Search Holiday Homes in Maidstone

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Maidstone holiday homes

Exterior

Rustic Bear Cabin w/ Hot tub

Rustic Bear Cabin w/ Hot tub
Carroll
9.2 out of 10, Wonderful, (48 reviews)
"Cabin is adorable"
United States
Michelle A.
The price is £172
includes taxes & fees
7 Jun - 8 Jun
Rustic Bear Cabin w/ Hot tub
House | Private kitchen

Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
The price is £228
includes taxes & fees
8 Jun - 9 Jun
Keepsake Inn - Where Memories are Made
Fridge, microwave, oven, stovetop

Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
9.8 out of 10, Exceptional, (20 reviews)
"Very cleanGreat location "
United States
Sara Lynn B.
The price is £189
includes taxes & fees
7 Jun - 8 Jun
Cozy Mountain View Retreat
Terrace/patio

Tranquil Cottage at FarAway Pond

Tranquil Cottage at FarAway Pond
Whitefield
9.6 out of 10, Exceptional, (5 reviews)
"Had an amazing time, loved the property and the cottage was perfect. Definitely a must-stay!"
United States
Emily S.
The price is £319
includes taxes & fees
8 Jun - 9 Jun
Tranquil Cottage at FarAway Pond
Smart TV, fireplace, books

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
10.0 out of 10, Exceptional, (3 reviews)
"Host was very nice. Just beautiful ,great time! "
United States
todd m.
The price is £376
includes taxes & fees
8 Jun - 9 Jun
5H Charming hilltop Farmhouse with Stunning Views, near Mountain View Grand Resort!
Exterior

Adventurer's Home: Kingdom Trails with Swimming Hole

Adventurer's Home: Kingdom Trails with Swimming Hole
Burke
The price is £357
includes taxes & fees
7 Jun - 8 Jun
Adventurer's Home: Kingdom Trails with Swimming Hole
Property grounds

Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (8 reviews)
"We had a lovely time at Mini Kirby Hideaway; it was exactly what my husband, myself, and our dogs needed: time in a quiet, relaxing space. We rode from the house to Kingdom Trails; therefore, even the location was in a prime spot. We definitely will be staying here again."
United States
Lisa H.
The price is £309
includes taxes & fees
7 Jun - 8 Jun
Modern one bedroom home within Kirby’s mountains
TV, fireplace

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
9.8 out of 10, Exceptional, (43 reviews)
"Home was very spacious, peaceful and beautiful. Great view and access to the lake. Bring your own tinfoil and spices if cooking."
United States
Alicia W.
The price is £542
includes taxes & fees
8 Jun - 9 Jun
91WR Lake vibes and views at this waterfront home in the White Mountains! Dog Friendly!
Smart TV, fireplace

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

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is £430
includes taxes & fees
28 Jun - 29 Jun
Historic Island Pond Home on VAST Trail – 3BR, 2BA
Exterior

Lux Waterfront Cottage at FarAway Pond

Lux Waterfront Cottage at FarAway Pond
Whitefield
10.0 out of 10, Exceptional, (1 review)
"great stay"
United States
Mark
The price is £378
includes taxes & fees
9 Jun - 10 Jun
Lux Waterfront Cottage at FarAway Pond
Terrace/patio

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 £340
includes taxes & fees
8 Jun - 9 Jun
Sunny Waterfront Cottage at FarAway Pond
Terrace/patio

Birch Mirror House at FarAway Pond

Birch Mirror House at FarAway Pond
Whitefield
The price is £506
includes taxes & fees
7 Jun - 8 Jun
Birch Mirror House at FarAway Pond
Interior

Mountain Views 3BR - Pet Friendly, Hot Tub & Projector

Mountain Views 3BR - Pet Friendly, Hot Tub & Projector
Jefferson
8.0 out of 10, Very good, (9 reviews)
"The house is very clean, well stocked with basic needs, lots of board games etc. very cozy love that the house has a cabin vibe. Very family friendly. The fireplace and hot tub was a bonus "
United States
Euridece
The price is £392
includes taxes & fees
7 Jun - 8 Jun
Mountain Views 3BR - Pet Friendly, Hot Tub & Projector
TV, fireplace, ping pong

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, (17 reviews)
"Great location "
United States
Kevin W.
The price is £586
includes taxes & fees
28 Jun - 29 Jun
489O Beautiful modern log home on 17 acres close to skiing, private, views, fire pit, Ping Pong, AC!
Terrace/patio

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 £545
includes taxes & fees
23 Jun - 24 Jun
Balsam Fir House at FarAway Pond
Interior

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

7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly
Jefferson
10.0 out of 10, Exceptional, (1 review)
The price is £840
includes taxes & fees
25 Jun - 26 Jun
7PH Sunny Farmhouse Retreat, AC, Game Room, Dog Friendly
Exterior

Mtn Views: Colonial Home on Kingdom Trails!

Mtn Views: Colonial Home on Kingdom Trails!
East Burke
10.0 out of 10, Exceptional, (25 reviews)
"The home is beautiful and the fall scenery was magnificent!"
United States
Margaret J.
The price is £1,568
includes taxes & fees
20 Jun - 21 Jun
Mtn Views: Colonial Home on Kingdom Trails!
2 bedrooms, desk, iron/ironing board, WiFi

Lux Waterfront Cottage & Guest House

Lux Waterfront Cottage & Guest House
Whitefield
The price is £1,246
includes taxes & fees
5 Jul - 6 Jul
Lux Waterfront Cottage & Guest House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maidstone Hotel Reviews

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

4/10 Poor
"The bed was hard as a rock and I could feel the springs in the mattress all the time I was on the bed. Lots of goose poop on the lawn near the water made it hard not to step in. Nothing updated for a long while, old cover on bed, floor dirty my husband walked around with no socks on and his feet became filthy! Table in the room with only one chair to sit at it. Old air conditioner plugged in right on top of hand towel ring. The young man that checked us in was wonderful. The room did have a nice fridge with a freezer in it and it worked well."
Barbara 1-night trip
Posted 15 hours ago
Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

Find out more about Maidstone

Maidstone Holiday Homes information

Number of reviews
181
Accommodation
108 Holiday Homes
Lowest Price
£172
Highest Price
£1,568