach

Peaceful Country Retreat • Pool House & Hot Tub
FamilyIndoor spacesPool

Cosy shepherd’s hut in beautiful Kent countryside
Indoor spacesFamilyQuiet

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

Evegate Manor Barn
Indoor spacesFamilyBathroom

Sycamore Lodge - Two bedroom's & EV car charger.
KitchenFamilyLong stay
When is the best time to visit Gillingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 SGD | $209 SGD | $207 SGD | $223 SGD | $224 SGD | $227 SGD | $219 SGD | $228 SGD | $210 SGD | $200 SGD | $192 SGD | $205 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 |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Tottenham Hotspur Stadium
- Clapham Common
- Thorpe Park Resort
- Victoria Park
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Eye
- London Stadium
- British Museum
- Regent's Park
- Barbican Centre





