Maidstone Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Maidstone vacation rentals

1. Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing

Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing
Guildhall
The price is ¥32,066
¥38,044 total
includes taxes & fees
Nov 9 - Nov 10
Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing

2. Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway

Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway
Jefferson
10.0 out of 10, Exceptional, (12 reviews)
"My family had a great stay at this cottage and would book again. We had difficulty with the key code lock and Wally was immediately responsive and sorted it out. Great host!"
United States
Matthew S.
The price is ¥15,783
¥53,893 total
includes taxes & fees
Nov 9 - Nov 10
Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway

3. Designed for slow mornings and star-filled nights, this secluded Northeast Kingdom escape features a year-round heated hot tub and private pond.

Designed for slow mornings and star-filled nights, this secluded Northeast Kingdom escape features a year-round heated hot tub and private pond.
Victory
10.0 out of 10, Exceptional, (46 reviews)
"Great stay!"
United States
Elise J.
The price is ¥27,630
¥95,204 total
includes taxes & fees
Nov 17 - Nov 18
Designed for slow mornings and star-filled nights, this secluded Northeast Kingdom escape features a year-round heated hot tub and private pond.

4. Island Pond Apartment on VAST Trail – 1BR, 1BA

Island Pond Apartment on VAST Trail – 1BR, 1BA
Brighton
8.0 out of 10, Very good, (2 reviews)
"Clean, well appointed 1 bedroom . Fresh towels and linens. Bathroom shower/massage tub excellent. Washer & Dryer. Kitchen, Nice open floor plan. Walk to town and water. Plenty of parking. You will feel right at home. Will definitely rent again"
United States
Neil
The price is ¥11,401
¥37,703 total
includes taxes & fees
Nov 6 - Nov 7
Island Pond Apartment on VAST Trail – 1BR, 1BA

5. Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
The price is ¥49,880
¥54,120 total
includes taxes & fees
Nov 29 - Nov 30
Keepsake Inn - Where Memories are Made

6. Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (17 reviews)
"It was very nice. Excellent view and very well maintained. Will come back!"
United States
Nate L.
The price is ¥43,546
¥81,404 total
includes taxes & fees
Nov 8 - Nov 9
Modern one bedroom home within Kirby’s mountains

7. 5 minutes to well known mountain bike venue “Kingdom Trails”.

5 minutes to well known mountain bike venue “Kingdom Trails”.
Lyndon
10.0 out of 10, Exceptional, (7 reviews)
"Super comfortable place with a smooth check in/out!"
United States
Carter S.
The price is ¥25,336
¥38,663 total
includes taxes & fees
Nov 14 - Nov 15
5 minutes to well known mountain bike venue “Kingdom Trails”.

8. Island Pond Apartment on VAST Trail – 2BR, 1BA

Island Pond Apartment on VAST Trail – 2BR, 1BA
Brighton
9.4 out of 10, Exceptional, (11 reviews)
"clean, convenient, easy trail access "
United States
Doug T.
The price is ¥14,252
¥45,658 total
includes taxes & fees
Nov 6 - Nov 7
Island Pond Apartment on VAST Trail – 2BR, 1BA

9. Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
9.6 out of 10, Exceptional, (4 reviews)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is ¥19,002
¥74,539 total
includes taxes & fees
Nov 29 - Nov 30
Historic Island Pond Home on VAST Trail – 3BR, 2BA

10. 489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!

489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!
Whitefield
9.8 out of 10, Exceptional, (18 reviews)
"Great location "
United States
Kevin W.
The price is ¥54,514
¥123,971 total
includes taxes & fees
Nov 8 - Nov 9
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!

11. Sunny Waterfront Cottage at FarAway Pond

Sunny Waterfront Cottage at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful views at a gorgeous location and a wonderfully decorated cabin to relax in. Would definitely stay again!"
United States
Danielle O.
The price is ¥43,705
¥73,228 total
includes taxes & fees
Nov 6 - Nov 7
Sunny Waterfront Cottage at FarAway Pond

12. 5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!

5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!
Whitefield
9.4 out of 10, Exceptional, (6 reviews)
"Great stay with everything we needed!"
United States
joanna s.
The price is ¥43,611
¥91,171 total
includes taxes & fees
Nov 6 - Nov 7
5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!

13. Island Pond Apartment on VAST Trail – 3BR, 2BA

Island Pond Apartment on VAST Trail – 3BR, 2BA
Brighton
9.4 out of 10, Exceptional, (6 reviews)
"Great place to stay and super close to town"
United States
Jordon T.
The price is ¥17,735
¥68,310 total
includes taxes & fees
Nov 6 - Nov 7
Island Pond Apartment on VAST Trail – 3BR, 2BA

14. Rustic Bear Cabin w/ Hot tub

Rustic Bear Cabin w/ Hot tub
Carroll
9.4 out of 10, Exceptional, (58 reviews)
"The cabin and hot tub was a 10/0. So relaxing and inviting. We will be booking again for another visit."
United States
Steven
The price is ¥19,331
¥36,233 total
includes taxes & fees
Nov 9 - Nov 10
Rustic Bear Cabin w/ Hot tub

15. Tranquil Cottage at FarAway Pond

Tranquil Cottage at FarAway Pond
Whitefield
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful property! My family enjoyed a long weekend here and found everything we needed and then some. The hostess is lovely and accommodating. Can't recommend this property enough for a quiet getaway."
United States
Darcy V.
The price is ¥41,884
¥71,079 total
includes taxes & fees
Nov 8 - Nov 9
Tranquil Cottage at FarAway Pond

16. Peaceful camp with breathtaking views

Peaceful camp with breathtaking views
Westmore
10.0 out of 10, Exceptional, (2 reviews)
"Had a group of around 15 adults and 2 dogs! Was a great view and easy set up! Had a nice place to have a bonfire and blackstone to cook on. Shared some s’mores and a smile with Frank, the host!"
United States
miranda W.
The price is ¥10,689
¥14,228 total
includes taxes & fees
Nov 6 - Nov 7
Peaceful camp with breathtaking views

17. Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views
Westmore
10.0 out of 10, Exceptional, (1 review)
"What a gorgeous spot to chill out and star gaze. Very serene"
United States
Lynda M.
The price is ¥9,263
¥11,006 total
includes taxes & fees
Nov 19 - Nov 20
Rv/camper hook ups with scenic views

18. Throw your tent anywhere on property

Throw your tent anywhere on property
Westmore
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great!!! A view is amazing..."
Canada
Yulia
The price is ¥6,413
¥9,396 total
includes taxes & fees
Nov 6 - Nov 7
Throw your tent anywhere on property

19. Throw your tent anywhere!

Throw your tent anywhere!
Westmore
10.0 out of 10, Exceptional, (1 review)
"J'ai adoré mon séjour chez Frank. J'y retournerais sans hésiter"
United States
Kim D.
The price is ¥6,413
¥9,396 total
includes taxes & fees
Nov 6 - Nov 7
Throw your tent anywhere!

20. The Badger @ East Burke Village Ride-Ski-Play-Stay

The Badger @ East Burke Village Ride-Ski-Play-Stay
Burke
10.0 out of 10, Exceptional, (1 review)
"Absolutely 5 star home! Amazing location, clean and the host were so accommodating…we can’t wait to book again!"
United States
Erin M.
The price is ¥45,462
¥63,623 total
includes taxes & fees
Nov 8 - Nov 9
The Badger @ East Burke Village Ride-Ski-Play-Stay
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.

Find vacation rentals that suit your style

Top Maidstone Hotel Reviews

Find out more about Maidstone

Search for holiday rentals in Maidstone on Expedia! You can easily find your home rentals, villas, holiday apartments in Maidstone using one of the methods below:

  • View our selection of featured holiday rentals in Maidstone
  • Use the map to find apartments and other holiday homes in the Maidstone neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Maidstone while they last

Look no further and take a look at our great range of rental properties in Maidstone!

Frequently Asked Questions

Are there vacation rentals in Maidstone?

Yes, we give you a choice of vacation rentals near well known local attractions in Maidstone, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Maidstone?

64J Stunning sunsets, just 20 mins to Bretton Woods. Hot Tub, Foosball, AC, dog friendly!: This vacation home rental near Maidstone is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals will I find in Maidstone?

Expedia has 3 vacation rentals for your stay in Maidstone.

What’s there to see and do in Maidstone?

Connecticut River and Hedgehog Mountain are a couple of lovely local spots to get outside and enjoy nature. While here, Maidstone State Park and Bald Mountain are other places worth a visit.

What’s a vacation rental in Maidstone like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Maidstone. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.