
Family-friendly holiday 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.

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.

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

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.

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.

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.

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.

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!

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.

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.

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.

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
Family-friendly home rentals with a hot tub

The Wren Pod

Little Willow Barn

The Old Stable

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

Romantic Hideaway & Hot tub in Kent Countryside.

Plantagenet: A Historic Country Cottage with Pool

Hoppers' Hideaways - The Hoppers' Halt - Kent

Kent’s Romantic Shepherd's Hut - The Hide
Family- and pet-friendly home rentals

A Kent Coach House getaway for peace and quiet

The Old Log Cabin at Dungeness

Hazel Tree Cottage. A secluded country retreat.

The Oast Cottage: Private Annex with own entrance.

Yurt in Kent

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Ticehurst Home with a view

Oak Lodge @ The Oaks Retreat
Family-friendly home rentals with a pool

Sea View Holiday Flat + Pool & Spa in Countryside

Stay and Swim at our home & private indoor pool.

Evegate Manor Barn

Secluded Shepherds Hut with Heated Pool & Firepit

Alpaca Lodge

Kent home with a view

Pigeon Hole, Organic Vineyard stay with Pool.

The Pool Shed with heated swimming pool (may-sept)
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £142 | £146 | £143 | £141 | £145 | £147 | £151 | £156 | £142 | £143 | £139 | £149 |
| 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 |
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!
Destinations to explore
- Rentals with outdoor seating 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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