Maidstone Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Maidstone holiday rentals

Interior

Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway

Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway
Jefferson
9.8 out of 10, Exceptional, (9 reviews)
"Cozy cabin in a beautiful mountainous valley in NH! We loved our stay and absolutely will return. We decided to spend our holiday in this quaint little cabin and it did not disappoint! From the holiday decorations to idyllic surroundings we were spoiled with comfort and relaxation. Pet friendly and filled with amenities, this property is a must stay if you want to get away from it all. Highly recommend! "
United States
Tony S.
The price is HK$698
HK$2,703 total
includes taxes & fees
18 May - 19 May
Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway
Exterior

Rustic Bear Cabin w/ Hot tub

Rustic Bear Cabin w/ Hot tub
Carroll
9.2 out of 10, Wonderful, (47 reviews)
"Cabin is adorable"
United States
Michelle A.
The price is HK$868
HK$1,765 total
includes taxes & fees
20 May - 21 May
Rustic Bear Cabin w/ Hot tub
Exterior

Cabin at Hidden Falls Farm

Cabin at Hidden Falls Farm
Guildhall
9.4 out of 10, Exceptional, (38 reviews)
"We had a great time unplugging and connecting with nature. We have been there twice and it a beautiful spot. With trails and a nice waterfall right on the property. had a great time."
United States
Jonathan S.
The price is HK$1,214
HK$2,377 total
includes taxes & fees
18 May - 19 May
Cabin at Hidden Falls Farm
Fridge, microwave, oven, stovetop

Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
9.8 out of 10, Exceptional, (20 reviews)
"Very cleanGreat location "
United States
Sara Lynn B.
The price is HK$1,099
HK$1,889 total
includes taxes & fees
18 May - 19 May
Cozy Mountain View Retreat
Exterior

Keepsake Inn - In-law Apartment

Keepsake Inn - In-law Apartment
2.0 star property
Colebrook
The price is HK$1,063
HK$1,153 total
includes taxes & fees
18 May - 19 May
Keepsake Inn - In-law Apartment
Full-sized fridge, oven, stovetop, toaster

Mountain Lake Cottages

Mountain Lake Cottages
3.0 star property
Orleans
10.0 out of 10, Exceptional, (11 reviews)
"Very clean rustic cottage. Great view of the lake."
United States
BOYD
The price is HK$1,558
HK$1,714 total
includes taxes & fees
19 May - 20 May
Mountain Lake Cottages
Smart TV, fireplace

65PT New Log Cabin in Private Setting. Hot tub, Fire pit, Gym/Pool Access, and Dog Friendly!

65PT New Log Cabin in Private Setting. Hot tub, Fire pit, Gym/Pool Access, and Dog Friendly!
Twin Mountain
9.2 out of 10, Wonderful, (20 reviews)
"Beautiful home in a rural setting. Perfect for our family vacation."
United States
Cynthia T.
The price is HK$1,672
HK$5,779 total
includes taxes & fees
19 May - 20 May
65PT New Log Cabin in Private Setting. Hot tub, Fire pit, Gym/Pool Access, and Dog Friendly!
Property grounds

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 HK$317
HK$535 total
includes taxes & fees
18 May - 19 May
Throw your tent anywhere on property
Smart TV, fireplace

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

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is HK$822
HK$3,716 total
includes taxes & fees
18 May - 19 May
Historic Island Pond Home on VAST Trail – 3BR, 2BA
Property grounds

Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (8 reviews)
"We had a lovely time at Mini Kirby Hideaway; it was exactly what my husband, myself, and our dogs needed: time in a quiet, relaxing space. We rode from the house to Kingdom Trails; therefore, even the location was in a prime spot. We definitely will be staying here again."
United States
Lisa H.
The price is HK$1,370
HK$3,219 total
includes taxes & fees
19 May - 20 May
Modern one bedroom home within Kirby’s mountains
Smart TV, fireplace, books

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
10.0 out of 10, Exceptional, (3 reviews)
"Host was very nice. Just beautiful ,great time! "
United States
todd m.
The price is HK$1,652
HK$4,105 total
includes taxes & fees
18 May - 19 May
5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!
TV, fireplace, ping pong

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, (17 reviews)
"Great location "
United States
Kevin W.
The price is HK$2,065
HK$5,645 total
includes taxes & fees
18 May - 19 May
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!
Interior

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, (6 reviews)
"Super comfortable place with a smooth check in/out!"
United States
Carter S.
The price is HK$1,135
HK$1,930 total
includes taxes & fees
21 May - 22 May
5 minutes to well known mountain bike venue “Kingdom Trails”.
Interior

Near Trails & Vast Access! Modern Burke Home Base

Near Trails & Vast Access! Modern Burke Home Base
3.0 star property
East Burke
The price is HK$1,629
HK$3,315 total
includes taxes & fees
18 May - 19 May
Near Trails & Vast Access! Modern Burke Home Base
Property grounds

Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views
Westmore
The price is HK$458
HK$695 total
includes taxes & fees
18 May - 19 May
Rv/camper hook ups with scenic views
Interior

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, (33 reviews)
"Quiet, well-accommodated, cozy, and was perfect for a long weekend getaway. "
United States
Brian B.
The price is HK$1,258
HK$4,697 total
includes taxes & fees
2 Jun - 3 Jun
Designed for slow mornings and star-filled nights, this secluded Northeast Kingdom escape features a year-round heated hot tub and private pond.
Outdoor dining

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 HK$529
HK$774 total
includes taxes & fees
18 May - 19 May
Peaceful camp with breathtaking views
Terrace/patio

Tranquil Cottage at FarAway Pond

Tranquil Cottage at FarAway Pond
Whitefield
9.6 out of 10, Exceptional, (5 reviews)
"Had an amazing time, loved the property and the cottage was perfect. Definitely a must-stay!"
United States
Emily S.
The price is HK$1,668
HK$3,196 total
includes taxes & fees
9 Jun - 10 Jun
Tranquil Cottage at FarAway Pond
Exterior

Cozy Chalet – Mtn View+ Hot Tub+ Hike+ Santa's Vil

Cozy Chalet – Mtn View+ Hot Tub+ Hike+ Santa's Vil
Lancaster
10.0 out of 10, Exceptional, (4 reviews)
"Everything was so soft and cozy and comfortable! "
United States
Katelyn S.
The price is HK$1,020
HK$3,812 total
includes taxes & fees
26 May - 27 May
Cozy Chalet – Mtn View+ Hot Tub+ Hike+ Santa's Vil
Terrace/patio

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

Island Pond Apartment on VAST Trail – 3BR, 2BA
Brighton
9.0 out of 10, Wonderful, (4 reviews)
"Great place, clean, all amenities needed. Great location.No complaints at all."
United States
Tim H
The price is HK$767
HK$3,408 total
includes taxes & fees
21 May - 22 May
Island Pond Apartment on VAST Trail – 3BR, 2BA
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maidstone Hotel Reviews

Burke Mountain Hotel & Conference Center

Burke Mountain Hotel & Conference Center

10/10 Excellent
"Great hillside ski in ski out hotel with clean well appointed rooms"
Susan 2-night trip
Posted 4 hours ago
Burke Mountain Hotel & Conference Center

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 holiday rentals in Maidstone?

Yes, there are holiday rentals close to the most popular sights in Maidstone, or you can select a more secluded option if you're looking for a relaxing stay.

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

12 BR/13.5 BA Inn w/ Views of White Mountains & Heated Pool: This holiday home rental outside of Maidstone is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Maidstone?

Expedia has 3 holiday rentals for your stay in Maidstone.

What’s there to see and do in Maidstone?

While exploring the area, visit family-friendly sights like Santa's Village, or get outside and enjoy nature at Connecticut River. While here, Maidstone State Park and Maidstone State Park are other places worth a visit.

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 extras such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.