Family-friendly vacation rentals in Maidstone

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Top-rated family-friendly rentals in Maidstone

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

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 21 – 28

G$45,130 GYD 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 30 – Sep 6

G$23,189 GYD 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.

Dec 28 – Jan 4

G$18,317 GYD 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.

Oct 9 – 16

G$22,164 GYD 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

G$32,081 GYD per night

Guest favorite

Guesthouse in Woodchurch

4.94 out of 5 average rating, 483 reviews

Converted stable block set in open farmland

Special Offer : During March and April I’m offering an extra night free on a two night booking. Select the day before or the day that you are scheduled to leave. When you make the booking let me know which night you would like to add. Situated in open countryside,quiet location,ideal for walking holiday or reled rest. Generous breakfast ingredient selection is included. Ideal Summer /Winter. Full central heating

Mar 22 – 29

G$23,552 GYD per night

Superhost

Guest suite in Offham

4.88 out of 5 average rating, 176 reviews

Comfortable Apartment in bungalow in rural Kent.

Comfortable apartment, half my bungalow, in the central Kent village of Offham. There is easy access to London, the Kent coast, and the channel ports. The M26/M25 and M20 motorways are just 10 minutes away. Set in a beautiful countryside valley setting high above the road -- perfect for lovely walks in the country and visits to the village pub. The property has a large garden and parking for up to two cars.

Jan 4 – 11

G$26,756 GYD 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.

Sep 14 – 21

G$26,085 GYD per night

Guest favorite

Cottage in Langton Green

4.92 out of 5 average rating, 274 reviews

Contemporary rural retreat close to London.

The Hive is an open plan contemporary building set in the heart of Kent within easy reach of London and The Coast.Historic castles and well known gardens of Kent and Sussex are nearby. The house is in a rural setting with great walks and some excellent pubs along the way. Royal Tunbridge Wells is a short drive.

Aug 8 – 15

G$36,500 GYD per night

Guest favorite

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.

Dec 3 – 10

G$21,519 GYD per night

Guest favorite

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.

Aug 16 – 23

G$21,739 GYD per night

Guest favorite

Cottage in Southend-on-Sea

4.98 out of 5 average rating, 376 reviews

The Stable, 5* Boutique Accomodation, dog friendly

A lovingly restored Victorian stable in the conservation area of Southend on Sea with excellent road and rail links to London. We have total faith that you will leave feeling totally relaxed after staying in one of Southend's most unique properties.

Jan 17 – 24

G$37,760 GYD per night