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Maidstone Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
$204 nightly
The price is $229
Sep 9 - Sep 10
Total with taxes and fees
Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing
A wooden cabin interior with a staircase, kitchen appliances, a fireplace, and a leather couch.

2. 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, (43 reviews)
"Perfect getaway for a weekend break. Pet friendly, comfortable, hot tub, wood stove, PLENTY of land to explore. Great hosts!"
United States
Danielle F.
$583 nightly
The price is $653
Sep 14 - Sep 15
Total with taxes and fees
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 kitchen with white cabinets, a dishwasher, a coffee maker, and a microwave.

3. Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
9.8 out of 10, Exceptional, (26 reviews)
"Very cleanGreat location "
United States
Sara Lynn B.
$204 nightly
The price is $228
Sep 9 - Sep 10
Total with taxes and fees
Cozy Mountain View Retreat
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
6.0 out of 10, (1 review)
"The location is great if you want to go snowmobiling; its very easy to get onto the VAST trail system from apartment. Unfortunately you need to leave your sled down in the back of the property, but its not very far. The interior of the apartment is very nice as was communicating with the rental agency. The only downside is that you can hear everything that is happening in the upstairs apartment. Every step that someone takes upstairs you can hear and can easily hear people talking as well. "
United States
Lucas F.
$235 nightly
The price is $257
Sep 14 - Sep 15
Total with taxes and fees
Island Pond Apartment on VAST Trail – 1BR, 1BA
A large house with a spacious yard and a dirt road.

5. Private Dog-friendly home: w/ hot tub, mountain views & trails

Private Dog-friendly home: w/ hot tub, mountain views & trails
Lancaster
9.6 out of 10, Exceptional, (41 reviews)
"We thoroughly enjoyed our stay! Beautiful home with amazing views. "
United States
SRA D.
$777 nightly
The price is $843
Sep 10 - Sep 11
Total with taxes and fees
Private Dog-friendly home: w/ hot tub, mountain views & trails
A large, two-story house with a prominent gable roof and multiple windows.

6. Keepsake Inn - In-law Apartment

Keepsake Inn - In-law Apartment
2.0 star property
Colebrook
8.0 out of 10, Very Good, (1 review)
$148 nightly
The price is $161
Oct 1 - Oct 2
Total with taxes and fees
Keepsake Inn - In-law Apartment
An outdoor area with a barbecue grill, a table with a chair, and a guitar leaning against a wooden structure.

7. 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
$61 nightly
The price is $68
Sep 7 - Sep 8
Total with taxes and fees
Throw your tent anywhere on property
A wooden shower enclosure with a showerhead and two faucets.

8. 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.
$61 nightly
The price is $68
Sep 7 - Sep 8
Total with taxes and fees
Throw your tent anywhere!
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.
$471 nightly
The price is $515
Sep 8 - Sep 9
Total with taxes and fees
Historic Island Pond Home on VAST Trail – 3BR, 2BA
An outdoor seating area with two red chairs and a table set for two, overlooking a grassy field and distant hills.

10. 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.
$88 nightly
The price is $99
Sep 7 - Sep 8
Total with taxes and fees
Peaceful camp with breathtaking views
A hallway with a wooden door, a black doormat, a wicker basket on a console table, and a lamp.

11. 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.
$222 nightly
The price is $249
Sep 11 - Sep 12
Total with taxes and fees
5 minutes to well known mountain bike venue “Kingdom Trails”.
A two-story house with a porch and a staircase leading to the entrance.

12. Adventurer's Home: Kingdom Trails with Swimming Hole

Adventurer's Home: Kingdom Trails with Swimming Hole
Burke
10.0 out of 10, Exceptional, (3 reviews)
"The location is incredibly convenient for visiting the Kingdom Trails. Everything you need is a 2 minute walk. This house is a great home base for mountain biking."
United States
Anonymous traveler
$443 nightly
The price is $496
Sep 8 - Sep 9
Total with taxes and fees
Adventurer's Home: Kingdom Trails with Swimming Hole
A two-story building with a balcony, a fire pit, and outdoor seating.

13. Charming ski chalet nestled in Vermont's Northeast Kingdom

Charming ski chalet nestled in Vermont's Northeast Kingdom
Newark
9.6 out of 10, Exceptional, (9 reviews)
"Nice place, will visit again. "
United States
Shreshth
$496 nightly
The price is $556
Sep 9 - Sep 10
Total with taxes and fees
Charming ski chalet nestled in Vermont's Northeast Kingdom
A large, multi-story hotel with red roofs, surrounded by snow-covered mountains and pine trees.

14. Rustic Bear Cabin w/ Hot tub

Rustic Bear Cabin w/ Hot tub
Carroll
9.4 out of 10, Exceptional, (54 reviews)
"We had a great weekend. The weather was great!"
United States
Jeremy E.
$229 nightly
The price is $242
Sep 23 - Sep 24
Total with taxes and fees
Rustic Bear Cabin w/ Hot tub
An outdoor area with a barbecue grill, a table with a gas cylinder, and a violin leaning against a chair.

15. 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.
$79 nightly
The price is $89
Sep 9 - Sep 10
Total with taxes and fees
Rv/camper hook ups with scenic views
A forested area with a fire pit and two Adirondack chairs facing a scenic view of mountains and trees.

16. Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (13 reviews)
"This is an amazing place to stay! The views are incredible, the furniture clean & comfortable, and the hot tub experience was immaculate. We were able to make our own food with the utensils provided and the owner was very helpful and communicates quickly! I would recommend this place to anyone who wants a getaway in the mountains. We will definitely be coming back here again!"
United States
Scott
$478 nightly
The price is $535
Sep 9 - Sep 10
Total with taxes and fees
Modern one bedroom home within Kirby’s mountains
A cozy living room with a stone fireplace, wooden ceiling, and a comfortable seating area with a sofa and a bench.

17. Mountain Lake Cottages

Mountain Lake Cottages
3.0 star property
Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Very clean rustic cottage. Great view of the lake."
United States
BOYD
Mountain Lake Cottages
A hot tub on a wooden deck with a view of a lake and trees.

18. Tranquil Cottage at FarAway Pond

Tranquil Cottage at FarAway Pond
Whitefield
9.6 out of 10, Exceptional, (7 reviews)
"Had an amazing time, loved the property and the cottage was perfect. Definitely a must-stay!"
United States
Emily S.
$436 nightly
The price is $463
Sep 21 - Sep 22
Total with taxes and fees
Tranquil Cottage at FarAway Pond
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, and a window with a view of trees.

19. Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
$329 nightly
The price is $357
Sep 17 - Sep 18
Total with taxes and fees
Keepsake Inn - Where Memories are Made
An outdoor deck with a fire pit table and two chairs, surrounded by a wooden deck and a grassy area with trees.

20. Sunny Waterfront Cottage at FarAway Pond

Sunny Waterfront Cottage at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (1 review)
"Great quiet private location! Kayaking was so peaceful and the trails were great for dogs. I loved the amenities and info left for things to do in the area. Our host was super responsive too. The owners of this property have put a lot of love into every detail. We will be back! "
United States
Veronica G.
$457 nightly
The price is $485
Sep 13 - Sep 14
Total with taxes and fees
Sunny Waterfront Cottage at FarAway Pond
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

The Wildflower Inn

The Wildflower Inn

10/10 Excellent
"My wife and I had the best time at this property. We only stayed for one night. The views were incredible everywhere on the property. The restaurant on site was so good. The staff was beyond friendly and helpful. The heated outdoor pool was spectacular due to the location which overlooked the most amazing views of the Green Mountains. This property sits on over 300 acres that includes hiking trails, vast biking trails, frisbee golf, and the most amazing places to watch the sunset. That’ll take your breath away. We will certainly be frequent visitors."
Robert 1-night trip
Posted 1 day ago
The Wildflower Inn

Find out more about Maidstone

Everything you need to know about Maidstone vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Maidstone vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Maidstone vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Maidstone vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Maidstone. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Maidstone in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $228 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Maidstone rentals

At Expedia, we put the best Maidstone vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Maidstone rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Maidstone vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maidstone. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Rustic Bear Cabin w/ Hot tub: 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. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the hot tub in this rental home to help you unwind.

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.