
Family-friendly holiday rentals in Maidstone District
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Maidstone District

Total holiday rentals
Explore 360 holiday rentals in Maidstone District

Nightly prices starting at
Maidstone District holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 12,540 verified reviews to help you choose

Pet-friendly accommodation
Find 170 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
350 of Maidstone District holiday 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!
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.
FamilyIndoor spacesBreakfast

The Barnyard
Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.
KitchenIndoor spacesCleanliness

Idyllic countryside annexe
Relax and unwind in this tranquil space, a short stroll to the charming high street of West Malling with its boutique shops, pubs and restaurants. The annexe is set in the grounds of our family home, overlooking gardens and fields of the Kent countryside. It has parking and its own separate entrance, accessed via a key box. The space is light and airy with a king size bed, table, sofa, living area, kitchenette and en-suite. Ideal for a couples retreat or to use as a base to explore the area.
Indoor spacesFamilyBathroom

Grand Bubble
Grand bubble sleeps 4 people who can enjoy the ultimate view of nature. You can fall asleep with the stars and wake up to the rising sun. This bubble has the wow factor and includes your own hot tub, BBQ, a shower, a flushing toilet, outdoor chess set and a golf buggy. The bubble is very secluded set at a bottom of a 12 acre field off a woodland. Out side of the bubble is a very large outdoor gazebo with comfy seating and a large gas bbq so even if it rains you can still bbq comfortably.
Indoor spacesKitchenTV

The Bohemian Basement
The Bohemian Basement is a unique stylish one bed apartment with its own private garden in the heart of Maidstone. The apartment is 1 of 3 within a newly converted Victorian property just minutes walk from the town centres shops, restaurants and bars. Perfectly equipped with everything you’ll need while visiting Maidstone and with the added bonus of having a wonderful private outdoor garden space, makes this a fantastic Airbnb. There is free on street permit parking which we supply.
FamilyIndoor spacesGetting around

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.
FamilyIndoor spacesPool

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.
Indoor spacesKitchenParking

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.
KitchenIndoor spacesOutdoor spaces

North Downs Cottage: Hot Tub, Alpacas & Charm
🛁 Birch Cottage: Hot Tub & Alpaca Views Welcome to Birch Cottage, a beautiful holiday home in the village of Harrietsham, at the foot of the North Downs. Enjoy your private, wood-fired hot tub and the surrounding outstanding views. Located on a working smallholding, you'll meet our resident alpacas, pigs, and sheep (like Bam!) and our goose, Meggi. Perfect for wildlife lovers and those seeking fantastic country walks. A unique, tranquil retreat awaits!
KitchenFamilyGetting around

Hermitage Cottage 2 Guests 2 Children.
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.
KitchenIndoor spacesWalkability

Reeds retreat
welcome to Reeds Retreat , why not come and enjoy the lovely setting of this romantic spot in nature! Watch the wildlife while relaxing in the outside roll top bath or maybe spend the evening star gazing. Reeds retreat is the perfect space to unwind alone or with a special someone! Afternoon tea, with or without fizz can be added to your stay ! (On request) Pamper yourself during your stay, please feel free to enquire!
KitchenIndoor spacesWalkability

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

Plantagenet: A Historic Country Cottage with Pool
Indoor spacesKitchenOutdoor spaces

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Indoor spacesFamilyValue

Pancake Lodge - with hot tub and four poster
FamilyIndoor spacesBathroom

Apple Blues Farm
Indoor spacesKitchenWalkability

Cosy Woodland Lodge with outdoor Hot Tub
KitchenFamilyHospitality

Peaceful Country Retreat • Pool House & Hot Tub
Indoor spacesKitchenAccess

Hoppers' Hideaways - The Hoppers' Halt - Kent
KitchenFamilyBreakfast

Cottage in the Wood, Detling
KitchenIndoor spacesView
Family- and pet-friendly home rentals

The Oast Cottage: Private Annex with own entrance.
FamilyKitchenAccuracy

Little Appleby
FamilyKitchenCheckout

Petite Gite in an idyllic cottage garden.
Indoor spacesKitchenQuiet

Wendy’s house, cosy off the grid Woodland cabin
Indoor spacesKitchenView

Cosy 3 bedroom cottage in the heart of Kent
KitchenIndoor spacesGetting around

Sissinghurst Stables in the Garden of England.
Indoor spacesFamilyView

Goldcrest Lodge Wadhurst
FamilyKitchenCondition

The Pool Shed with heated swimming pool (may-sept)
Indoor spacesFamilySleep quality
Family-friendly home rentals with a pool

The Granary, Organic Vineyard stay with Pool.
FamilyIndoor spacesValue

Railwayman's Hut with Swimming Pond
Indoor spacesKitchenAccess

The Old Stable
FamilyIndoor spacesCleanliness

Spacious barn with pool ideal for exploring Kent
Indoor spacesKitchenSleep quality

Alpaca Lodge
FamilyIndoor spacesBathroom

Stay and Swim at our home & private indoor pool.
Indoor spacesKitchenDecor

The Lighthouse, Kent Coast.
Indoor spacesKitchenBackyard

Evegate Manor Barn
FamilyKitchenWalkability
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 AUD | $279 AUD | $273 AUD | $284 AUD | $293 AUD | $300 AUD | $289 AUD | $297 AUD | $272 AUD | $273 AUD | $264 AUD | $284 AUD |
| 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 |
Destinations to explore
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- Family-friendly rentals Kent
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- The O2
- Emirates Stadium
- Tower Bridge
- Tottenham Hotspur Stadium
- Clapham Common
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- London Eye
- ExCeL London
- British Museum
- Primrose Hill
- Regent's Park
- St Paul's Cathedral





