A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chester cabin rentals

Exterior

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, (170 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 CA $234
CA $505 total
includes taxes & fees
Aug 24 - Aug 25
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior detail

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

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (51 reviews)
"We had a fantastic stay! Can’t wait to return for a summer or fall trip. Cabin was wonderful, clean and full of amenities. It is a plus having access to laundry services."
United States
John H.
The price is CA $235
CA $509 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

3. Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is CA $296
CA $684 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Private Cabin in Andover - Fireplace & Hot tub
Exterior

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 CA $242
CA $754 total
includes taxes & fees
Aug 25 - Aug 26
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Exterior

5. 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 CA $262
CA $361 total
includes taxes & fees
Sep 7 - Sep 8
Fat Sheep Farm & Cabins
Exterior

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

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (26 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is CA $264
CA $547 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Interior

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

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (18 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 CA $264
CA $547 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

8. 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 CA $557
CA $1,165 total
includes taxes & fees
Aug 24 - Aug 25
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Exterior

9. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
The price is CA $384
CA $725 total
includes taxes & fees
Aug 25 - Aug 26
Cabin on the hill Ascutney Vt - 4 bedrooms
Exterior

10. 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 CA $333
CA $791 total
includes taxes & fees
Aug 24 - Aug 25
The MountainTop | Stratton & Mt Snow | Fire Pit
Exterior detail

11. 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, (4 reviews)
"What a great get away spot. Such a charming little cabin. The fireflies in the evening were a delight. Clean and cozy."
United States
s p.
The price is CA $155
CA $337 total
includes taxes & fees
Sep 8 - Sep 9
The Studio with a View. Bring your dog, too!
Property grounds

12. 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 CA $351
CA $930 total
includes taxes & fees
Sep 1 - Sep 2
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
TV, fireplace, stereo

13. 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 CA $1,452
CA $1,837 total
includes taxes & fees
Sep 7 - Sep 8
Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
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

Claremont Motor Lodge

Claremont Motor Lodge

8/10 Good
"Sorry. I do not wish to write a review."
Stephenson 3-night trip
Posted 14 hours ago
Claremont Motor Lodge

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
281
Accommodation
147 Cabin Rentals
Lowest Price
CA $337
Highest Price
CA $1,837

Frequently asked questions

What are the best cabins near Chester?
From cute and cozy 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 cozy cabins priced from CA $337 to CA $1,837 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 vacation 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 Cozy 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 traveling 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 CA $337 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 vacation 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 Cozy 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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