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.

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Top guest favorite
The modern countryside house features a striking angular design with large glass panels reflecting the sky. A spacious lawn surrounds the property, complemented by a patio and outdoor seating area. Lush greenery provides a natural border, enhancing the tranquil outdoor setting.
Barn in Sutton Valence

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
Guest favorite
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home in Rainham

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
Top guest favorite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guesthouse in Sittingbourne

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
Top guest favorite
The exterior of a recently redecorated stable features dark wood siding and wooden doors. A central entrance is flanked by potted plants, while a circular stone fire pit is situated in front. The gravel courtyard is surrounded by lush greenery and cloudy skies.
Cottage in Hastingleigh

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
Top guest favorite
The exterior of a stone cottage is presented, featuring a balcony with a glass railing overlooking the river. Lush greenery surrounds the property, with a wooden jetty in the foreground, adding to the tranquil riverside setting.
Home in Maidstone

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
Guest favorite
Condo in Kent

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
Guest favorite
Home in Rochester West

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
Guest favorite
Barn in Lympne

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
Top guest favorite
Farm stay in Charing

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
Top guest favorite
Home in Detling

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
Top guest favorite
Cottage in Yalding

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
Guest favorite
Home in Medway

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 reviews

Popular amenities for Gillingham family-friendly rentals

Family- and pet-friendly home rentals

Guest favorite
A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.
Farm stay in Medway

Unique barn conversion with beautiful marsh views

FamilyIndoor spacesAir conditioning

4.94 out of 5 average rating, 220 reviews
Top guest favorite
A modern kitchen features sleek cabinetry and a spacious dining table surrounded by several chairs. Essential appliances, including a stove and kettle, are present. Natural light enters through a window, illuminating the countertops adorned with flowers and kitchen items.
Cottage in Borden

Cosy 3 bedroom cottage in the heart of Kent

Indoor spacesFamilySleep quality

4.95 out of 5 average rating, 359 reviews
Top guest favorite
A well-maintained exterior is shown, featuring a brick building with large glass doors leading out to a grassy area. Colorful flowers in various shades of red, yellow, and purple flourish in the foreground, providing a vibrant contrast to the serene landscape.
Apartment in Medway

Ascot - West Street

Indoor spacesKitchenParking

4.92 out of 5 average rating, 275 reviews
Guest favorite
The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.
Cottage in Boughton Monchelsea

The Oast Cottage: Private Annex with own entrance.

Indoor spacesKitchenSolo travel

4.89 out of 5 average rating, 953 reviews
Top guest favorite
The exterior of the farmhouse showcases a charming white facade with green trim. Quiet gardens filled with lush greenery and blooming flowers surround the building, providing a serene and inviting atmosphere. Large windows allow natural light to illuminate the interior spaces.
Home in Lenham

Farmhouse 4 posters cinema music room AGA kitchen

FamilyKitchenSleep quality

4.97 out of 5 average rating, 160 reviews
Top guest favorite
A charming cottage façade features a mix of red brick and white siding. The entrance is accented with a pink door, surrounded by greenery and flowering plants. Windows are adorned with white frames, allowing natural light to enhance the inviting exterior.
Cottage in Kent

2 bedroom Georgian cottage on Island Wall

FamilyKitchenOutdoor spaces

4.95 out of 5 average rating, 160 reviews
Top guest favorite
Cabin in Rochester West

Cosy Rural Retreat with Log Burner

Indoor spacesKitchenParks

4.95 out of 5 average rating, 533 reviews
Top guest favorite
An aerial view highlights a charming cottage with a red-tiled roof nestled among lush greenery. Surrounding gardens and trees create a serene outdoor setting, while a vehicle is parked by the cottage. The landscape features rolling hills in the background.
Place to stay in Selling

Character 18th Century annexe in tranquil village

FamilyIndoor spacesHiking

4.93 out of 5 average rating, 430 reviews

When is the best time to visit Gillingham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,804 GYDG$34,315 GYDG$33,897 GYDG$36,617 GYDG$36,826 GYDG$37,244 GYDG$35,989 GYDG$37,454 GYDG$34,524 GYDG$32,850 GYDG$31,595 GYDG$33,687 GYD
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