
Family-friendly vacation rentals in Gillingham
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Gillingham

Total vacation rentals
Explore 170 vacation rentals in Gillingham

Nightly prices starting at
Gillingham vacation rentals start at G$6,277 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
160 of Gillingham vacation rentals include wi-fi 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.
KitchenIndoor spacesAmenities
4.96 out of 5 average rating, 144 reviews
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.
FamilyKitchenTV
4.96 out of 5 average rating, 158 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.
Indoor spacesKitchenDecor
4.93 out of 5 average rating, 309 reviews
Rustic 2 Bed South Stable. Heart of the Kent Downs
The South Stable is a unique, recently redecorated stable with a little bit of Morden rustic country living thrown in. A beautiful renovation with wool carpets, handmade kitchen and top-end appliances, its scrumptious dark green bathroom with walk-in shower, roll-top bath and plaster walls. We've furnished the with many modern touches, large original art, pottery, uncovered original beams, oak storage, and a complete underfloor heating system. We look forward to welcoming you. Andrew & Rachel
Indoor spacesFamilyLong stay
4.98 out of 5 average rating, 179 reviews
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 spacesFamilyRiver
5.0 out of 5 average rating, 206 reviews
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
FamilyKitchenQuiet
4.85 out of 5 average rating, 250 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!!!
Indoor spacesFamilyView
4.92 out of 5 average rating, 213 reviews
Countryside barn conversion with stunning views
This stunning, renovated Victorian Farm, red brick barn is nestled on the idyllic Romney Marsh Ridge. The Cowshed Port Lympne benefits from a spacious garden to the rear and amazing views across the fields towards the North Downs area of outstanding natural beauty to the front. A short drive to many beaches, the coastal towns of Hythe and Folkestone (with its Harbour and Pier) and under a mile from Port Lympne Animal Reserve. It is also near many vineyards incl Gusbourne and Chapel Down.
Indoor spacesKitchenHospitality
4.97 out of 5 average rating, 179 reviews
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.
KitchenFamilyCheck-in
4.98 out of 5 average rating, 114 reviews
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 spacesFamilyAccuracy
4.98 out of 5 average rating, 147 reviews
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.
Indoor spacesFamilyAmenities
4.99 out of 5 average rating, 146 reviews
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.
KitchenFamilyCheck-in
4.93 out of 5 average rating, 117 reviewsPopular amenities for Gillingham family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy Woodland Lodge with outdoor Hot Tub
Indoor spacesKitchenBeach
4.95 out of 5 average rating, 623 reviews
The Sauna House
KitchenIndoor spacesBeach
4.85 out of 5 average rating, 178 reviews
Plantagenet, A Historic Country Cottage with Pool
KitchenFamilyOutdoor spaces
4.98 out of 5 average rating, 341 reviews
Adorable 4 bedroom annex with hot tub
Indoor spacesKitchenShared spaces
4.97 out of 5 average rating, 468 reviews
Shepherds Hut in Harvel
FamilyIndoor spacesQuiet
5.0 out of 5 average rating, 107 reviews
Cottage in the Wood, Detling
FamilyKitchenGetting around
4.85 out of 5 average rating, 215 reviews
Birch Cottage: Hot Tub, Alpacas & Charm
Indoor spacesKitchenQuiet
4.96 out of 5 average rating, 221 reviews
Luxury Spa Retreat: Sauna & Hot Tub
FamilyKitchenCleanliness
4.97 out of 5 average rating, 112 reviewsFamily- and pet-friendly home rentals

Unique barn conversion with beautiful marsh views
FamilyIndoor spacesAir conditioning
4.94 out of 5 average rating, 220 reviews
Cosy 3 bedroom cottage in the heart of Kent
Indoor spacesFamilySleep quality
4.95 out of 5 average rating, 359 reviews
Ascot - West Street
Indoor spacesKitchenParking
4.92 out of 5 average rating, 275 reviews
The Oast Cottage: Private Annex with own entrance.
Indoor spacesKitchenSolo travel
4.89 out of 5 average rating, 953 reviews
Farmhouse 4 posters cinema music room AGA kitchen
FamilyKitchenSleep quality
4.97 out of 5 average rating, 160 reviews
2 bedroom Georgian cottage on Island Wall
FamilyKitchenOutdoor spaces
4.95 out of 5 average rating, 160 reviews
Cosy Rural Retreat with Log Burner
Indoor spacesKitchenParks
4.95 out of 5 average rating, 533 reviews
Character 18th Century annexe in tranquil village
FamilyIndoor spacesHiking
4.93 out of 5 average rating, 430 reviewsFamily-friendly home rentals with a pool

Kent Pool Cottage ~ Private Indoor Heated Pool
FamilyKitchenCondition
4.96 out of 5 average rating, 175 reviews
Beautiful log cabin set in a stunning meadow
KitchenFamilyHeating
4.97 out of 5 average rating, 173 reviews
The Pool Shed with heated swimming pool (may-sept)
Indoor spacesFamilyQuiet
5.0 out of 5 average rating, 238 reviews
Sycamore Lodge - Two bedroom's & EV car charger.
Indoor spacesFamilyEV charging
4.89 out of 5 average rating, 204 reviews
Peaceful Country Retreat • Pool House & Hot Tub
KitchenIndoor spacesCheck-in
4.95 out of 5 average rating, 244 reviews
The Old Stable
KitchenIndoor spacesRiver
4.96 out of 5 average rating, 314 reviews
Secluded idyllic retreat with heated pool
FamilyKitchenValue
4.99 out of 5 average rating, 251 reviews
Luxury 3 Bedroom Lodge with Spectacular views
FamilyIndoor spacesDecor
4.94 out of 5 average rating, 103 reviewsWhen is the best time to visit Gillingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,804 GYD | G$34,315 GYD | G$33,897 GYD | G$36,617 GYD | G$36,826 GYD | G$37,244 GYD | G$35,989 GYD | G$37,454 GYD | G$34,524 GYD | G$32,850 GYD | G$31,595 GYD | G$33,687 GYD |
| 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
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- British Museum
- Barbican Centre
- London Stadium
- Regent's Park





