Maidstone Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Maidstone vacation rentals

Private kitchen

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
A cozy cabin interior with a wooden dining table, a sofa, a TV, and a staircase leading to a balcony.

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
A hot tub with a wooden deck and a view of a forested area.

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.
A modern living room with hardwood flooring, a dining area with a wooden table and chairs, a black sofa, and a kitchen with wooden cabinets and appliances.

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
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, and a window with a view of trees.

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
A forested area with a fire pit and two Adirondack chairs facing a scenic view of mountains and trees.

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 19 - Nov 20
Modern one bedroom home within Kirby’s mountains
A hallway with a wooden door, a black doormat, a wicker basket on a console table, and a lamp.

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”.
A living room with a sofa, a coffee table, and a dining area with chairs and a table.

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 ￥14,264
￥45,697 total
includes taxes & fees
Nov 6 - Nov 7
Island Pond Apartment on VAST Trail – 2BR, 1BA
A modern living room with a grey sofa, a coffee table with a magazine, a TV mounted on the wall, and a wooden floor.

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
A spacious cabin interior with a stone fireplace, wooden walls, and a balcony.

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 10 - Nov 11
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!
An outdoor deck with a fire pit table and two chairs, surrounded by a wooden deck and a grassy area with trees.

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 ￥43,743
￥73,292 total
includes taxes & fees
Nov 8 - Nov 9
Sunny Waterfront Cottage at FarAway Pond
A spacious living room with a large window, a wooden staircase, a gray sectional sofa, a patterned armchair, and a rustic coffee table.

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 ￥43,650
￥91,252 total
includes taxes & fees
Nov 6 - Nov 7
5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!
A covered porch with a wooden railing, a grill, and a view of a snowy landscape.

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 ￥18,226
￥69,066 total
includes taxes & fees
Nov 6 - Nov 7
Island Pond Apartment on VAST Trail – 3BR, 2BA
A rustic cabin with a hot tub, a grill, and a small shed in a wooded area.

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 10 - Nov 11
Rustic Bear Cabin w/ Hot tub
A hot tub on a wooden deck with a view of a lake and trees.

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
Dec 6 - Dec 7
Tranquil Cottage at FarAway Pond
An outdoor seating area with two red chairs and a table set for two, overlooking a grassy field and distant hills.

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
An outdoor area with a barbecue grill, a table with a gas cylinder, and a violin leaning against a chair.

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
An outdoor area with a barbecue grill, a table with a chair, and a guitar leaning against a wooden structure.

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
A wooden shower enclosure with a showerhead and two faucets.

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!
A two-story house with a large front porch, a covered patio area, and a well-maintained lawn.

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.
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Top Maidstone Hotel Reviews

A large yellow building with multiple floors and a central tower, surrounded by green lawns and mountains in the background.
Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa
Whitefield

10/10 Excellent

The accommodations and the staff were amazing. I will definitely be going back again and I recommend this property to everyone I can.
United States
Susan
Reviewed May 17, 2022
Mountain View Grand Resort & Spa

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
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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.