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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Chester cabin rentals

Exterior
Wellness Getaway with a Personal Sauna, and Private River Beach!

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is AED 496
AED 938 total
includes taxes & fees
15 Jan - 16 January 2026
Wellness Getaway with a Personal Sauna, and Private River Beach!
Exterior
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Cabin in Jamaica

Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great stay"
United States
Chelsea D.
The price is AED 443
AED 828 total
includes taxes & fees
4 Jan - 5 January 2026
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
Exterior
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Cabin in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
2.0 star property
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
The price is AED 545
AED 1,330 total
includes taxes & fees
7 Jan - 8 January 2026
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Exterior
Treehouse at Wise Pines- NoBo

Cabin in Woodstock

Treehouse at Wise Pines- NoBo
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is AED 551
AED 687 total
includes taxes & fees
7 Jan - 8 January 2026
Treehouse at Wise Pines- NoBo
Exterior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cabin in Cavendish

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is AED 889
AED 1,431 total
includes taxes & fees
12 Jan - 13 January 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cabin in Grafton

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is AED 624
AED 1,345 total
includes taxes & fees
5 Jan - 6 January 2026
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior
Owl's Nest Treehouse

Cabin in Alstead

Owl's Nest Treehouse
10.0 out of 10, Exceptional, (14)
"10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!"
United States
Adriana
The price is AED 1,010
AED 1,239 total
includes taxes & fees
20 Jan - 21 January 2026
Owl's Nest Treehouse
Exterior
Romantic Riverbed Treehouse - hot tub & new sauna!

Cabin in londonderry

Romantic Riverbed Treehouse - hot tub & new sauna!
10.0 out of 10, Exceptional, (2)
"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."
United States
Karen L.
The price is AED 691
AED 2,387 total
includes taxes & fees
12 Jan - 13 January 2026
Romantic Riverbed Treehouse - hot tub & new sauna!
Exterior
Treehouse at Wise Pines- SoBo

Cabin in Woodstock

Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (25)
"I was on an adventure with my young daughter and was looking for something unique. This was perfect. The common building was beautiful and had a great bathroom and other amenities if needed."
United States
scott b.
The price is AED 551
AED 687 total
includes taxes & fees
7 Jan - 8 January 2026
Treehouse at Wise Pines- SoBo
Exterior
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Cabin in Londonderry

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
10.0 out of 10, Exceptional, (10)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
The price is AED 2,479
AED 4,341 total
includes taxes & fees
5 Jan - 6 January 2026
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Exterior
The Vermont A-Frame Mountain Retreat

Cabin in Winhall

The Vermont A-Frame Mountain Retreat
9.8 out of 10, Exceptional, (26)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
United States
Kevin M.
The price is AED 793
AED 1,804 total
includes taxes & fees
7 Jan - 8 January 2026
The Vermont A-Frame Mountain Retreat
Exterior
Insanely romantic treehouse perched next to a stream and rolling hills.

Cabin in Londonderry

Insanely romantic treehouse perched next to a stream and rolling hills.
10.0 out of 10, Exceptional, (2)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
The price is AED 1,454
AED 3,200 total
includes taxes & fees
5 Jan - 6 January 2026
Insanely romantic treehouse perched next to a stream and rolling hills.
Exterior
Cozy cabin in charming Londonderry

Cabin in Londonderry

Cozy cabin in charming Londonderry
9.4 out of 10, Exceptional, (3)
"Very cozy and quiet. "
United States
Eric H.
The price is AED 512
AED 1,011 total
includes taxes & fees
5 Jan - 6 January 2026
Cozy cabin in charming Londonderry
Exterior
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

Cabin in West Dover

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
9.4 out of 10, Exceptional, (3)
"Clean, comfortable, our 2nd time staying here - very nice."
United States
Dan G.
The price is AED 1,175
AED 2,561 total
includes taxes & fees
13 Jan - 14 January 2026
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
Exterior
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cabin in Cavendish

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (12)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
The price is AED 948
AED 1,518 total
includes taxes & fees
20 Jan - 21 January 2026
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior detail
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cabin in Cavendish

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (32)
"We really enjoyed our stay. Beautiful cabins with plenty of space for the two of us. Nice treats when we arrived! Very good communication with our host. And very private. We really enjoyed the hot tub!"
United States
Wayne U.
The price is AED 940
AED 1,497 total
includes taxes & fees
12 Jan - 13 January 2026
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Cabin in Londonderry

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
9.6 out of 10, Exceptional, (19)
"Nice house, clean, easy access, well set up for family skiing."
United States
L I.
The price is AED 1,390
AED 2,903 total
includes taxes & fees
5 Jan - 6 January 2026
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Exterior
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Cabin in Londonderry

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
8.8 out of 10, Excellent, (9)
"We had a wonderful stay."
United States
Joshua
The price is AED 1,207
AED 2,073 total
includes taxes & fees
5 Jan - 6 January 2026
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Exterior
Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna

Cabin in Londonderry

Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna
2.0 star property
2.0 out of 10, (1)
"their was no AC it was over 100 degrees "
United States
Anthony R.
The price is AED 949
AED 2,379 total
includes taxes & fees
5 Jan - 6 January 2026
Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna
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 Chester Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"The suite has everything what we need it ,this place is great for stay ,everyone is so polite ,location is great .Highly recommend!!!"
bozena 3-night trip
Posted 1 day ago
Pointe at Castle Hill Resort