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Aug 15 - Aug 17
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Cabin Rentals in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (45)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (213)
"Cozy and scenic property here with more than enough space, great spot with a dog, to go hiking, or just relax."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Interior

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

10.0 out of 10, Exceptional, (20)
"Thanks for a great stay!"
$284 nightly
The price is $309
Aug 11 - Aug 12
Total includes taxes and fees
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (158)
"Thank you for a peaceful weekend away in a charming cottage!"
$327 nightly
The price is $366
Aug 19 - Aug 20
Total includes taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
NEW Lakeside cabin W/ Hot Tub Newly Renovated!
Outdoor spa tub

NEW Lakeside cabin W/ Hot Tub Newly Renovated!

NEW Lakeside cabin W/ Hot Tub Newly Renovated!
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Exterior

Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK

10.0 out of 10, Exceptional, (1)
"Had a great couple days at the "glamping cabin." The ride to get there on a dark foggy night was a bit thrilling, but could immediately relax once I got into the cabin. Place has everything needed for a semi-primitive cabin experience. Enjoyed the sauna and thencozy bed. "
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Exterior

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (53)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Treehouse at Wise Pines- SoBo
Property grounds

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
$188 nightly
The price is $206
Aug 5 - Aug 6
Total includes taxes and fees
Treehouse at Wise Pines- SoBo
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lake

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

10.0 out of 10, Exceptional, (139)
"Cute cabin close to Okemo and town! Really enjoyed our stay and would definitely return. "
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Interior

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay."
$502 nightly
The price is $567
Aug 5 - Aug 6
Total includes taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Cozy cabin in charming Londonderry
Exterior

Cozy cabin in charming Londonderry

9.0 out of 10, Wonderful, (2)
"Very cozy and quiet. "
$246 nightly
The price is $277
Aug 13 - Aug 14
Total includes taxes and fees
Cozy cabin in charming Londonderry
Award-Winning Log Cabin, Top 5 in New England!
Exterior

Award-Winning Log Cabin, Top 5 in New England!

9.8 out of 10, Exceptional, (79)
"Our trip was nothing short of perfect! The cabin is gorgeous! Everything you need is there or nearby. We will definitely return."
Award-Winning Log Cabin, Top 5 in New England!
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Exterior

Cozy Cabin in Stratton Mountain & Mount Snow 10min

10.0 out of 10, Exceptional, (5)
"The place was very clean & a good location. The host was friendly & responsive."
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Private kitchen

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! "
$320 nightly
The price is $361
Aug 5 - Aug 6
Total includes taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Interior

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
$277 nightly
The price is $301
Sep 1 - Sep 2
Total includes taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Exterior

The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

10.0 out of 10, Exceptional, (29)
"Great property that has met a variety of my needs. I've stayed several times; once alone, once with spouse and dog, once entertaining adult children. Communication with the host was great!"
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Insanely romantic treehouse perched next to a stream and rolling hills.
Fridge, microwave, oven, stovetop

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!"
$779 nightly
The price is $880
Sep 1 - Sep 2
Total includes taxes and fees
Insanely romantic treehouse perched next to a stream and rolling hills.
Owl's Nest Treehouse
Property grounds

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (6)
"Treehouse was just as the pictures and description portray. It was clean, quiet and peaceful. My wife and I stayed at the Owl's Nest Treehouse for just a quick one night get away. It was the perfect spot for some quiet time alone and a soak in the hot tub. The check in process was as simple as it gets, and the owners were very responsive to the few questions we asked. For dinner we went to Springfield VT (about a 30 min drive). You can probably find something a little closer, but Alstead...
$313 nightly
The price is $340
Aug 11 - Aug 12
Total includes taxes and fees
Owl's Nest Treehouse
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Dining

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

9.8 out of 10, Exceptional, (40)
"Awesome setup and location. Hosts were absolutely fantastic - would stay again :)"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Sage House at Camp Greenwood Vermont with Sauna
Interior

Sage House at Camp Greenwood Vermont with Sauna

10.0 out of 10, Exceptional, (3)
"I had a great stay, kitchen is fully equipped. The place is clean and cozy. My dtay was very relaxing. Would definitely stay again."
Sage House at Camp Greenwood Vermont with 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

Fullerton Inn

Fullerton Inn

10/10 Excellent
"A wonderful little Inn with such a pleasant owner and just a great vibe there. Would absolutely recommend for a summer or winter stay. Can imagine it is beautiful in the winter. "
Kirsty 1-night trip
Posted 23 hours ago
Fullerton Inn