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 favorite

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.

Jan 22 – 29

R1,567 ZAR per night

Guest favorite

Guesthouse in Kent

4.97 out of 5 average rating, 569 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.

Mar 27 – Apr 3

R1,841 ZAR per night

Guest favorite

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 7 – 14

R2,168 ZAR per night

Guest favorite

Home in Kent

4.96 out of 5 average rating, 122 reviews

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.

Aug 22 – 29

R7,188 ZAR per night

Guest favorite

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.

Apr 28 – May 5

R1,659 ZAR per night

Guest favorite

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.

Jan 25 – Feb 1

R2,008 ZAR per night

Guest favorite

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

R2,847 ZAR per night

Superhost

Barn in Kent

4.88 out of 5 average rating, 424 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.

Oct 24 – 31

R2,378 ZAR per night

Guest favorite

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.

Oct 2 – 9

R2,502 ZAR per night

Guest favorite

Apartment in Kent

4.89 out of 5 average rating, 690 reviews

Fort Hill, Margate

Spread over three floors above a florists, it comprises two bedrooms each with en suite, and seaviews. And an open plan kitchen / living area on the top floor with lovely views across the Old Town to Dreamland. Directly opposite and about 50 feet from the front door is the Turner Gallery.

Jan 18 – 25

R1,847 ZAR per night

Guest favorite

Apartment in Kent

4.96 out of 5 average rating, 186 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 26 – Nov 2

R1,987 ZAR per night

Guest favorite

Home in Kent

4.83 out of 5 average rating, 227 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.

Aug 19 – 26

R1,943 ZAR per night