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Maidstone Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Maidstone holiday rentals

A compact kitchen with wooden cabinets, a white stove, a sink, and a refrigerator.

1. Cozy cottage

Cozy cottage
Lunenburg
10.0 out of 10, Exceptional, (12 reviews)
"Perfect Vermont cozy get away , Clean and quiet and peaceful and beds were comfy! thanks for sharing your place with us!"
United States
James and June F.
The price is NZ$438
includes taxes & fees
31 Oct - 1 Nov
Cozy cottage
Outdoor dining

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

Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing
Guildhall
The price is NZ$443
includes taxes & fees
13 Oct - 14 Oct
Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing
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, (28 reviews)
"Place was amazing! Highly recommend! Amenities were great and the place was well maintained. Loved how clean it was!"
United States
Samantha P.
The price is NZ$465
includes taxes & fees
11 Oct - 12 Oct
Cozy Mountain View Retreat
A cozy cabin interior with a wooden dining table, a sofa, a TV, and a staircase leading to a balcony.

4. 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)
"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 NZ$629
includes taxes & fees
20 Oct - 21 Oct
Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway
A living room with a sofa, a coffee table, and a dining area with chairs and a table.

5. 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 NZ$564
includes taxes & fees
1 Nov - 2 Nov
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.

6. 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 NZ$878
includes taxes & fees
1 Nov - 2 Nov
Historic Island Pond Home on VAST Trail – 3BR, 2BA
A forested area with a fire pit and two Adirondack chairs facing a scenic view of mountains and trees.

7. Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (15 reviews)
"I cannot express enough how very pleased I am! The property was absolutely beautiful, extremely clean, and very comfortable. It is secluded and very quiet. I do recommend 4wd to get to the cabin. There is a small general store at the bottom of the mountain if you need limited supplies too."
United States
Karen
The price is NZ$954
includes taxes & fees
25 Oct - 26 Oct
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.

8. Mountain Lake Cottages

Mountain Lake Cottages
3.0 star property
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Very clean rustic cottage. Great view of the lake."
United States
BOYD
Mountain Lake Cottages
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, and a window with a view of trees.

9. Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
The price is NZ$608
includes taxes & fees
22 Oct - 23 Oct
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.

10. 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.
The price is NZ$803
includes taxes & fees
29 Oct - 30 Oct
Sunny Waterfront Cottage at FarAway Pond
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.
The price is NZ$462
includes taxes & fees
16 Oct - 17 Oct
5 minutes to well known mountain bike venue “Kingdom Trails”.
A spacious cabin interior with a stone fireplace, wooden walls, and a balcony.

12. 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 NZ$1,456
includes taxes & fees
13 Oct - 14 Oct
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!
A hot tub on a wooden deck with a view of a lake and trees.

13. Tranquil Cottage at FarAway Pond

Tranquil Cottage at FarAway Pond
Whitefield
9.6 out of 10, Exceptional, (7 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 NZ$843
includes taxes & fees
3 Nov - 4 Nov
Tranquil Cottage at FarAway Pond
A two-story house with a porch and a staircase leading to the entrance.

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

Adventurer's Home: Kingdom Trails with Swimming Hole
Burke
10.0 out of 10, Exceptional, (4 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 traveller
The price is NZ$1,079
includes taxes & fees
13 Oct - 14 Oct
Adventurer's Home: Kingdom Trails with Swimming Hole
A wooden deck with a fire pit and two wicker chairs.

15. Balsam Fir House at FarAway Pond

Balsam Fir House at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (1 review)
"This place was fantastic! Perfect size and perfect setting. Inside was really well appointed and very comfortable. The extra amenities like the hot tub and sauna were a huge bonus. "
United States
Jennifer C.
The price is NZ$1,056
includes taxes & fees
29 Oct - 30 Oct
Balsam Fir House at FarAway Pond
A two-story building with a balcony, a fire pit, and outdoor seating.

16. 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
The price is NZ$1,069
includes taxes & fees
12 Oct - 13 Oct
Charming ski chalet nestled in Vermont's Northeast Kingdom
A covered porch with a wooden railing, a grill, and a view of a snowy landscape.

17. 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 NZ$992
includes taxes & fees
9 Oct - 10 Oct
Island Pond Apartment on VAST Trail – 3BR, 2BA
A bedroom with a bed, a tray with a cup and a glass, and a view of a lake and trees.

18. Blue Spruce Mirror House at FarAway Pond

Blue Spruce Mirror House at FarAway Pond
Dalton
The price is NZ$1,333
includes taxes & fees
3 Nov - 4 Nov
Blue Spruce Mirror House at FarAway Pond
A dog standing on grass with a chair in the foreground.

19. Riverfront in town: The Badger @ East Burke

Riverfront in town: The Badger @ East Burke
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 NZ$783
includes taxes & fees
12 Oct - 13 Oct
Riverfront in town: The Badger @ East Burke
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.

20. 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 NZ$457
includes taxes & fees
4 Nov - 5 Nov
Island Pond Apartment on VAST Trail – 1BR, 1BA
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

Mount Jefferson View

Mount Jefferson View

10/10 Excellent
"Great! We had everything we needed for the best price right in the mountains."
Heidi 2-night trip
Posted 4 hours ago
Mount Jefferson View

Find out more about Maidstone

Everything you need to know about Maidstone holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Maidstone holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Maidstone holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Maidstone holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maidstone holiday rentals we have selected for you start as low as NZ$438 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Maidstone rentals

At Expedia, we put the best Maidstone holiday 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 holiday.

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 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?

64J Stunning sunsets, just 20 mins to Bretton Woods. Hot Tub, Foosball, AC, dog friendly!: This holiday home rental outside of Maidstone is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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?

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 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.