
Holiday houses in Maidstone District
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Maidstone District

Total holiday rentals
Explore 800 holiday rentals in Maidstone District

Nightly prices starting at
Maidstone District holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 33,190 verified reviews to help you choose

Family-friendly holiday rentals
360 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 280 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
740 of Maidstone District holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 holiday rentals in Maidstone District
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.96 out of 5 average rating, 144 reviews
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.
4.88 out of 5 average rating, 139 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.
4.97 out of 5 average rating, 160 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
4.98 out of 5 average rating, 147 reviews
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.
4.96 out of 5 average rating, 251 reviews
Self-contained luxury annex
The Annex is a completely private part of our house for guests exclusive use. Sorry we can not accommodate children/infants. Located in the historical Kentish village of Leeds, 10 mins walk to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle /Euro tunnel/Dover ferry port/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.
5.0 out of 5 average rating, 285 reviews
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.
4.97 out of 5 average rating, 373 reviews
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.
4.97 out of 5 average rating, 243 reviews
The Oast Cottage: Private Annex with own entrance.
We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.
4.89 out of 5 average rating, 953 reviews
Birch 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!
4.96 out of 5 average rating, 221 reviews
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.
4.91 out of 5 average rating, 338 reviews
Silverwood Studio Countryside Getaway
Escape to the countryside at Silverwood Studio, based on a farm in the most stunning location in Kent. We have recently renovated this barn to a high standard, complete with a log burner, kitchenette and a large picture window looking over the most fantastic view. It is located in a truly beautiful setting, in the middle of the English countryside, perfect for a romantic getaway or peaceful retreat.
4.98 out of 5 average rating, 148 reviewsPopular amenities for Maidstone District holiday rentals
Other great holiday rentals in Maidstone District

The Strawberry Barns near North Downs Way Kent.
4.98 out of 5 average rating, 135 reviews
The Old Engineer, a rural boutique retreat
4.99 out of 5 average rating, 316 reviews
Oak Lodge @ The Oaks Retreat
4.87 out of 5 average rating, 128 reviews
Adorable 1 bed guesthouse with patio
4.89 out of 5 average rating, 210 reviews
Modern Studio Flat in Maidstone | Newly Build
4.92 out of 5 average rating, 38 reviews
The Roundel Oast Retreat in heart of Kent.
5.0 out of 5 average rating, 47 reviews
Boutique Barn Retreat with Private Courtyard
4.95 out of 5 average rating, 42 reviews
Mote Park View
5.0 out of 5 average rating, 20 reviewsWhen is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 NZD | $255 NZD | $255 NZD | $269 NZD | $283 NZD | $280 NZD | $273 NZD | $281 NZD | $264 NZD | $252 NZD | $241 NZD | $271 NZD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Maidstone District?
Maidstone District has more than 360 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Maidstone District?
Experience the best of Maidstone District with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Maidstone District?
Four-legged friends are welcome in Maidstone District. Choose from more than 280 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Maidstone District?
Yes! Work meets play with ease at over 380 vacation rentals in Maidstone District featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Maidstone District house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Maidstone District, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Maidstone District have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do barn rentals in Maidstone District have a kitchen?
Absolutely! We offer over 30 barn rentals with a kitchen in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Maidstone District have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do barn rentals in Maidstone District have free parking?
Absolutely! We offer over 30 barn rentals with free parking in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Barn Rentals in Maidstone District?
Enhance your stay in our Barn Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- British Museum
- Barbican Centre
- London Stadium
- Regent's Park
- Primrose Hill





