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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chester cabin rentals

A red house with a covered porch and a chimney.

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is HK$1,333
HK$2,732 total
includes taxes & fees
5 Oct - 6 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A small red cabin with a door and windows, surrounded by autumn trees and a dirt ground.

2. Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub

Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
Cavendish
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is HK$1,718
HK$3,182 total
includes taxes & fees
20 Oct - 21 Oct
Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

3. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
The price is HK$1,684
HK$2,263 total
includes taxes & fees
22 Oct - 23 Oct
Fat Sheep Farm & Cabins
A rustic cabin with a stone foundation, a sloped roof, and a chimney. It features a porch with steps leading to the entrance, and a small attached shed.

4. Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Londonderry
9.6 out of 10, Exceptional, (24 reviews)
"Super attentive and accommodating host! It was a perfect cozy getaway on a frigid weekend, and the fireplace and hot tub were just the ticket. "
United States
Meghan R.
The price is HK$1,474
HK$4,156 total
includes taxes & fees
28 Sept - 29 Sept
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
A cabin with a deck, surrounded by dense forest.

5. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
The price is HK$2,188
HK$3,873 total
includes taxes & fees
29 Sept - 30 Sept
Cabin on the hill Ascutney Vt - 4 bedrooms
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

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

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,333
HK$2,240 total
includes taxes & fees
20 Oct - 21 Oct
Wellness Getaway with a Personal Sauna, and Private River Beach!
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

7. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (54 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is HK$1,937
HK$3,455 total
includes taxes & fees
29 Sept - 30 Sept
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A two-story cabin with a front porch, a covered deck, and a gravel driveway.

8. The MountainTop | Stratton & Mt Snow | Fire Pit

The MountainTop | Stratton & Mt Snow | Fire Pit
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Lovely place to stay. The stars truly are stunning. "
United States
Brenna G.
The price is HK$1,898
HK$4,254 total
includes taxes & fees
29 Sept - 30 Sept
The MountainTop | Stratton & Mt Snow | Fire Pit
A small red cabin with a door and windows, surrounded by autumn trees and a dirt ground.

9. Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards

Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
Cavendish
10.0 out of 10, Exceptional, (20 reviews)
"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 HK$1,883
HK$3,374 total
includes taxes & fees
27 Sept - 28 Sept
Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
A wooden cabin with a metal roof, a porch, and a stack of firewood.

10. Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Londonderry
10.0 out of 10, Exceptional, (11 reviews)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
The price is HK$3,529
HK$6,655 total
includes taxes & fees
15 Oct - 16 Oct
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
A house with a deck, surrounded by trees and a grassy slope.

11. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington
9.8 out of 10, Exceptional, (48 reviews)
"Once we got to know the fireplace, it was a wonderful addition to a very cozy cabin. The house felt loved and each different room had different touches of character and magic. We absolutely loved our stay. "
United States
Sarah K.
The price is HK$831
HK$3,111 total
includes taxes & fees
5 Oct - 6 Oct
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
A rustic building with a wooden deck, string lights, and a window overlooking a garden.

12. The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (5 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is HK$974
HK$1,969 total
includes taxes & fees
30 Sept - 1 Oct
The Studio with a View. Bring your dog, too!
A log cabin with a wooden door and windows, surrounded by snow.

13. Mountain Retreat with Outdoor Living Space and Ping Pong Table in Vermont

Mountain Retreat with Outdoor Living Space and Ping Pong Table in Vermont
Winhall
10.0 out of 10, Exceptional, (1 review)
"Sierra was great to work with upon check in. We really enjoyed our stay."
United States
Jonathan W. B.
The price is HK$3,478
HK$4,214 total
includes taxes & fees
19 Oct - 20 Oct
Mountain Retreat with Outdoor Living Space and Ping Pong Table in Vermont
A cabin with a sloped roof, surrounded by snow-covered trees, and illuminated by string lights.

14. Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont

Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
Jamaica
The price is HK$6,700
HK$8,121 total
includes taxes & fees
29 Sept - 30 Sept
Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
A wooden staircase leading to a cabin with a dark roof, surrounded by trees and autumn leaves.

15. A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
West Dover
9.0 out of 10, Wonderful, (4 reviews)
"Clean, comfortable, our 2nd time staying here - very nice."
United States
Dan G.
The price is HK$2,039
HK$5,041 total
includes taxes & fees
27 Oct - 28 Oct
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

16. Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room

Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room
Killington
The price is HK$5,485
HK$11,797 total
includes taxes & fees
28 Sept - 29 Sept
Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room
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

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"We loved everything about this hotel. It was a short walk to get downtown. Rooms were very clean. We loved the different areas for coffee so we didn’t have to walk too far in the morning."
Renee 2-night trip
Posted 3 hours ago
The Shire Woodstock

Frequently asked questions

What are the best cabins near Chester?
From cute and cosy to expansive and luxurious, there are 477 cabins to pick from in and around Chester. Some great options include Cabin - Romantic Retreat: Mt. Views, Hot Tub and Cabin - Close To Skiing, Hiking, Pvt Beach.
Are there cheap cabins in Chester?
For a nicely priced getaway in the great outdoors, look no further than our cheap cabins in Chester. Wake up in the morning to the sweet sound of birds chirping from one of our cosy cabins priced from HK$2,240 to HK$11,797 a night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Chester?
After spending your day exploring the wonders of Mother Nature, return home to the impeccable style and comfort of a Chester luxury cabin. Robert Frost Mountain Cabins is an ideal choice if you're in the mood to splash out and spoil yourself. You'll appreciate the first-rate touches here, such as pillow top mattresses and massage services. Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning is another popular stay. Make the most of a spa tub, fitness classes and a good deal more.
What are the best river cabins near Chester?
When you think of the word peaceful, a river cabin near Chester should be the first thing that enters your head. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet is the ideal place to rediscover your Zen. As well as its gorgeous surroundings, it comes with amenities such as a wood stove and snowsport activities. Warm And Inviting Jamaica Cabin W is another top choice. A wood stove and a firepit are just some of the conveniences here.
What are the best cabins with pools near Chester?
Put on your swimwear and splash around at your leisure when you stay at one of our cabin rentals with a pool near Chester. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna is a winning option. A swimming pool and a porch are among the other amenities that await you here. Or, spend your holiday at Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet. As well as a pleasant pool, this cabin comes with a porch and a patio.
Can I find beach cabins near Chester?
Pack your favourite Hawaiian shirt and spend your seaside getaway at Cosy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This Chester beach cabin rental has amenities such as on-site watersports and beach sun loungers. Cabin - Close To Skiing, Hiking, Pvt Beach also offers a sun-filled escape. Featuring on-site watersports and children's activities, it was made for easygoing days by the shore.
What are the best weekend cabin rentals in Chester?
Nothing beats a weekend cabin getaway after a hectic week at work. Swap the office cubicle for a few days in the great outdoors at Private Lake - Front Cabin With Walk. A patio and a firepit are a few of the amenities it offers. Alternatively, clear away some cobwebs at Shelving Rock Lodge On 54 Acres In Adirondack Park. Spend your nights here and make the most of on-site watersports and a patio.
What are the best cabin prices in Chester?
Whether you're travelling on a shoestring or want to splash out on your next trip, you'll find what you're after on Expedia. At the moment, you can get a Chester cabin from as little as HK$2,240 a night.
Can I find log cabins in Chester?
If you pine for a simpler way of life, you'll find it at one of our log cabins in Chester. For instance, Breathtaking Log Cabin Directly On Lake George 5bd. Spend your days here boating and hiking and then return home to its many comforts. Time also seems to go slower at Lake George Custom Built Log Cabin. When you're ready to venture beyond your front yard, snowboarding and skiing opportunities are nearby.
What are the highest-rated cabins in Chester?
There are some cabins that are just about perfect. Log Cabin Retreat On 40 Acres is a great example. With an impressive rating, it comes with amenities like a patio and a fireplace. Another top option is Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W. A patio and a firepit are a few of the conveniences you'll find here.
Why should I book a cabin in Chester?
For a holiday in the great outdoors that won't cost a fortune, you can't go past a cabin. Imagine starting your day with the sounds of songbirds and eating breakfast on a private deck surrounded by beautiful views. Book a cabin in Chester and wave goodbye to the hectic pace of modern life. Whether they're by the beach, in the mountains or near a river, cabins offer a refreshing, rustic experience that makes them the perfect choice.
What are the top nature cabins in Chester?
Our nature cabins in Chester come in plenty of styles and budgets, but they share one thing in common — opportunities to explore the great outdoors. Warm And Inviting Jamaica Cabin W lures lots of adventure seekers. Amenities such as a fireplace and a firepit only make it more appealing. Whether you're eager to slip your feet into hiking shoes or just put them up, do it at Quiet A - Frame Cabin On Creek With Private Deck. Another great option, it comes with a porch and a firepit.
What are some of the best cabins near Okemo Mountain Resort in Chester?
You'll have Mother Nature as a neighbour at a cabin in Okemo Mountain Resort. Beautiful Cosy Log Cabin With Hot Tub is a favourite. This retreat also promises big adventure, with nearby snowboarding and nearby mountain biking among the fun things to do in the area. Also look up Summit Cabin In Ludlow 4 Bedroom Cabin By Redawning. Go exploring and then return to your cabin to make the most of its comforts.

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