
Family-friendly vacation rentals in Maidstone
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maidstone
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Self-contained annex, with off-road parking.
Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

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.

Sissinghurst Stables in the Garden of England.
Sit and enjoy the large private garden from the sunny south -facing terrace. This rustic home has an authentic feel, with a quirky calming country design, interspersed with antique furniture and botanical artwork throughout. There is a separate TV room and magical mezzanine play area with baskets of toys for children. There is a private, sunny, nature filled garden. Only one hour from London by train which makes it a perfect location for a city trip too. Insta: Sissinghurst_stables_airbnb

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.

Weald Lodge: self-contained annexe with parking
This stylish place to stay is perfect for couples looking for a country get away with walks across the fields. Driving distance to local amenities, pubs/restaurants & attractions. Weald Lodge is a separate annexe in the gardens of Wealdview Farmhouse (TN12 6SP) PLEASE NOTE, despite being in the category of farm, we are not a farm and do not have far machinery. The fields around us have grazing sheep Due to the open beams on the mezzanine level, we don't encourage infants or children

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.

Peaceful apt, views, garden, WiFi & sunsets
Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Country views * Wi-Fi * Self check in * 6ft super king bed * Heating * Smart TV * Plus a summerhouse * Under 1 hour train from London * Local pub/food 10 minute walk * Close to country walks * River Medway 1 mile for boating/walks * Not suitable for pets or children * Please note EV charging is NOT permitted on the property*

Summer House
Set in a picturesque village with miles of country walks, this detached Summer House is located just a few minutes walk from the village centre where you will find a local pub, tea room, village store and Italian delicatessen . From its position you will enjoy beautiful views of rolling countryside and access to walks on your doorstep, as well as several National Trust places like Sissinghurst and Scotney Castle close by.

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.

The Heath large log cabin Maidstone
Large detached one bedroom log cabin with open plan kitchen/lounge which has a vaulted ceiling. Has its own side entrance and is totally separate from the main house. We also have off street parking for 1 car. Ideal if you want to get away from it all for a few days or weeks. Located 2 minutes from J7 M20 close to Maidstone. Ideal for Leeds Castle. The Kent show ground. and Kent life. The Maidstone studios.
Popular amenities for Maidstone family-friendly rentals
Family-friendly home rentals with a hot tub

The Granary at Coes Vineyard, East Sussex

The Wren Pod

The Old Stable

Romantic Hideaway & Hot tub in Kent Countryside.

Little Yurt Retreat; Tiny Home, Snug, City Centre!

Hoppers' Hideaways - The Hoppers' Halt - Kent

Shepherds hut

Daweswood Guest Suite - luxury retreat & hot tub.
Family- and pet-friendly home rentals

A Kent Coach House getaway for peace and quiet

Countryside Escape in Beautiful Cosy Cottage

Cottage on the historic Pilgrims Way (Lenham)

Unique barn conversion with beautiful marsh views

Garden Lodge

The Oast Cottage: Private Annex with own entrance.

Cosy 1 bed countryside cottage, tranquil location

Little Stonewall’s Guest Suite
Family-friendly home rentals with a pool

Tranquil Country Retreat with Pool & Hot Tub

Beautiful log cabin set in a stunning meadow

Stay and Swim at our home & private indoor pool.

Plantagenet: A Historic Country Cottage with Pool

Alpaca Lodge

Blackthorn is a luxurious, rural retreat for two.

Kent home with a view

Badgers Den - Covehurst Bay Holiday Cottage
When is the best time to visit Maidstone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $232 CAD | $233 CAD | $235 CAD | $253 CAD | $249 CAD | $259 CAD | $252 CAD | $256 CAD | $261 CAD | $243 CAD | $225 CAD | $246 CAD | 
| 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 vacation rentals that are family-friendly in Maidstone

Total vacation rentals
Explore 110 vacation rentals in Maidstone

Nightly prices starting at
Maidstone vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Maidstone vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Maidstone rentals

4.6 Average rating
Maidstone stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Paris Vacation rentals
 - London Vacation rentals
 - Picardy Vacation rentals
 - Grand Paris Vacation rentals
 - Amsterdam Vacation rentals
 - Thames River Vacation rentals
 - South West England Vacation rentals
 - Inner London Vacation rentals
 - Rivière Vacation rentals
 - Brussels Vacation rentals
 - South London Vacation rentals
 - Central London Vacation rentals
 
- Pet-friendly rentals Maidstone
 - Apartment rentals Maidstone
 - Hotel rentals Maidstone
 - Cottage rentals Maidstone
 - Smoking-friendly rentals Maidstone
 - Rentals with a washer and dryer Maidstone
 - Condo rentals Maidstone
 - House rentals Maidstone
 - Rentals with outdoor seating Maidstone
 - Rentals with a patio Maidstone
 - Rentals with a fireplace Maidstone
 - Fitness-friendly rentals Maidstone
 - Serviced apartment rentals Maidstone
 - Family-friendly rentals Kent
 - Family-friendly rentals England
 - Family-friendly rentals United Kingdom
 
- British Museum
 - Covent Garden
 - Buckingham Palace
 - Big Ben
 - Trafalgar Square
 - Tower Bridge
 - The O2
 - London Bridge
 - Hampstead Heath
 - Wembley Stadium
 - Emirates Stadium
 - St Pancras International
 - St. Paul's Cathedral
 - ExCeL London
 - Camden Market
 - London Stadium
 - Alexandra Palace
 - Clapham Common
 - Primrose Hill
 - Queen Elizabeth Olympic Park, London
 - Hampton Court Palace
 - Kew Gardens
 - Tower of London
 - Chessington World of Adventures Resort