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Our top choices for Maidstone holiday homes

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

Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing
Guildhall
The price is £181
includes taxes & fees
5 Nov - 6 Nov
Tranquil 1-bedroom house in welcoming Guildhall perfect for relaxing

2. 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 £359
includes taxes & fees
4 Nov - 5 Nov
Historic Island Pond Home on VAST Trail – 3BR, 2BA

3. Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
The price is £255
includes taxes & fees
29 Nov - 30 Nov
Keepsake Inn - Where Memories are Made

4. 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 £380
includes taxes & fees
4 Nov - 5 Nov
Modern one bedroom home within Kirby’s mountains

5. 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 £582
includes taxes & fees
4 Nov - 5 Nov
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!

6. 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 £173
includes taxes & fees
5 Nov - 6 Nov
Rustic Bear Cabin w/ Hot tub

7. 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 £339
includes taxes & fees
4 Nov - 5 Nov
Sunny Waterfront Cottage at FarAway Pond

8. 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 £336
includes taxes & fees
4 Nov - 5 Nov
Tranquil Cottage at FarAway Pond

9. 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 £420
includes taxes & fees
4 Nov - 5 Nov
5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!

10. 64J Stunning sunsets, just 20 mins to Bretton Woods. Hot Tub, Foosball, AC, dog friendly!

64J Stunning sunsets, just 20 mins to Bretton Woods. Hot Tub, Foosball, AC, dog friendly!
Whitefield
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful stay, celebrate my daughter birthday here and enjoyed this location 10 min from Santa village and spectacular views of the mountains and surroundings! "
United States
Samantha S.
The price is £493
includes taxes & fees
9 Nov - 10 Nov
64J Stunning sunsets, just 20 mins to Bretton Woods. Hot Tub, Foosball, AC, dog friendly!

11. Blue Spruce Mirror House at FarAway Pond

Blue Spruce Mirror House at FarAway Pond
Dalton
The price is £495
includes taxes & fees
2 Dec - 3 Dec
Blue Spruce Mirror 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 price is £295
includes taxes & fees
4 Nov - 5 Nov
The Badger @ East Burke Village Ride-Ski-Play-Stay

13. 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 £571
includes taxes & fees
8 Nov - 9 Nov
7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly

14. 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 £485
includes taxes & fees
4 Nov - 5 Nov
Balsam Fir House at FarAway Pond

15. 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 £479
includes taxes & fees
3 Dec - 4 Dec
Birch Mirror House at FarAway Pond

16. 91WR Lake vibes and views at this waterfront home in the White Mountains! Dog Friendly!

91WR Lake vibes and views at this waterfront home in the White Mountains! Dog Friendly!
Whitefield
9.6 out of 10, Exceptional, (45 reviews)
"We had an amazing week on Forest Lake! This house was comfortable and well stocked for any visitor! The house was awesome with plenty of places to hang out on the screened porch and screened cabana that was literally lakeside! The hot tub was a favorite for everyone and the outdoor shower was very convenient! I highly recommend this house…….you won’t regret it!!!"
United States
Francie B.
The price is £589
includes taxes & fees
4 Nov - 5 Nov
91WR Lake vibes and views at this waterfront home in the White Mountains! Dog Friendly!

17. Bowman inn Spacious 12-bedroom estate in beautiful Randolph with AC/pool/hottub

Bowman inn Spacious 12-bedroom estate in beautiful Randolph with AC/pool/hottub
Randolph
The price is £1,197
includes taxes & fees
4 Nov - 5 Nov
Bowman inn Spacious 12-bedroom estate in beautiful Randolph with AC/pool/hottub

18. Lake front

Lake front
Whitefield
The price is £838
includes taxes & fees
4 Nov - 5 Nov
Lake front
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

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Maidstone Holiday Homes information

Number of reviews
133
Accommodation
111 Holiday Homes
Lowest Price
£173
Highest Price
£1,197