Family-friendly vacation rentals in Gillingham

4.96 out of 5 average rating, 144 reviews

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.

KitchenFamilyAccuracy

4.96 out of 5 average rating, 158 reviews

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.

FamilyKitchenWifi

Guesthouse in Sittingbourne

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.

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.

KitchenFamilyCleanliness

4.93 out of 5 average rating, 309 reviews

5.0 out of 5 average rating, 207 reviews

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 spacesKitchenComfort

4.85 out of 5 average rating, 252 reviews

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

Indoor spacesFamilyValue

4.92 out of 5 average rating, 213 reviews

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 spacesKitchenParking

4.88 out of 5 average rating, 139 reviews

Apartment in Kent

The Bohemian Basement

The Bohemian Basement is a unique stylish one bed apartment with its own private garden in the heart of Maidstone. The apartment is 1 of 3 within a newly converted Victorian property just minutes walk from the town centres shops, restaurants and bars. Perfectly equipped with everything you’ll need while visiting Maidstone and with the added bonus of having a wonderful private outdoor garden space, makes this a fantastic Airbnb. There is free on street permit parking which we supply.

Indoor spacesFamilyValue

4.98 out of 5 average rating, 114 reviews

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.

Indoor spacesKitchenGrill

4.97 out of 5 average rating, 179 reviews

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.

FamilyKitchenTV

4.98 out of 5 average rating, 147 reviews

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 spacesFamilyView

4.99 out of 5 average rating, 146 reviews

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 spacesKitchenPets

4.92 out of 5 average rating, 118 reviews

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.

KitchenFamilyValue

Popular amenities for Gillingham family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 625 reviews

A light-filled lounge area features natural wood paneling and modern furnishings, including a cozy sofa and round chair. A sliding glass door opens to a grassy outdoor space, while an area rug adds warmth to the contemporary design.

Cabin in Maidstone

Cosy Woodland Lodge with outdoor Hot Tub

Indoor spacesKitchenValue

4.98 out of 5 average rating, 341 reviews

A charming cottage is nestled within a lush garden, framed by mature trees. Sunlight filters through the branches, casting gentle shadows on the well-maintained grass. A swing hangs from one of the trees, inviting relaxation in a private outdoor space.

Cottage in Kent

Plantagenet, A Historic Country Cottage with Pool

FamilyIndoor spacesTV

4.85 out of 5 average rating, 180 reviews

An indoor oasis features a private hot tub surrounded by a sleek, modern design. Soft lighting highlights the smooth surfaces and calming water, while a plush seating area with dark cushions offers a space for relaxation. Lush greenery adds a touch of tranquility.

Guesthouse in Stockbury

The Sauna House

KitchenFamilyCleanliness

Shepherd’s hut in Meopham South

Shepherds Hut in Harvel

Indoor spacesFamilyAccuracy

5.0 out of 5 average rating, 109 reviews

4.85 out of 5 average rating, 215 reviews

A charming cottage exterior is framed by lush greenery and mature trees. The building features a traditional wooden door and a large window, allowing natural light to fill the interior. Gravel pathways lead to the entrance, enhancing the rustic appeal of the setting.

Cottage in Detling

Cottage in the Wood, Detling

Indoor spacesFamilyPets

Guest suite in North Benfleet

A two-story white building features large glass panels on the front, allowing natural light to illuminate the interior. The entrance is accentuated by decorative stone columns on either side. A paved area with gravel is visible in the foreground.

Adorable 4 bedroom annex with hot tub

Indoor spacesFamilyTV

4.97 out of 5 average rating, 468 reviews

4.96 out of 5 average rating, 221 reviews

Barn in Kent

Birch Cottage: Hot Tub, Alpacas & Charm

KitchenFamilyOutdoor spaces

5.0 out of 5 average rating, 557 reviews

A close-up of a wooden tray features two elegant champagne flutes alongside a bottle of Taittinger champagne. Fresh rose petals are scattered on the tray, with a bubbling hot tub visible in the background.

Place to stay in Lynsted

Romantic Hideaway & Hot tub in Kent Countryside.

KitchenIndoor spacesSleep quality

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 220 reviews

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 spacesAmenities

4.92 out of 5 average rating, 275 reviews

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 spacesFamilyRiver

4.95 out of 5 average rating, 359 reviews

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 spacesKitchenAccuracy

4.97 out of 5 average rating, 160 reviews

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

Indoor spacesKitchenComfort

4.95 out of 5 average rating, 534 reviews

Cabin in Rochester West

Cosy Rural Retreat with Log Burner

Indoor spacesFamilyBreakfast

4.95 out of 5 average rating, 160 reviews

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

Indoor spacesFamilyBackyard

4.98 out of 5 average rating, 206 reviews

A warm-toned entry leads into a cozy room featuring a rocking chair and a wooden dresser. The walls are painted a soft yellow, and a natural wood ceiling adds to the inviting atmosphere. A wall hook is visible, providing space for personal items.

Cabin in Biddenden

Podkin Lodge- Cabin Kent/Sussex border.

FamilyIndoor spacesAccuracy

Cottage in Boughton Monchelsea

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.

The Oast Cottage: Private Annex with own entrance.

KitchenIndoor spacesBreakfast

4.89 out of 5 average rating, 953 reviews

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 176 reviews

The indoor heated swimming pool features a clear blue surface and is framed by rustic wooden beams. Large windows allow natural light to fill the space, while loungers line the poolside for relaxation. A safety cover is visible over one end of the pool.

Home in Canterbury

Kent Pool Cottage ~ Private Indoor Heated Pool

KitchenFamilyNearby

4.97 out of 5 average rating, 173 reviews

The exterior of White Hill Lodge is highlighted, showcasing a modern log cabin design with a sloping roof. Surrounding greenery includes various trees and shrubs, and a pathway leads up to the cabin. A clear blue sky provides a bright backdrop.

Cabin in Shoreham

Beautiful log cabin set in a stunning meadow

FamilyKitchenValue

5.0 out of 5 average rating, 240 reviews

A spacious interior features a rustic charm with exposed wooden beams and brickwork. A large bed is centered in the room, complemented by a comfortable sofa and a vintage trunk. A desk and chair provide a workspace, while large windows allow natural light to fill the space.

Barn in Kent

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

KitchenIndoor spacesAccess

4.95 out of 5 average rating, 244 reviews

Tiny home in Kent

Peaceful Country Retreat • Pool House & Hot Tub

FamilyIndoor spacesLocation

4.96 out of 5 average rating, 314 reviews

The exterior of a charming wooden building features a symmetrical facade with large windows and rustic wooden shutters. Planters with vibrant flowers decorate the entryway, while a brick seating area is paired with wrought iron chairs, inviting relaxation amidst the countryside surroundings.

Home in Horsmonden

The Old Stable

Indoor spacesKitchenComfort

4.89 out of 5 average rating, 204 reviews

Guesthouse in Sellindge

Sycamore Lodge - Two bedroom's & EV car charger.

KitchenFamilyBreakfast

4.94 out of 5 average rating, 103 reviews

A spacious outdoor deck features a textured table and seating, providing a comfortable area for relaxation. The view reveals expansive green fields stretching towards the horizon under a clear blue sky, with distant structures subtly visible.

Holiday park in Leysdown

Luxury 3 Bedroom Lodge with Spectacular views

FamilyIndoor spacesNearby