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Maidstone Vacation Rentals

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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 CA $284
CA $336 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 CA $140
CA $475 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 CA $251
CA $850 total
includes taxes & fees
Nov 18 - Nov 19
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 CA $102
CA $335 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 CA $441
CA $479 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 CA $385
CA $718 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 CA $224
CA $358 total
includes taxes & fees
Nov 7 - Nov 8
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 CA $126
CA $404 total
includes taxes & fees
Nov 7 - Nov 8
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 CA $168
CA $659 total
includes taxes & fees
Dec 6 - Dec 7
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 CA $482
CA $1,096 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 CA $387
CA $645 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $386
CA $805 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 CA $161
CA $610 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 CA $171
CA $322 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $370
CA $626 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 CA $95
CA $126 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 CA $82
CA $112 total
includes taxes & fees
Nov 6 - Nov 7
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 CA $57
CA $83 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 CA $57
CA $83 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 CA $402
CA $561 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

Find out more about Maidstone

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.