
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.

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.

Step back in history and stay in a 14th c home
A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

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.

Countryside guest house in old dairy farm.
Quiet location. Easy to access from London by direct train or road. Private guest area with own fenced and gated garden. Ample off road parking. 15 min walk along footpath to train station and large supermarket. Garden centre, restaurant and public golf course on same road. Numerous high quality restaurants in this and nearby villages. WiFi TV with Amazon prime and Disney Plus guest access. Coffee pod machine, kettle and fridge. Breakfast of cereals, choice of milk type and fruit provided.

Biggin Farm bungalow
Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.

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*

The Lodge
**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

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.
Popular amenities for Maidstone District family-friendly rentals
Family-friendly home rentals with a hot tub

Evegate Manor Barn

Oak Cottage with private log fired jacuzzi hot tub

The Wren Pod

The Old Stable

Romantic Hideaway & Hot tub in Kent Countryside.

Plantagenet: A Historic Country Cottage with Pool

Hoppers' Hideaways - The Hoppers' Halt - Kent

Kent’s Romantic Shepherd's Hut - The Hide
Family- and pet-friendly home rentals

A Kent Coach House getaway for peace and quiet

Snap Mill Barn Country Holiday Let

PJ's @ Willow Cottage

Cottage on the historic Pilgrims Way (Lenham)

Garden Lodge

The Oast Cottage: Private Annex with own entrance.

Country Cottage Escape

Pretty cottage in the heart of Tenterden
Family-friendly home rentals with a pool

Tranquil Country Retreat with Pool & Hot Tub

The Granary at Coes Vineyard, East Sussex

Stay and Swim at our home & private indoor pool.

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Pine tree woodland retreat

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

Cosy shepherd’s hut in beautiful Kent countryside

Kent home with a view
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ639 | ﺩ.ﺇ643 | ﺩ.ﺇ661 | ﺩ.ﺇ694 | ﺩ.ﺇ716 | ﺩ.ﺇ723 | ﺩ.ﺇ709 | ﺩ.ﺇ753 | ﺩ.ﺇ727 | ﺩ.ﺇ701 | ﺩ.ﺇ683 | ﺩ.ﺇ687 |
| 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 District

Total vacation rentals
Explore 350 vacation rentals in Maidstone District

Nightly prices starting at
Maidstone District vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 11,230 verified reviews to help you choose

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
340 of Maidstone District vacation rentals include wi-fi access

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

4.8 Average rating
Maidstone District stays are highly rated by guests—averaging 4.8 out of 5!
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
- Smoking-friendly rentals Maidstone District
- Fitness-friendly rentals Maidstone District
- Serviced apartment rentals Maidstone District
- Hotel rentals Maidstone District
- Rentals with a patio Maidstone District
- Waterfront rentals Maidstone District
- Rentals with breakfast Maidstone District
- House rentals Maidstone District
- Barn rentals Maidstone District
- Rentals with pools Maidstone District
- Rentals with outdoor seating Maidstone District
- Farmstay rentals Maidstone District
- Rentals with a washer and dryer Maidstone District
- Rentals with an EV charger Maidstone District
- Rentals with a hot tub Maidstone District
- Cottage rentals Maidstone District
- Cabin rentals Maidstone District
- Pet-friendly rentals Maidstone District
- Apartment rentals Maidstone District
- Rentals with a fire pit Maidstone District
- Rentals with lake access Maidstone District
- Condo rentals Maidstone District
- Guesthouse rentals Maidstone District
- Rentals with a fireplace Maidstone District
- 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