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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

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

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
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, (206)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
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. "
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Owl's Nest Treehouse
Outdoor dining

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
5 May - 6 May
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, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is AED 624
AED 1,345 total
includes taxes & fees
5 May - 6 May
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)
"Beautiful property and wonderful host. Very welcoming and cozy, and within a quick drive of lots of great activities. I would definitely stay here again!"
The price is AED 533
AED 663 total
includes taxes & fees
4 May - 5 May
Treehouse at Wise Pines- SoBo
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Miscellaneous

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

10.0 out of 10, Exceptional, (15)
"Thanks for a great stay!"
The price is AED 643
AED 1,131 total
includes taxes & fees
4 May - 5 May
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
Exterior

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

8.6 out of 10, Excellent, (14)
"We really enjoyed our staying. Very quiet and our pet loved running around."
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, (109)
"Highly recommend this stay! The property and home are beautiful. It was very clean and cozy."
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, (5)
"Cabin was as advertised and very close to the mountain. Would definitely stay 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 truly enjoyed our time at the Owls Nest. The cabin is well appointed and thoughtfully decorated. Will and Sarah were great to work with and beyond accommodating. The fireplace, impressive vinyl collection, puzzles and hot tub made for wonderfully quiet and relaxing weekend. We are already thinking about the next trip. Thank you so much! "
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
Miscellaneous

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

10.0 out of 10, Exceptional, (23)
"Peaceful vacation"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Book 2 days get a 3rd free now - May 18Great Trail Fun
Exterior

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

10.0 out of 10, Exceptional, (113)
"Beautiful place."
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 detail

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

10.0 out of 10, Exceptional, (88)
"Very nice cabin with plenty of space and supplies such as blankets, towels, kitchen gear. Everything was very easy. I’d stay again "
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Miscellaneous

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

10.0 out of 10, Exceptional, (7)
"Our family absolutely loved the property. The house was so cute and had everything necessary. They really thought of everything! We highly recommend staying here if you are looking for a Vermont getaway. "
The price is AED 643
AED 1,131 total
includes taxes & fees
4 May - 5 May
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
Fridge, microwave, oven, stovetop

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)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
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)
"This was our second Christmas vacation in this great home. There’s room for everyone, great party spaces and it’s a quick walk to Brownsville Butcher "
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, (11)
"It was clean and a nice place."
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 1,087 total
includes taxes & fees
19 May - 20 May
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

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

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

10.0 out of 10, Exceptional, (23)
"Peaceful vacation"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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, (18)
"This place was absolutely perfect and wonderful. It offered a cozy family getaway to enjoy the southern Vermont scene that we have grown to love so very much. The house and owner are absolutely amazing and we hope to stay here again for our trips back to this area. Highly recommend! "
The price is AED 744
AED 2,365 total
includes taxes & fees
4 May - 5 May
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.