Family-friendly vacation rentals in Maidstone District

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Maidstone District

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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
5 out of 5 average rating, 235 reviews

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to 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.

Guest favorite
An aerial view showcases multiple transparent bubbles nestled within a green landscape. Each bubble features unique geometric rugs and comfortable seating options. Surrounding gravel paths and patches of grass enhance the natural setting, complemented by trees that provide a serene backdrop.
Farm stay in Frinsted
4.92 out of 5 average rating, 148 reviews

Grand Bubble

Grand bubble sleeps 4 people who can enjoy the ultimate view of nature. You can fall asleep with the stars and wake up to the rising sun. This bubble has the wow factor and includes your own hot tub, BBQ, a shower, a flushing toilet, outdoor chess set and a golf buggy. The bubble is very secluded set at a bottom of a 12 acre field off a woodland. Out side of the bubble is a very large outdoor gazebo with comfy seating and a large gas bbq so even if it rains you can still bbq comfortably.

Superhost
A modern kitchen area features sleek dark cabinetry and stainless steel appliances, including an oven and microwave. Two pendant lights hang above a wooden bar with seating for two. A light gray sofa is positioned nearby, complemented by an orange decorative pillow.
Apartment in Kent
4.88 out of 5 average rating, 132 reviews

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.

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
4.97 out of 5 average rating, 151 reviews

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.

Top guest favorite
An exterior view of a barn features a neatly maintained lawn, framed by a stone structure. Double glass doors lead into the barn. Two small chairs are positioned on a paved patio area near the entrance, inviting relaxation. Surrounding greenery adds a natural touch.
Guesthouse in Boughton Monchelsea
4.97 out of 5 average rating, 339 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

Guest favorite
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.
Cottage in Hollingbourne
4.97 out of 5 average rating, 222 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.

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
4.86 out of 5 average rating, 107 reviews

Oak Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.

Guest favorite
Double doors open to a private garden highlighting a well-maintained lawn and patio area. A circular table with ornate chairs is positioned centrally, and a barbecue station is visible in the background. The scene is illuminated by natural sunlight.
Home in Aylesford
4.92 out of 5 average rating, 309 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.

Top guest favorite
A spacious room features a super king bed adorned with crisp white linens, flanked by bedside tables with floral lamps. A comfortable sofa in a muted blue hue is positioned in front, inviting relaxation. Natural light enters through a window, illuminating the warm wooden flooring.
Guesthouse in Yalding
4.99 out of 5 average rating, 299 reviews

The Old Engineer, a rural boutique retreat

Our rural boutique accommodation with private entrance and pretty courtyard garden is surrounded by fields. The space is designed with the guests comfort and luxury in mind. It is the perfect spot for a relaxing and peaceful get away. Super king bed (or twin if requested). Located between Tunbridge Wells and Maidstone, close to the Hop Farm and attractions such as Sissinghurst Gardens, Vineyards and many NT properties.

Top guest favorite
A fenced area features several alpacas grazing peacefully, showcasing their unique appearance against the backdrop of green grass and trees. An inviting dining table with pink curtains hints at a warm interior space, while a well-equipped kitchen area is seen with containers for tea and coffee beside a glass display.
Cottage in Kent
4.95 out of 5 average rating, 165 reviews

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

🥂 Oak Cottage: Hot Tub & Private Patio Escape to Oak Cottage in charming Harrietsham, at the foot of the North Downs. Enjoy a wood-fired hot tub on your large private patio and soak up the views. Located on a smallholding with alpacas, pigs, and sheep (Bam!), expect tranquility and wildlife. Includes our signature homemade welcome pack. Ask about our celebration decorations! Book your perfect Kent getaway.

Top guest favorite
The exterior of a rustic barn highlights natural wood siding under a bright blue sky, accented by wispy clouds. A spacious lawn in front leads to a gravel driveway, with a view of the rolling countryside and distant hills visible in the background.
Guesthouse in Pluckley
4.98 out of 5 average rating, 115 reviews

Silverwood Studio Countryside Getaway

Escape to the countryside at Silverwood Studio, based on a farm in the most stunning location in Kent. We have recently renovated this barn to a high standard, complete with a log burner, kitchenette and a large picture window looking over the most fantastic view. It is located in a truly beautiful setting, in the middle of the English countryside, perfect for a romantic getaway or peaceful retreat.

Guest favorite
Cottage in Marden
4.89 out of 5 average rating, 114 reviews

The Clock House - a haven of tranquility!

In a rural setting, this beautiful converted property is surrounded by countryside and orchards. It sits in its own grounds of our house offering a haven of tranquility, but close to the village of Marden with a rail connection to London and just 20 mins from Tunbridge Wells with plenty of bars, restaurants and shops. Nearby attractions include Bewl Water, Bedgebury Pinetum and Hush Heath Vineyard.

Popular amenities for Maidstone District family-friendly rentals

When is the best time to visit Maidstone District?

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Quick stats about vacation rentals that are family-friendly in Maidstone District

  • Total vacation rentals

    Explore 340 vacation rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District vacation rentals start at $30 per night before taxes and fees

  • Verified guest reviews

    Over 11,960 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Maidstone District vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maidstone District rentals

  • 4.8 Average rating

    Maidstone District stays are highly rated by guests—averaging 4.8 out of 5!

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