Family-friendly vacation 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.

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Guest favourite

Chalet in Kent

4.93 out of 5 average rating, 319 reviews

The Cottage - Self contained rural holiday retreat

A delightful self contained rural holiday chalet situated in the 3.5 acre grounds of our smallholding. We are in a small rural hamlet surrounded by orchards and footpaths with a village pub 4 doors away. Close to sandy beaches at Minnis Bay, Margate, Broadstairs and Ramsgate's Royal Harbour. Whitstable and the city of Canterbury are close by. We are also only 30 minutes to the eurotunnel and dover port if you fancy a day trip to france. Sandwich Bay and St Georges golf course are a short drive.

Dec. 3 – 10

$119 CAD per night

Guest favourite

Barn in Mereworth

4.99 out of 5 average rating, 166 reviews

Springfield Oast - piece of Kent history

Large historic building (1865), unique to the Kent region. Springfield Oast has two double bedrooms and two bathrooms. There's an impressive vaulted ceiling and beams. It sits independently within our home’s huge garden & has views of trees and fields. Guests have their own private courtyard and can also enjoy the peace of our garden. Perfectly located for Kent's historic castles and gardens. London & beaches are within an hour. Beautiful country walks. Maintained and cleaned to a high standard.

Sep. 20 – 27

$312 CAD per night

Guest favourite

Guesthouse in Kent

4.97 out of 5 average rating, 568 reviews

Stylish, Studio Apartment. 5 mins from Eurotunnel.

A newly refurbished, light, clean, fully functional living space with off road parking and outside area. Situated 2 minutes easy drive from M20 Junction 13, 5 minutes from Eurotunnel and 15 minutes from Port of Dover. This AirBnb is perfect for overnight stays or longer if you wish to take in the sights of Folkestone and Kent. There is a train station only 5 mins walk so if you fancy a day in London you can be there within the hour. The historical city of Canterbury is only a 25 minute drive.

Nov. 19 – 26

$135 CAD per night

Guest favourite

Loft in Kent

4.99 out of 5 average rating, 209 reviews

Filberts detached self-contained rural studio loft

Filberts is a delightful self contained detached studio loft apartment, forming part of Church Cottage smallholding in Newenden, a historic Domesday Book village on the Kent/East Sussex border, with pub and two cafes in 2 - 5 minutes walking distance. Newenden is recognised as one of the 10 prettiest villages in Kent (Kent Life Magazine) and is also the smallest village in Kent. We happily accept babies - a travel cot is usually available. ** 10% discount for 7 or more nights bookings **

Aug. 30 – Sep. 6

$154 CAD per night

Guest favourite

Cottage in Kent

4.99 out of 5 average rating, 246 reviews

Plantagenet Cottage: A Historic Hideaway with Pool

A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

Aug. 31 – Sep. 7

$856 CAD per night

Guest favourite

Cottage in Chatham

4.92 out of 5 average rating, 437 reviews

PJ's @ Willow Cottage

Small but beautifully created detached one bedroom apartment with kitchen, living room/study, dining room and shower room/bathroom. Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , Chesterfield chair and settee. Off-road parking and full access to large garden area. A secure bicycle store also available.

Mar. 1 – 8

$128 CAD per night

Guest favourite

Home in Kent

4.93 out of 5 average rating, 216 reviews

Hermitage Cottage cosy 1-4 person accommodation.

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.

Oct. 21 – 28

$154 CAD per night

Guest favourite

Cottage in Kent

4.96 out of 5 average rating, 146 reviews

Rural barn with private log fired jacuzzi hottub

Oak Cottage is a beautiful holiday home boasting a large private patio area with wood fired hot tub nestled at the foot of the North Downs. Located in the heart of Kent, in a small village called Harrietsham, we are known for our outstanding views, abundant wildlife and fantastic walks. We are located on a small holding with alpacas, pigs, a sheep called Boo and various birds which you are more than welcome to pet and feed.

Feb. 5 – 12

$225 CAD per night

Superhost

Barn in Kent

4.88 out of 5 average rating, 421 reviews

Beautiful 18th century barn.

Welcome to our beautiful, unique 18th century barn! The property is complete with a large open space, bathroom and mezzanine level double bedroom. Underfloor heating. Wood burning stove. We can put a double and single mattress downstairs for large families. Children under 12 are free. Wifi. Private parking and entrance. Seating area outside and garden to share.

Dec. 15 – 22

$179 CAD per night

Guest favourite

Apartment in Kent

4.92 out of 5 average rating, 199 reviews

Fresh and airy contemporary 2 bed apartment

Modern, light and airy top floor flat strategically positioned to enjoy Whitstable and the surrounding area. Loaded with character and amenities and right on the doorstep of the scenic Crab & Winkle Way. This is an ideal location for a beach holiday, a jaunt to Canterbury or exploring nearby historic towns and the beautiful Kent countryside.

Sep. 15 – 22

$200 CAD per night

Guest favourite

Apartment in Kent

4.96 out of 5 average rating, 185 reviews

Georgian house, ten minutes from the beach.

The apartment takes up the ground floor of this handsome Regency townhouse & opens onto its own walled garden at the back. The five rooms are full of restored historic features & have been decorated appropriately to make the most of their low ceilinged cottage like charm.

Oct. 29 – Nov. 5

$153 CAD per night

Guest favourite

Home in Kent

4.84 out of 5 average rating, 226 reviews

Country Cottage Escape

This beautiful Grade 2 listed cottage is nestled in the spectacular Kent countryside surrounded by orchards, but just 10 mins from Tunbridge Wells. Packed with character, including a log burner, kitchen, lounge and relaxing country pub just opposite.

Apr. 29 – May 6

$150 CAD per night