Family-friendly holiday rentals in Maidstone District

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 340 holiday rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 11,960 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    330 of Maidstone District holiday rentals include wifi 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!

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 favourite
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
5 out of 5 average rating, 261 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.

Top guest favourite
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
4.98 out of 5 average rating, 331 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

Top guest favourite
A small wooden cabin is set against a backdrop of lush greenery and a clear blue sky. Several sheep graze peacefully in the vibrant green grass surrounding the cabin, with a wooden fence delineating the area.
Farm stay
4.97 out of 5 average rating, 335 reviews

Ayleswade shepherd hut in Kent countyside

set in the small village of biddenden in the heart of the kent countryside belonging to a local farming family of many generations .You can expect beautiful country walks with many footpaths and local villages nearby for cream teas and lovely lunches , the nearby village of Headcorn with its straight connections to London or the coast is good for sightseeing, you wake up to views of our sheep and free range chicken and enjoy a relaxing cup of tea.Theres milk ,tea and coffee and our eggs for you

Guest favourite
Farm stay
4.92 out of 5 average rating, 156 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.
Flat
4.88 out of 5 average rating, 134 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 favourite
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
4.97 out of 5 average rating, 154 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 favourite
A spacious studio with high ceilings is complemented by exposed wooden beams. A Swedish log burner sits centrally on a tiled platform. Large windows allow natural light to flood the space, enhancing the calm atmosphere. A cozy seating area and dining space are also visible.
Guest house
4.97 out of 5 average rating, 287 reviews

Woodsmoke Studio: Boho country retreat

Relax and unwind in this artist-run bohemian retreat. Tucked away in the village of Preston, surrounded by countryside, you'll enjoy a peaceful 'get-away' within easy reach of local amenities and Kent's stunning coastline. The studio is blissfully quiet, set back from the cottage with its own entrance under a vine-covered pergola, with views to a large garden. Your host is happy to interact as much or as little as you like, gladly sharing the best experiences the area has to offer.

Guest favourite
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
4.96 out of 5 average rating, 228 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.

Top guest favourite
A dining table is set with homemade bread and refreshments, positioned near a window that offers a view of rolling fields. Outside, a group of alpacas stands by a wooden fence, surrounded by green grass and trees.
Barn
4.96 out of 5 average rating, 217 reviews

North Downs 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!

Guest favourite
Home in Kent
4.91 out of 5 average rating, 325 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 favourite
A modern retreat structure features a covered outdoor area, showcasing a classic roll top bath and a seating area with a chair. Large glass doors open to the interior, complemented by decorative wall accents and greenery, with a natural landscape visible in the background.
Farm stay
4.95 out of 5 average rating, 100 reviews

Reeds retreat

welcome to Reeds Retreat , why not come and enjoy the lovely setting of this romantic spot in nature! Watch the wildlife while relaxing in the outside roll top bath or maybe spend the evening star gazing. Reeds retreat is the perfect space to unwind alone or with a special someone! Afternoon tea, with or without fizz can be added to your stay ! (On request) Pamper yourself during your stay, please feel free to enquire!

Top guest favourite
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.
Guest house
4.99 out of 5 average rating, 308 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.

Popular amenities for Maidstone District family-friendly rentals

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