
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.

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.

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.

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

Luxurious, picture-perfect, stunning treehouse
Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

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.

Converted Coach House in Kent
Set in the ancient picturesque village of Wrotham, a self contained lovingly converted annex with a private entrance. A two min walk to the village high street with its three pubs and village shop. Borough Green is a mile away with direct trains to London in 35 - 45 mins. The village is surrounded by unspoilt countryside and amazing walks. Free on street parking. Well behaved pets are welcome. Other Attractions Yoga classes - on site Brands Hatch Motorsport - 7 mins Leeds Castle - 20 mins

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.

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.

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.

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!

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.

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
Family-friendly home rentals with a hot tub

Peaceful Country Retreat • Pool House & Hot Tub

The Wren Pod

The Old Stable

Romantic Hideaway & Hot tub in Kent Countryside.

Luxury Spa Retreat: Sauna & Hot Tub

Plantagenet: A Historic Country Cottage with Pool

Magical Yurt, Outdoor Bath & Cinema - City Centre

Hoppers' Hideaways - The Hoppers' Halt - Kent
Family- and pet-friendly home rentals

Petite Gite in an idyllic cottage garden.

The Oast Cottage: Private Annex with own entrance.

Yurt in Kent

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Cosy 3 bedroom cottage in the heart of Kent

Rural Cottage in grounds of Grade II* Farmhouse

Little Appleby

The Pool Shed with heated swimming pool (may-sept)
Family-friendly home rentals with a pool

The Granary, Organic Vineyard stay with Pool.

Evegate Manor Barn

Stay and Swim at our home & private indoor pool.

Secluded Shepherds Hut with Heated Pool & Firepit

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

Alpaca Lodge

Kent home with a view

Spacious barn with pool ideal for exploring Kent
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £143 | £147 | £144 | £142 | £146 | £148 | £152 | £157 | £143 | £144 | £139 | £150 |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Destinations to explore
- Pet-friendly rentals Maidstone District
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- Family-friendly rentals Kent
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- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
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- St Pancras International
- London Bridge
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