Maidstone Vacation Rentals from CA $336: Short-Term Rentals for 2026

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Our top choices for Maidstone vacation rentals

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

Guildhall

CA $356 total

includes taxes & fees

Oct 26 - Oct 27

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

2. Cozy cottage

Lunenburg

James and June F.

CA $336 total

includes taxes & fees

Oct 31 - Nov 1

A modern kitchen with a wooden ceiling, a central island with stools, and stainless steel appliances.

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

Lancaster

Bryan C.

CA $652 total

includes taxes & fees

Oct 29 - Oct 30

A modern kitchen with white cabinets, a dishwasher, a coffee maker, and a microwave.

4. Cozy Mountain View Retreat

Brighton

Samantha P.

CA $392 total

includes taxes & fees

Oct 20 - Oct 21

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

5. 489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!

Whitefield

Kevin W.

CA $1,210 total

includes taxes & fees

Oct 20 - Oct 21

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

6. Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway

Jefferson

"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! "

Tony S.

CA $499 total

includes taxes & fees

Oct 20 - Oct 21

A covered porch with a wooden railing, a grill, and a view of a snowy landscape.

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

Brighton

Jordon T.

CA $669 total

includes taxes & fees

Oct 20 - Oct 21

A narrow forested path flanked by moss-covered rock walls.

8. Beautiful and Modern New England Cabin for a White Mountains Vacation

Whitefield

CA $1,503 total

includes taxes & fees

Oct 20 - Oct 21

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

Brighton

David P.

CA $680 total

includes taxes & fees

Oct 21 - Oct 22

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

10. Modern one bedroom home within Kirby’s mountains

Kirby

Karen

CA $767 total

includes taxes & fees

Oct 25 - Oct 26

A two-story house with a porch and a staircase leading to the entrance.

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

Burke

Anonymous traveller

CA $736 total

includes taxes & fees

Oct 20 - Oct 21

A two-story building with a balcony, a fire pit, and outdoor seating.

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

Newark

Shreshth

CA $965 total

includes taxes & fees

Oct 20 - Oct 21

A spacious living room with a large window, a wooden staircase, a gray sectional sofa, a patterned armchair, and a rustic coffee table.

13. 5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!

Whitefield

joanna s.

CA $883 total

includes taxes & fees

Oct 20 - Oct 21

A bedroom with a bed, a tray with a cup and a glass, and a view of a lake and trees.

14. Blue Spruce Mirror House at FarAway Pond

Dalton

CA $1,086 total

includes taxes & fees

Nov 8 - Nov 9

A wooden deck with a fire pit and two wicker chairs.

15. Balsam Fir House at FarAway Pond

Whitefield

Jennifer C.

CA $870 total

includes taxes & fees

Oct 29 - Oct 30

A wooden staircase leading to a door, a blue patterned rug, a gray sofa, and a view through a glass door.

16. 7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly

Jefferson

Kimberly F.

CA $1,366 total

includes taxes & fees

Oct 21 - Oct 22

A bedroom with a bed, a shelf with plants, a door, and a wall with a framed picture.

17. Lake front

Whitefield

CA $1,665 total

includes taxes & fees

Oct 20 - Oct 21

A hot tub on a wooden deck with a view of a lake and trees.

18. Tranquil Cottage at FarAway Pond

Whitefield

Darcy V.

CA $645 total

includes taxes & fees

Nov 4 - Nov 5

A building with a windowed facade and a garden with hydrangea plants.

19. Riverfront in town: The Badger @ East Burke

Burke

Erin M.

CA $638 total

includes taxes & fees

Oct 20 - Oct 21

A bedroom with a large bed, two bedside lamps, and a view of a patio with outdoor furniture.

20. Lux Waterfront Cottage & Guest House

Whitefield

CA $1,274 total

includes taxes & fees

Nov 17 - Nov 18

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Top Maidstone Hotel Reviews

Mountain View Grand Resort & Spa

8/10 Good

"The views of the mountains were breathtaking. Our room was not ready at the 4 o'clock check in time. We could not check in till 45 minutes later. I had to check back at the desk even though we were told we would receive a text. The following day at 4:30 we had to ask for our room to be cleaned. This was a little disappointing for a hotel of this caliber."

3 Bedroom cabin on South Pond in Stark NH

10/10 Excellent

"The cottage was clean, roomy, and equipped with everything we needed (and more!). It was comfortable and the decor has lots of charming details. We had wonderful weather, but had it been rainy out we would have been cozy and well-entertained anyway. We didn’t even get to the jigsaw puzzles or video collection. We paddled the kayaks out onto the pond one morning to enjoy the foliage amidst a bit of mist and it was serene and beautiful — it was great to be able to easily do that. Communication with the hosts was easy and we didn’t need much of it — they had already thought of everything. Would definitely stay there again."

Coos Motor Inn

10/10 Excellent

"Great experience considering the situation. A motel is minimal offering and minimal expectation. Thats said, the room was definitely clean and very roomy! Much larger than I was expecting. Bed was comfortable and a selection different pillow types to choose from for personal comfort. Jackie at the front desk was the only employee I came into contact with (she promised there were other!. LoL), but she was super helpful with getting set up and answering any questions, needs, or concerns during the stay. Overall, was concerned about staying in a motel (Im a bit snooty and like high end hotels) but was very pleasantly surprised here. If I return to the area would absolutely consider staying here again! In addition, Lancaster's downtown/ main street was small but adequate. A few good restaurants, a couple of coffee shops, all nicely maintained and stylish. All within a walking distance."

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maidstone vacation rentals we have selected for you start as low as CA $336 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 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?

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.

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Check prices for these dates

Our top choices for Maidstone vacation rentals

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

2. Cozy cottage

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

4. Cozy Mountain View Retreat

5. 489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!

6. Ski Patrol Cottage at Applebrook - Perfect Mountain Getaway

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

8. Beautiful and Modern New England Cabin for a White Mountains Vacation

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

10. Modern one bedroom home within Kirby’s mountains

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

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

13. 5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!

14. Blue Spruce Mirror House at FarAway Pond

15. Balsam Fir House at FarAway Pond

16. 7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly

17. Lake front

18. Tranquil Cottage at FarAway Pond

19. Riverfront in town: The Badger @ East Burke

20. Lux Waterfront Cottage & Guest House

Find vacation rentals that suit your style

Top Maidstone Hotel Reviews

Mountain View Grand Resort & Spa

The Barron Brook Inn

Essex House and Tavern

The Wildflower Inn

Mount Jefferson View

The Inn at OxBow Acres

Crystal Falls Retreat, Swimming, Fishing, ATV

3 Bedroom cabin on South Pond in Stark NH

Coos Motor Inn

Find out more about Maidstone

Frequently asked questions

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