Maidstone Vacation Rentals from $237: Search Short-Term Rentals

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Our top choices for Maidstone vacation rentals

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

Guildhall

$226 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

2. Cozy cottage

Lunenburg

James and June F.

$212 nightly

Oct 31 - Nov 1

Total with taxes and fees

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.

$412 nightly

Oct 29 - Oct 30

Total with taxes and fees

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

4. Cozy Mountain View Retreat

Brighton

Samantha P.

$237 nightly

Oct 19 - Oct 20

Total with taxes and fees

A two-story log cabin with a balcony and a separate cabin attached.

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

Whitefield

Kevin W.

$782 nightly

Oct 19 - Oct 20

Total with taxes and fees

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.

$325 nightly

Oct 19 - Oct 20

Total with taxes and fees

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.

$434 nightly

Oct 19 - Oct 20

Total with taxes and fees

A log cabin interior with a stone fireplace, leather furniture, a mounted moose head, and a wooden staircase.

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

Whitefield

$970 nightly

Oct 19 - Oct 20

Total with taxes and fees

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.

$446 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

$483 nightly

Oct 25 - Oct 26

Total with taxes and fees

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 traveler

$463 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

$610 nightly

Oct 19 - Oct 20

Total with taxes and fees

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.

$576 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

$760 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

15. Balsam Fir House at FarAway Pond

Whitefield

Jennifer C.

$577 nightly

Oct 29 - Oct 30

Total with taxes and fees

A room with wooden walls and floors, a small white refrigerator, and a red cabinet.

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

Jefferson

Kimberly F.

$849 nightly

Oct 19 - Oct 20

Total with taxes and fees

A covered porch with a sofa, a small table with a plant, and a grill.

17. Lake front

Whitefield

$1,085 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

18. Tranquil Cottage at FarAway Pond

Whitefield

Darcy V.

$432 nightly

Nov 4 - Nov 5

Total with taxes and fees

A dog standing on grass with a chair in the foreground.

19. Riverfront in town: The Badger @ East Burke

Burke

Erin M.

$407 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

$852 nightly

Nov 17 - Nov 18

Total with taxes and fees

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Top Maidstone Hotel Reviews

Essex House and Tavern

10/10 Excellent

"Because you’re staying in a room above a working tavern the rooms are considerably smaller than normal hotels. But it was clean. We had everything we needed even though it was a tiny bit cramped. Staff was excellent. The bar and restaurant downstairs had wonderful food and very good service."

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, 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 $237 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?

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.

Room 1

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

Essex House and Tavern

Mountain View Grand Resort & Spa

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

Under Canvas White Mountains

Find out more about Maidstone

Frequently asked questions