A large castle with multiple towers and a moat.

Maidstone Holiday Rentals

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Our top choices for Maidstone holiday rentals

1. Cosy 1 Bed Apartment Sleeps 3 With Wifi

Cosy 1 Bed Apartment Sleeps 3 With Wifi
3.0 star property
Maidstone
Cosy 1 Bed Apartment Sleeps 3 With Wifi

2. Luxury home from home 2

Luxury home from home 2
Kent
The price is NZ$259
includes taxes & fees
18 Nov - 19 Nov
Luxury home from home 2

3. St Andrews Apartments

St Andrews Apartments
4.0 star property
Maidstone
9.8 out of 10, Exceptional, (30 reviews)
"Very nice place to stay, clean, and lots of room. Our door areas are nice and great views from the balcony. "
United States
Stuart
The price is NZ$498
includes taxes & fees
14 Nov - 15 Nov
St Andrews Apartments

4. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub
maidstone
9.8 out of 10, Exceptional, (10 reviews)
"Lovely property with a great location, a 5 minute drive from Leeds Castle! Very friendly host and accompanying doggie! Both properties also had great wood burner hot tubs which were fantastic."
United Kingdom
Samuel
The price is NZ$463
includes taxes & fees
8 Nov - 9 Nov
Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

5. Spacious Flat w/ Balcony, Free Parking | WiFi & Netflix

Spacious Flat w/ Balcony, Free Parking | WiFi & Netflix
Kent
The price is NZ$560
includes taxes & fees
12 Nov - 13 Nov
Spacious Flat w/ Balcony, Free Parking | WiFi & Netflix

6. The Cottage at Harple Farm

The Cottage at Harple Farm
Maidstone
9.6 out of 10, Exceptional, (9 reviews)
"Lovely relaxing stay in Harple Cottage, beautiful location, lovely welcome pack. Lots of places to visit nearby."
United States
Lindsey Grant
The price is NZ$496
includes taxes & fees
8 Nov - 9 Nov
The Cottage at Harple Farm

7. Spacious Modern Flat | Balcony, Free Parking | 3min City Centre

Spacious Modern Flat | Balcony, Free Parking | 3min City Centre
Kent
The price is NZ$590
includes taxes & fees
12 Nov - 13 Nov
Spacious Modern Flat | Balcony, Free Parking | 3min City Centre

8. Cherry Orchard Farm

Cherry Orchard Farm
3.0 star property
Maidstone
The price is NZ$1,184
includes taxes & fees
21 Nov - 22 Nov
Cherry Orchard Farm

9. Harvest View, Tilmangate Farm

Harvest View, Tilmangate Farm
Ulcombe
10.0 out of 10, Exceptional, (4 reviews)
"Lovely place to stay, very clean and modern with all the facilities you would want. Horses outside to entertain the kids and great location to explore. Would highly recommend! Review independently collected and verified by Reevoo"
United States
Laura
The price is NZ$1,261
includes taxes & fees
7 Nov - 8 Nov
Harvest View, Tilmangate Farm

10. Cosy 1 Bed Apartment Sleeps 3 with WiFi

Cosy 1 Bed Apartment Sleeps 3 with WiFi
Maidstone
Cosy 1 Bed Apartment Sleeps 3 with WiFi

11. Knights Cottage

Knights Cottage
3.0 star property
Maidstone
10.0 out of 10, Exceptional, (1 review)
"Beautiful cottage in an amazing setting - ideal for people who don’t want to use their cars once there! Communication with Skykes Cottages was very process heavy tho - we received so many useless emails before the booking, then during the trip there was so many different people to talk to for every problem. They took time to help. They don’t reply to WhatsApp for Hours tho they say to contact you there. Some improvements needed there to make it seamless please 🙏"
United Kingdom
Lucy
The price is NZ$1,740
includes taxes & fees
26 Nov - 27 Nov
Knights Cottage

12. Oast Cottage

Oast Cottage
3.5 star property
Maidstone
The price is NZ$2,040
includes taxes & fees
13 Nov - 14 Nov
Oast Cottage

13. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (157 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
The price is NZ$168
includes taxes & fees
8 Nov - 9 Nov
The Lower Bell

14. Peaceful Cabin Retreat in Gillingham

Peaceful Cabin Retreat in Gillingham
3.0 star property
Gillingham
The price is NZ$249
includes taxes & fees
29 Nov - 30 Nov
Peaceful Cabin Retreat in Gillingham

15. 1 bed self-contained annex, with off-road parking.

1 bed self-contained annex, with off-road parking.
Sittingbourne
10.0 out of 10, Exceptional, (1 review)
"We stayed for a long weekend. Warm and comfortable annex flat. All amenities. Very clean."
United Kingdom
deanna N.
The price is NZ$173
includes taxes & fees
8 Nov - 9 Nov
1 bed self-contained annex, with off-road parking.

16. 2 bedroom accommodation in Snodland

2 bedroom accommodation in Snodland
Snodland
9.4 out of 10, Exceptional, (9 reviews)
"A lovely cozy cottage in a great location, easy access to all that North West Kent has to offer."
United States
Maureen Stolworthy
The price is NZ$942
includes taxes & fees
15 Nov - 16 Nov
2 bedroom accommodation in Snodland

17. Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi

Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi
Sittingbourne
10.0 out of 10, Exceptional, (1 review)
"Absolutely great appartment"
Netherlands
Nick
The price is NZ$439
includes taxes & fees
10 Nov - 11 Nov
Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi

18. Estuary View

Estuary View
3.0 star property
Rochester
The price is NZ$880
includes taxes & fees
12 Nov - 13 Nov
Estuary View

19. Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (5 reviews)
"Has everything you need. Very clean and comfortable. Only problem was the light coming in early in the morning, may want to take a sleep mask with you if you’re a light sleeper. Other thank that could not fault it."
United States
Rebecca J.
The price is NZ$534
includes taxes & fees
9 Nov - 10 Nov
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Maidstone Hotel Reviews

Find out more about Maidstone

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Maidstone holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Maidstone. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Maidstone. Seeing all the best attractions is bound to make you fall in love with Maidstone. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Maidstone short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Maidstone?

Yes, there are holiday rentals in Maidstone close to Kent Life, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Maidstone has a good selection of lively bars and top-notch restaurants. Make sure you have time to check out the theatres and parks during your trip.

What are some of the best holiday rentals that Maidstone has to offer?

Luxury Pod-sleeps 2-hot Tub-pets-garden: This holiday home rental outside of Maidstone is located on the waterfront, and has an outdoor pool, a private garden and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

How many holiday rentals are there in Maidstone?

With 57 Expedia holiday rentals, you're guaranteed to find just the right place for your Maidstone stay.

What’s there to see and do in Maidstone?

Family-friendly attractions include Kent Life and Stoneacre, whereas Mote Park and Kent Downs are a couple of great spots to enjoy the outdoors. Other places in town to visit include Hazlitt Theatre and Maidstone Museum.

What’s a holiday rental in Maidstone like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Maidstone. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.