
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.
4.96 out of 5 average rating, 144 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.
4.84 out of 5 average rating, 524 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.
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.
4.93 out of 5 average rating, 308 reviews
Countryside cottage on micro animal farm
Sweet countryside cottage in the grounds of the amazing Huckleberry Woods - micro animal adventures. Next to an ancient orchard & small private woodland. Rural. Meet mini pigs, miniature donkeys, alpacas, sheep, pygmy goats, chickens & turkeys. There will be farmyard noises! Towels & bedding provided. WIFI. Power shower. Piano. 40" TV Central heating (seasonal) Parking for 2 cars. No smoking/vaping on site 5 minutes drive from Faversham medieval market town. Local walks & bird watching.
4.86 out of 5 average rating, 218 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.
5.0 out of 5 average rating, 206 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!!!
4.92 out of 5 average rating, 213 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.
4.98 out of 5 average rating, 113 reviews
Adorable 4 bedroom annex with hot tub
Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.
4.97 out of 5 average rating, 468 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.
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.
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.
4.93 out of 5 average rating, 117 reviewsPopular amenities for Gillingham family-friendly rentals
Family-friendly home rentals with a hot tub

The Sauna House
4.85 out of 5 average rating, 178 reviews
Cosy Woodland Lodge with outdoor Hot Tub
4.95 out of 5 average rating, 623 reviews
Cottage in the Wood, Detling
4.85 out of 5 average rating, 215 reviews
Shepherds Hut in Harvel
5.0 out of 5 average rating, 106 reviews
Plantagenet, A Historic Country Cottage with Pool
4.98 out of 5 average rating, 341 reviews
Unique luxury self-contained oast house
4.96 out of 5 average rating, 177 reviews
Romantic Hideaway & Hot tub in Kent Countryside.
5.0 out of 5 average rating, 556 reviews
Barn bubble
4.94 out of 5 average rating, 258 reviewsFamily- and pet-friendly home rentals

Cosy 3 bedroom cottage in the heart of Kent
4.95 out of 5 average rating, 359 reviews
Spacious barn with pool ideal for exploring Kent
4.86 out of 5 average rating, 229 reviews
Ascot - West Street
4.92 out of 5 average rating, 275 reviews
Cosy Rural Retreat with Log Burner
4.95 out of 5 average rating, 533 reviews
Oak Lodge @ The Oaks Retreat
4.87 out of 5 average rating, 128 reviews
Character 18th Century annexe in tranquil village
4.93 out of 5 average rating, 430 reviews
Country cottage near to Whitstable & Canterbury
5.0 out of 5 average rating, 129 reviews
Podkin Lodge- Cabin Kent/Sussex border.
4.98 out of 5 average rating, 205 reviewsFamily-friendly home rentals with a pool

Kent Pool Cottage ~ Private Indoor Heated Pool
4.96 out of 5 average rating, 174 reviews
Countryside barn conversion with stunning views
4.97 out of 5 average rating, 178 reviews
Cosy shepherd’s hut in beautiful Kent countryside
4.97 out of 5 average rating, 141 reviews
The Pool Shed with heated swimming pool (may-sept)
5.0 out of 5 average rating, 235 reviews
Sycamore Lodge - Two bedroom's & EV car charger.
4.89 out of 5 average rating, 203 reviews
The Old Stable
4.96 out of 5 average rating, 313 reviews
Evegate Manor Barn
4.97 out of 5 average rating, 820 reviews
Peaceful Country Retreat • Pool House & Hot Tub
4.95 out of 5 average rating, 244 reviewsWhen is the best time to visit Gillingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,802 GYD | G$34,312 GYD | G$33,894 GYD | G$36,614 GYD | G$36,823 GYD | G$37,241 GYD | G$35,986 GYD | G$37,451 GYD | G$34,521 GYD | G$32,848 GYD | G$31,592 GYD | G$33,685 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





