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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 139 Cabin Rentals in Chester with updated reviews, rates, and availability.

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, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
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, (205)
"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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. "
The price is AED 257
AED 623 total
includes taxes & fees
21 Apr - 22 Apr
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Owl's Nest Treehouse
Property grounds

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (1)
"My husband and I had a great weekend at Owl's Nest. The space was small, but cozy and the space was so well thought out in every way. It was meticulously clean, the lighting was magical, the hot tub was so cozy, and the host was very thoughtful in providing k-cups and local syrup and honey! Even though the cabin is on the same property as another house, it felt secluded. If you stay at this cabin, I definitely recommend going to L.A. Burdick in Walpole and having dinner at Wunderbar in Bellows...
The price is AED 1,010
AED 1,235 total
includes taxes & fees
13 Apr - 14 Apr
Owl's Nest Treehouse
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, (156)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is AED 624
AED 1,337 total
includes taxes & fees
14 Apr - 15 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Treehouse at Wise Pines- SoBo
1 bedroom

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is AED 533
AED 667 total
includes taxes & fees
13 Apr - 14 Apr
Treehouse at Wise Pines- SoBo
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (13)
"Loved this property. Was clean, well maintained, and cozy. My partner loved the size and the full kitchen. Was a good distance from Ludlow downtown, not too far. "
The price is AED 643
AED 1,127 total
includes taxes & fees
15 Apr - 16 Apr
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Interior

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

8.6 out of 10, Excellent, (14)
"House is lovely and well appointed."
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Terrace/patio

Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

9.0 out of 10, Wonderful, (108)
"The cabin is indeed private, warm and cozy with plenty of space for 7 adults. The appliances in the kitchen are updated and mattresses are comfortable. We were very disappointed with the unpleasant odor in the house (septic) that was difficult to mask with scented candles and cooking. We contacted the Vacasca representative our first full day in the home and were expecting a phone call for an onsite inspection that never happened "
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK
2 bedrooms, desk, free WiFi

Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK

2.0 star property
10.0 out of 10, Exceptional, (3)
"Super cozy and clean. Was great to disconnect and enjoy the serenity. 10 minute drive to Stratton and probably about 30-40 to Bromley and Mt Snow. I’ll definitely do it again."
Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK
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, (25)
"We love the owls nest and have been there several times. It's like coming home to familiarity. Great landing spot and close to all the ski resorts."
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Exterior

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Book 2 days get a 3rd free now - May 18Great Trail Fun
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Book 2 days get a 3rd free now - May 18Great Trail Fun

10.0 out of 10, Exceptional, (113)
"We had a nice time at this cabin. Super clean and perfect for what we needed with 2 teenagers. "
Book 2 days get a 3rd free now - May 18Great Trail Fun
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Exterior

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

10.0 out of 10, Exceptional, (88)
"Had a very relaxing time at this cabin. Everything was as described on listing. Very clean and excellent location. Very comfortable sitting by the fireplace after skiing Okemo all day! Would definitely stay here again! Nice and secluded but yet close to the mountain and stores if needed!"
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
1 bedroom, free WiFi, bed sheets

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

10.0 out of 10, Exceptional, (7)
"The property is gorgeous!! I’m glad we stayed there! Clean and cozy. Love it!"
The price is AED 643
AED 1,127 total
includes taxes & fees
15 Apr - 16 Apr
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
Exterior

Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet

10.0 out of 10, Exceptional, (76)
"Perfectly clean and welcoming cabin. Comfy beds, great location. Would definitely return. "
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Microwave, stovetop, dishwasher

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
9.6 out of 10, Exceptional, (7)
"We would stay here again. Very Convenient, clean and cozy. It had everything we needed for our short stay. Thanks for the quick response. "
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Log Cabin home with Mt Ascutney views and pool table
Terrace/patio

Log Cabin home with Mt Ascutney views and pool table

9.8 out of 10, Exceptional, (88)
"We were very pleased with the amount of space and beautiful views that the home offered. It was comfortable, warm and inviting and the owner was very attentive to any questions we had."
Log Cabin home with Mt Ascutney views and pool table
Cozy Log Cabin on the River | Fireplace | Loft
3 bedrooms, desk, WiFi, bed sheets

Cozy Log Cabin on the River | Fireplace | Loft

10.0 out of 10, Exceptional, (10)
"We booked this property for a ski vacation over kids winter break, and found it was perfect for our needs. Very clean property, modern appliances in well-equipped kitchen, loft area the kids loved and full of games, plenty of hot water and good temperature control throughout the home, beautiful private master suite, and functional fireplace with plenty of firewood. Easy 25 minute drive to Mt. Snow. Owner was very communicative with a guide and daily check-ins. Property is well-maintained,...
Cozy Log Cabin on the River | Fireplace | Loft
Cozy cabin in charming Londonderry
Exterior

Cozy cabin in charming Londonderry

9.0 out of 10, Wonderful, (2)
"Very cozy and quiet. "
The price is AED 569
AED 1,079 total
includes taxes & fees
14 Apr - 15 Apr
Cozy cabin in charming Londonderry
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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Other property types 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, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
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, (205)
"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (16)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is AED 744
AED 2,365 total
includes taxes & fees
15 Apr - 16 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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.