Family-friendly holiday rentals in Maidstone District

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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
Apartment
4.99 out of 5 average rating, 289 reviews

Stylish Apartment With Private Summerhouse &Garden

Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden plus a charming vintage summerhouse - perfect for relaxing weekend breaks just 1 hour from London. Ideal for couples looking for a peaceful countryside escape, offering rural views, countryside walks nearby and a local pub within a 12 min stroll. With self check in, parking and your own private entrance, it’s an easy base to unwind and explore Kent’s villages, vineyards and historic houses.

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, 257 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 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, 332 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, 154 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.

Top guest favourite
A four poster bed occupies the center of the room, adorned with patterned pillows and a soft throw. Bold teal walls enhance the vibrant wallpaper featuring botanical designs. The space is illuminated by two stylish light fixtures overhead, creating a calm and inviting atmosphere.
Cabin
4.99 out of 5 average rating, 161 reviews

Pancake Lodge - with hot tub and four poster

Pancake Lodge is a perfect sanctuary with four poster bed and hot tub. This quirky cabin sits amongst a working apple farm with beautiful views across the glorious Greensand Ridge. Guests can relax in the fabulous surroundings and indulge in scenic walks using the many public footpaths that cross the farm. There are also many local walks too. The historic Leeds Castle is a 5 minute drive, many local pubs and restaurants and the south east coast is within easy reach.

Top guest favourite
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.
Guest house
4.97 out of 5 average rating, 357 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 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!

Top guest favourite
Bungalow
4.97 out of 5 average rating, 104 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

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, 305 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 favourite
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.
Guest house
4.98 out of 5 average rating, 130 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 favourite
A pathway bordered by lush greenery leads to a wooden gate. A small birdhouse stands nearby, surrounded by scattered stones. The area is illuminated by natural light, showcasing a serene garden setting with a hint of rustic charm.
Guest suite
4.73 out of 5 average rating, 225 reviews

Charming Valence Green Cottage Annexe

Spacious double bedroom in annexe with kitchenette and shower room. Free parking, Sky TV and WiFi as well as own entrance and outdoor space. Ideal for short stays. Please take care on the path down to the annexe as when it has been raining it can be a bit slippery. If you are going to arrive after dark and would like the outside lights left on please don't hesitate to let me know

Popular amenities for Maidstone District family-friendly rentals

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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!

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