Search the Best Cabins in Chester

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Our top choices for Chester cabin rentals

10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
$228 nightly
The price is $255
Jan 15 - Jan 16, 2026
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (5)
"Great stay"
United States
Chelsea D.
$200 nightly
The price is $226
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
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! "
United States
Laurel
$319 nightly
The price is $360
Jan 1 - Jan 2, 2026
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
$171 nightly
The price is $187
Jan 7 - Jan 8, 2026
Total with taxes and fees
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
$377 nightly
The price is $413
Jan 20 - Jan 21, 2026
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
$327 nightly
The price is $366
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cabin in Alstead

Owl's Nest Treehouse
10.0 out of 10, Exceptional, (14)
"10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!"
United States
Adriana
$310 nightly
The price is $336
Jan 20 - Jan 21, 2026
Total with taxes and fees
Owl's Nest Treehouse
10.0 out of 10, Exceptional, (2)
"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."
United States
Karen L.
$567 nightly
The price is $641
Jan 12 - Jan 13, 2026
Total with taxes and fees
Romantic Riverbed Treehouse - hot tub & new sauna!
9.8 out of 10, Exceptional, (25)
"I was on an adventure with my young daughter and was looking for something unique. This was perfect. The common building was beautiful and had a great bathroom and other amenities if needed."
United States
scott b.
$171 nightly
The price is $187
Jan 7 - Jan 8, 2026
Total with taxes and fees
Treehouse at Wise Pines- SoBo
10.0 out of 10, Exceptional, (10)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
$1,046 nightly
The price is $1,182
Jan 5 - Jan 6, 2026
Total with taxes and fees
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
9.8 out of 10, Exceptional, (26)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
United States
Kevin M.
$551 nightly
The price is $596
Jan 22 - Jan 23, 2026
Total with taxes and fees
The Vermont A-Frame Mountain Retreat
10.0 out of 10, Exceptional, (2)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
$771 nightly
The price is $871
Jan 5 - Jan 6, 2026
Total with taxes and fees
Insanely romantic treehouse perched next to a stream and rolling hills.
9.4 out of 10, Exceptional, (3)
"Very cozy and quiet. "
United States
Eric H.
$244 nightly
The price is $275
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy cabin in charming Londonderry
10.0 out of 10, Exceptional, (2)
"It was a sweet and cozy little cottage. Absolutely perfect. Clean, safe and so close to the mountain!! Would absolutely love to stay here again!"
United States
Susanne G.
$626 nightly
The price is $685
Jan 13 - Jan 14, 2026
Total with taxes and fees
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
10.0 out of 10, Exceptional, (12)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
$377 nightly
The price is $413
Jan 20 - Jan 21, 2026
Total with taxes and fees
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (32)
"We really enjoyed our stay. Beautiful cabins with plenty of space for the two of us. Nice treats when we arrived! Very good communication with our host. And very private. We really enjoyed the hot tub!"
United States
Wayne U.
$370 nightly
The price is $405
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
9.6 out of 10, Exceptional, (19)
"Nice house, clean, easy access, well set up for family skiing."
United States
L I.
$720 nightly
The price is $814
Jan 5 - Jan 6, 2026
Total with taxes and fees
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
8.8 out of 10, Excellent, (9)
"We had a wonderful stay."
United States
Joshua
$500 nightly
The price is $564
Jan 5 - Jan 6, 2026
Total with taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
2.0 out of 10, (1)
"their was no AC it was over 100 degrees "
United States
Anthony R.
$571 nightly
The price is $646
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and 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

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
335
Accommodation
135 Cabin Rentals
Lowest Price
$187
Highest Price
$1,182

Frequently asked questions

What are the best cabins near Chester?
From cute and cozy to big and luxurious, there are 475 cabins on offer in and around Chester. Standouts 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 $187 to $1,182 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?
Our Chester luxury cabins offer style and comfort while staying in the great outdoors. You'll appreciate the high-end amenities at Robert Frost Mountain Cabins. Pillow top mattresses and massage services help make this getaway a favorite. Alternatively, relax in luxury at Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning, which comes with a spa tub and fitness classes.
What are the best river cabins near Chester?
When you think of the word relaxing, a river cabin near Chester should come to mind. Warm And Inviting Jamaica Cabin W is the perfect place to find some stillness. In addition to its pretty surroundings, it offers amenities such as a wood stove and a firepit. Quiet A - Frame Cabin On Creek With Private Deck is another enticing option. A firepit and a queen bed are just some of the conveniences that await you here.
What are the best cabins with pools near Chester?
Staying in a cabin rental with a pool adds another level of fun to your vacation. If you're chasing one near Chester, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna offers amenities like a swimming pool and a porch to make your poolside escape even more perfect. Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment is another top choice and features on-site watersports and a swimming pool.
Can I find beach cabins near Chester?
Pack your board shorts and soak up the seaside vibes at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This Chester beach cabin has amenities including on-site watersports and beach sun loungers. Cabin - Close To Skiing, Hiking, Pvt Beach also delivers a sun-drenched stay. Featuring on-site watersports and children's activities, it's what beach vacation dreams are made of.
What are the best weekend cabin rentals in Chester?
Whether you're organizing a short break with your honey or your besties, we'll help you locate the perfect weekend cabin getaway. One awesome option? Private Lake - Front Cabin With Walk. Featuring a patio and a firepit, you'll love the natural setting here. Shelving Rock Lodge On 54 Acres In Adirondack Park is another fantastic place where you can hit pause. Enjoy a few nights at this escape which offers 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 $187 a night.
Can I find log cabins in Chester?
If you're pining for a slower pace of life, you'll find it at one of our log cabins in Chester. For example, Cabin - Close To Skiing, Hiking, Pvt Beach. Spend your days here going hiking and snowboarding and then return home to its rustic charms. Time also seems to slow down at Breathtaking Log Cabin Directly On Lake George 5bd. When you want to venture beyond your front step, camping and skiing opportunities are close by.
What are the highest-rated cabins in Chester?
With an impressive rating, it's not surprising why Log Cabin Retreat On 40 Acres is such a favorite with Expedia travelers. It offers useful amenities like a patio and a fireplace. Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W is another great choice. Conveniences such as a patio and a firepit will help you feel right at home.
Why should I book a cabin in Chester?
For a travel experience that's big on charm, value for money and home comforts, a cabin is a top choice. Leave your city blues behind and wander through the greenery of nature. From days spent rambling to peaceful evenings cuddled up by a campfire, cabins offer both relaxation and excitement. Check out the terrific Chester options right here on Expedia.
What are the top nature cabins in Chester?
Our nature cabins in Chester come in many budgets and styles, but there's one feature they all share — access to the great outdoors. Warm And Inviting Jamaica Cabin W is a magnet for nature buffs. Amenities such as a firepit and a barbecue grill make it even more inviting. Whether you'd rather slip your feet into hiking boots or simply put them up, you can do it at Quiet A - Frame Cabin On Creek With Private Deck. Another favorite, it offers a barbecue grill and a firepit.
What are some of the best cabins near Weston Playhouse in Chester?
The Owls Nest - A Quaint Cabin In The Woods Of Vt is one of the best cabins in Weston Playhouse. Plenty of comforts, beautiful surroundings and activities such as nearby mountain biking and nearby cross-country skiing help make it the perfect escape. New Secluded Log Cabin In The Mountains is another place where nature and adventure go hand in hand. Spend your break here and add nearby sledding and mountain climbing to your to-do list.

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