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Holiday Rentals in Maidstone

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Our top choices for Maidstone holiday rentals

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

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

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, (47 reviews)
"Great stay!"
United States
Elise J.
The price is €547
includes taxes & fees
15 Nov - 16 Nov
Designed for slow mornings and star-filled nights, this secluded Northeast Kingdom escape features a year-round heated hot tub and private pond.

3. 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, (6 reviews)
"Host was incredibly responsive to booking process "
United States
Bryan C.
Cozy Chalet – Mtn View+ Hot Tub+ Hike+ Santa's Vil

4. 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.
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!

5. Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
The price is €310
includes taxes & fees
29 Nov - 30 Nov
Keepsake Inn - Where Memories are Made

6. 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 €404
includes taxes & fees
15 Nov - 16 Nov
Island Pond Apartment on VAST Trail – 3BR, 2BA

7. Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (17 reviews)
"It was very nice. Excellent view and very well maintained. Will come back!"
United States
Nate L.
The price is €462
includes taxes & fees
15 Nov - 16 Nov
Modern one bedroom home within Kirby’s mountains

8. 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 €613
includes taxes & fees
15 Nov - 16 Nov
Charming ski chalet nestled in Vermont's Northeast Kingdom

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.
The price is €425
includes taxes & fees
6 Dec - 7 Dec
Historic Island Pond Home on VAST Trail – 3BR, 2BA

10. 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
9.4 out of 10, Exceptional, (6 reviews)
"Great stay with everything we needed!"
United States
joanna s.
The price is €471
includes taxes & fees
13 Dec - 14 Dec
5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!

11. Balsam Fir House at FarAway Pond

Balsam Fir House at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (2 reviews)
"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 €591
includes taxes & fees
17 Nov - 18 Nov
Balsam Fir House at FarAway Pond

12. The Badger @ East Burke Village Ride-Ski-Play-Stay

The Badger @ East Burke Village Ride-Ski-Play-Stay
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 Badger @ East Burke Village Ride-Ski-Play-Stay

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

Beautiful and Modern New England Cabin for a White Mountains Vacation
Whitefield
Beautiful and Modern New England Cabin for a White Mountains Vacation

14. Tranquil Cottage at FarAway Pond

Tranquil Cottage at FarAway Pond
Whitefield
9.6 out of 10, Exceptional, (8 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 €396
includes taxes & fees
15 Dec - 16 Dec
Tranquil Cottage at FarAway Pond

15. Lux Waterfront Cottage at FarAway Pond

Lux Waterfront Cottage at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (2 reviews)
"great stay"
United States
Mark
The price is €775
includes taxes & fees
15 Nov - 16 Nov
Lux Waterfront Cottage at FarAway Pond

16. Sunny Waterfront Cottage at FarAway Pond

Sunny Waterfront Cottage at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful views at a gorgeous location and a wonderfully decorated cabin to relax in. Would definitely stay again!"
United States
Danielle O.
The price is €598
includes taxes & fees
28 Nov - 29 Nov
Sunny Waterfront Cottage at FarAway Pond

17. Rustic Bear Cabin w/ Hot tub

Rustic Bear Cabin w/ Hot tub
Carroll
9.4 out of 10, Exceptional, (58 reviews)
"The cabin and hot tub was a 10/0. So relaxing and inviting. We will be booking again for another visit."
United States
Steven
The price is €210
includes taxes & fees
15 Nov - 16 Nov
Rustic Bear Cabin w/ Hot tub

18. Birch Mirror House at FarAway Pond

Birch Mirror House at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (1 review)
"We had a great trip! My husband and I booked the mirror house for a weekend getaway! For a weekend, it was absolutely perfect! Small, intimate and cozy! We fully enjoyed the amenities such as the kayaks, hot tub, and sauna. Communication with Mary was always polite and prompt, and she gave such wonderful recommendations for things to do and places to eat! The only misunderstanding (which was a misunderstanding on my part) was we thought the location was going to be a tad more isolated than it...
United States
Emma S.
The price is €549
includes taxes & fees
8 Dec - 9 Dec
Birch Mirror House at FarAway Pond

19. Blue Spruce Mirror House at FarAway Pond

Blue Spruce Mirror House at FarAway Pond
Dalton
Blue Spruce Mirror House at FarAway Pond

20. 7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly

7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly
Jefferson
8.8 out of 10, Excellent, (5 reviews)
The price is €682
includes taxes & fees
15 Nov - 16 Nov
7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly
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

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, apart-hotels, 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 €210 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.