
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 $51 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
160 of Gillingham holiday 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.

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.

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.

*NEW* Perfect Location! Beautiful Cottage hideaway
Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!

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

Wooded Bubble tent
Located on a 120 acre farm. The ultimate star gazing pad. The unusual lodging is fully equipped to help you enjoy a excellent and original night. A cosy bed, a toilet, shower, clean towels and a thousand stars over you. Lay in bed turn off the lamps and start counting. Enjoy a relaxing wood burning hot tub with a glass of prosecco, inhale a breath of fresh air and lay back and enjoy the views of the North downs. Tap onto my profile picture see my other bubbles. Not suitable for under 4 years.

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.

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.

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.

Castle Cottage, Wadhurst
Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.

Minty the green bus conversion
Welcome to a one-of-a-kind overnight stay in the heart of the countryside - an enchanting escape that promises to leave you awe-inspired. Nestled amidst rolling hills and lush greenery, this extraordinary accommodation invites you to step into a world where comfort meets innovation: a converted bus transformed into a charming tiny home! A beacon of creativity against the natural backdrop - internally, a captivating mix of repurposed materials and thoughtfully designed elements.

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

The Sauna House

Unique luxury self-contained oast house

Cosy Woodland Lodge with outdoor Hot Tub

Romantic Hideaway & Hot tub in Kent Countryside.

Luxury Spa Retreat: Sauna & Hot Tub

Plantagenet: A Historic Country Cottage with Pool

Evegate Manor Barn

Cottage in the Wood, Detling
Family- and pet-friendly home rentals

Cosy 3 bedroom cottage in the heart of Kent

Cosy Rural Retreat with Log Burner

Ascot – West Street

Oak Lodge @ The Oaks Retreat

Countryside Escape in Beautiful Cosy Cottage

Pool Cottage, peaceful retreat close to London.

Riverside Cottage , Maidstone

Gather&Unwind: Gardens, Woodland & Tennis Cottages
Family-friendly home rentals with a pool

Alpaca Lodge

Kent Pool Cottage ~ Private Indoor Heated Pool

Peaceful Country Retreat • Pool House & Hot Tub

The Old Stable

Cosy shepherd’s hut in beautiful Kent countryside

Countryside barn conversion with stunning views

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

Sycamore Lodge - Two bedroom's & EV car charger.
When is the best time to visit Gillingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 NZD | $276 NZD | $273 NZD | $295 NZD | $297 NZD | $300 NZD | $290 NZD | $302 NZD | $278 NZD | $265 NZD | $254 NZD | $271 NZD |
| 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
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Stadium
- London Eye
- British Museum
- Regent's Park





