Family-friendly vacation rentals in Maidstone District

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.

Indoor spacesFamilyBathroom

Guesthouse in West Malling

A light and airy living area is showcased, featuring a king-size bed with neatly arranged linens. A small dining table is positioned near a window, offering views of the outdoors. A sofa and kitchenette are visible, enhancing the space's functionality.

Idyllic countryside annexe

Relax and unwind in this tranquil space, a short stroll to the charming high street of West Malling with its boutique shops, pubs and restaurants. The annexe is set in the grounds of our family home, overlooking gardens and fields of the Kent countryside. It has parking and its own separate entrance, accessed via a key box. The space is light and airy with a king size bed, table, sofa, living area, kitchenette and en-suite. Ideal for a couples retreat or to use as a base to explore the area.

KitchenFamilyComfort

4.94 out of 5 average rating, 113 reviews

Superhost

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.

FamilyIndoor spacesDecor

4.88 out of 5 average rating, 139 reviews

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

Chilston Home Farm is a period farmhouse in the middle of Kent, the Garden of England. We have lovely walks right from the door, it's perfect for exploring historic Kent and there's easy access to trains to London & Europe. You’ll love the period ambiance: the kitchen Aga, cosy log fires. Two of the bedrooms have king-size four-posters. There's even a bijou cinema! Lots of books & games, a piano, guitar & drums for music lovers, pool table & darts. Ideal for couples or larger families.

KitchenIndoor spacesView

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 spacesKitchenCheck-in

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.

FamilyIndoor spacesDecor

5.0 out of 5 average rating, 108 reviews

The interior features wood-paneled walls, creating a warm ambiance. A vintage world map is displayed prominently above two neatly made beds, each adorned with tropical-patterned bedding and contrasting yellow pillows.

Bus in Hollingbourne

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.

FamilyKitchenGetting around

5.0 out of 5 average rating, 286 reviews

The entrance to The Annex features a well-defined porch with a welcoming door. Flower pots with red blooms sit on either side of the entrance, while a gravel pathway leads up to the front, framed by greenery from nearby plants.

Home in Leeds

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use. Sorry we can not accommodate children/infants. Located in the historical Kentish village of Leeds, 10 mins walk to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle /Euro tunnel/Dover ferry port/London via train The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

FamilyKitchenLocation

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.

KitchenFamilyQuiet

The exterior of the lodge showcases a modern structure with dark wood siding, complemented by multiple large windows. Sunlight filters through the trees, illuminating the gravel parking area in front. A inviting entrance can be seen leading into the accommodation.

4.97 out of 5 average rating, 243 reviews

Northdown Lodge

We are a unique rural modern lodge with every luxury, nestled in 3 acres. Beautiful views and walking on the Northdown's way. Great local pubs to enjoy. No better place to relax and unwind watching amazing sunsets, and perhaps sampling our local wine grown next door. Or put your feet up by the log burner and watch a film from our vast collection, perhaps with a homemade afternoon tea (available to book in advance). Whatever your preference, you wont be disappointed.

KitchenFamilyBreakfast

4.96 out of 5 average rating, 221 reviews

Barn in Kent

Birch Cottage: Hot Tub, Alpacas & Charm

🛁 Birch Cottage: Hot Tub & Alpaca Views Welcome to Birch Cottage, a beautiful holiday home in the village of Harrietsham, at the foot of the North Downs. Enjoy your private, wood-fired hot tub and the surrounding outstanding views. Located on a working smallholding, you'll meet our resident alpacas, pigs, and sheep (like Bam!) and our goose, Meggi. Perfect for wildlife lovers and those seeking fantastic country walks. A unique, tranquil retreat awaits!

Indoor spacesKitchenPets

4.91 out of 5 average rating, 338 reviews

Hermitage Cottage 2 Guests 2 Children.

Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.

FamilyKitchenLong stay

Popular amenities for Maidstone District family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

The interior of the yurt features a circular skylight, allowing natural light to fill the space. A cozy bed is positioned centrally, surrounded by a warm rug and wooden furniture. Soft lighting and decorative accents create a relaxed ambiance, enhanced by the presence of bookshelves and seating areas.

Yurt in Kent

Magical Yurt, Outdoor Bath & Cinema - City Centre

Indoor spacesFamilyGetting around

4.92 out of 5 average rating, 529 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.

4.98 out of 5 average rating, 341 reviews

Plantagenet, A Historic Country Cottage with Pool

KitchenFamilyCleanliness

4.91 out of 5 average rating, 586 reviews

Shepherd’s hut in Kent

Shepherds hut

KitchenIndoor spacesTV

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

FamilyIndoor spacesSkiing

Shepherd’s hut in Cranbrook

A serene pathway leads through a lush field of yellow flowers to The Hoppers' Halt, set against a backdrop of green trees and rolling hills. The structure is framed by nature, with a clear blue sky dotted with clouds.

Hoppers' Hideaways - The Hoppers' Halt - Kent

Indoor spacesFamilyQuiet

4.96 out of 5 average rating, 262 reviews

4.98 out of 5 average rating, 374 reviews

A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.

Cottage in Rotherfield

The Granary, Organic Vineyard stay with Pool.

Indoor spacesKitchenBreakfast

The cottage is set in lush, mature grounds, surrounded by trees and colorful shrubs. A gentle stream meanders through the garden, with seating areas visible among the greenery. The house features a sunlit facade, offering a serene view of the countryside.

4.96 out of 5 average rating, 324 reviews

Daweswood Cottage Guest Favourite, hot tub & lake

FamilyIndoor spacesCheck-in

4.99 out of 5 average rating, 258 reviews

A spacious dining area is furnished with a wooden dining table surrounded by brown chairs. Soft lighting is provided by woven pendant lamps above. A comfortable living space can be seen in the background, featuring grey sofas and a log burner, against a backdrop of exposed stone walls.

Barn in Battle

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

FamilyKitchenWalkability

Family- and pet-friendly home rentals

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.

FamilyKitchenWalkability

4.89 out of 5 average rating, 953 reviews

4.95 out of 5 average rating, 160 reviews

A rustic home is surrounded by lush greenery, with a spacious garden inviting relaxation. The exterior features a warm color palette, complemented by large windows and a welcoming terrace that provides access to the garden.

Barn in Cranbrook

Sissinghurst Stables in the Garden of England.

Indoor spacesFamilyPool

Townhouse in West Malling

Victorian Home in Heart of West Malling | Parking

KitchenFamilyCondition

4.85 out of 5 average rating, 100 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

Indoor spacesKitchenDecor

Superhost

An open living area features a modern gray sofa, sleek cabinetry, and a wall-mounted television. Large windows offer views of the surrounding landscape. The wooden flooring, designed in a herringbone pattern, complements the light wood paneling and cabinetry throughout the space.

Barn in Kent

Oak Lodge @ The Oaks Retreat

KitchenFamilyCondition

4.87 out of 5 average rating, 128 reviews

A heated swimming pool is enclosed within a glass structure, providing a bright and spacious atmosphere. Comfortable seating arrangements are visible nearby, alongside decorative features such as a clock and wall art. The water reflects the surrounding light, enhancing the serene environment.

4.97 out of 5 average rating, 237 reviews

The Cosy Cottage, with heated swimming pool !

KitchenIndoor spacesLocation

4.99 out of 5 average rating, 131 reviews

Beach house in Dungeness

FamilyKitchenAccuracy

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.

KitchenFamilyTV

Family-friendly home rentals with a pool

An indoor pool is showcased, bordered by blue mosaic tiles. A relaxation area is visible at one end, featuring white seating. A circular skylight provides natural light, and a wave mural adorns the wall behind the pool, enhancing the tranquil ambiance.

4.99 out of 5 average rating, 188 reviews

Stay and Swim at our home & private indoor pool.

Indoor spacesFamilyCondition

4.97 out of 5 average rating, 179 reviews

Barn in Lympne

Countryside barn conversion with stunning views

FamilyIndoor spacesBathroom

4.98 out of 5 average rating, 107 reviews

Two alpacas are seen grazing on lush green grass in a tranquil garden setting. The foreground features a brown alpaca with a fluffy coat, while a light-colored alpaca, slightly blurred in the background, stands attentively. Trees line the garden's perimeter, providing a natural backdrop.

Guesthouse in Borden

Alpaca Lodge

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 371 reviews

An open-plan living area features a large, curved sofa positioned towards a wall-mounted television. Natural light enters through sliding glass doors, which lead to an outdoor space. A modern kitchenette is visible, along with a washing machine, adding functionality to the inviting layout.

Guesthouse in Kent

Kent home with a view

FamilyIndoor spacesSleep quality

The exterior of a two-story clapboard house is shown, featuring a distinctive octagonal tower. Light blue siding contrasts with a dark shingled roof. A paved driveway leads to the front entry, flanked by neatly trimmed shrubs and trees, under a clear blue sky.

4.85 out of 5 average rating, 157 reviews

The Lighthouse, Kent Coast.

FamilyIndoor spacesTV

4.95 out of 5 average rating, 244 reviews

Tiny home in Kent

Peaceful Country Retreat • Pool House & Hot Tub

FamilyIndoor spacesWifi

4.96 out of 5 average rating, 175 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

Indoor spacesKitchenQuiet