Family-friendly vacation rentals in Maidstone

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.

Private secluded treehouse retreat

20ft up nesting between three sturdy oak trees this treehouse made of recycled timbers and is surrounded by trees and has glimpses of the northdowns AONB Cosy and private set on the edge of a barley field the only sound is wind through the trees and birdsong. Heater and double glazing makes this ideal in winter or summer, and a chemical loo in the cabin at ground level adds a creature comfort. There is an induction hob, cool box electric kettle and Bluetooth speaker and a variety of games .

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!

Wooded Bubble tent

Located on a 120 acre farm. The ultimate star gazing pad. The unusual lodging is fully equipped to help you enjoy a excellent and original night. A cosy bed, a toilet, shower, clean towels and a thousand stars over you. Lay in bed turn off the lamps and start counting. Enjoy a relaxing wood burning hot tub with a glass of prosecco, inhale a breath of fresh air and lay back and enjoy the views of the North downs. Tap onto my profile picture see my other bubbles. Not suitable for under 4 years.

Riverside Cottage , Maidstone

Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.

Adorable 1 bed guesthouse with patio

Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

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.

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.

Apple Blues Farm

A beautiful log cabin set in a private 10-acre spot with stunning farmland views. Relax in your own private hot tub while alpacas roam freely nearby. Whether it’s a peaceful break with your partner or a family getaway where little ones can run free, there’s something for everyone. Feed the alpacas, sheep and goats if animals are your thing. A local pub is just a short walk away, with several great pubs within a 5–10 minute drive. Not far from us is the big cat sanctuary and Leeds castle.

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12

Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.

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.