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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chester cabin rentals

A log cabin with a snow-covered roof and a white picket fence.

1. Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
Andover
10.0 out of 10, Exceptional, (7 reviews)
"The cabin was lovely. Great location . Nicely equipped. "
United States
Betsy S.
$378 nightly
The price is $423
Nov 12 - Nov 13
Total with taxes and fees
Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
A red house with a covered porch and a chimney.

2. 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, (176 reviews)
"Very pet friendly & nice country location. Host was responsive & helpful."
United States
Neil S.
$323 nightly
The price is $362
Nov 12 - Nov 13
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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, (16 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
$171 nightly
The price is $186
Nov 17 - Nov 18
Total with taxes and fees
Fat Sheep Farm & Cabins
A rustic cabin with a wooden exterior, a metal roof, and a small porch with railings.

4. Cozy cabin in charming Londonderry

Cozy cabin in charming Londonderry
Londonderry
8.4 out of 10, Very good, (5 reviews)
"Very cozy and quiet. "
United States
Eric H.
$232 nightly
The price is $262
Nov 12 - Nov 13
Total with taxes and fees
Cozy cabin in charming Londonderry
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

5. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (59 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$377 nightly
The price is $406
Nov 16 - Nov 17
Total with taxes and fees
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A wooden cabin with a balcony and a staircase leading to a second level.

6. Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
9.0 out of 10, Wonderful, (7 reviews)
"Beautiful location and place. Could have been a bit cleaner (windows, TV, shower curtain) and the hot tub worked well but definitely needed to be cleaner."
United States
Tracey V.
$546 nightly
The price is $617
Nov 12 - Nov 13
Total with taxes and fees
Romantic Riverbed Treehouse - hot tub & new sauna!
A snow-covered building with a sloped roof, large arched windows, and a door.

7. Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
Londonderry
10.0 out of 10, Exceptional, (3 reviews)
"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."
United States
Michael D.
$309 nightly
The price is $349
Nov 12 - Nov 13
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

8. 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.
$239 nightly
The price is $268
Nov 16 - Nov 17
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
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.

9. 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, (25 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.
$487 nightly
The price is $550
Nov 17 - Nov 18
Total with taxes and fees
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
A cabin with a wooden exterior, surrounded by a forest with autumn-colored leaves.

10. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
$375 nightly
The price is $404
Nov 12 - Nov 13
Total with taxes and fees
Adventure Cabin Hot Tub Sauna Trails Game Area
A wooden cabin with a balcony and a staircase leading to a second level.

11. Insanely romantic treehouse perched next to a stream and rolling hills.

Insanely romantic treehouse perched next to a stream and rolling hills.
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
$750 nightly
The price is $848
Nov 12 - Nov 13
Total with taxes and fees
Insanely romantic treehouse perched next to a stream and rolling hills.
A wooden cabin with a metal roof, a porch, and a stack of firewood.

12. 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.
$678 nightly
The price is $766
Nov 16 - Nov 17
Total with taxes and fees
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
A red wooden cabin with a stone wall, a fire pit, and Adirondack chairs in a forest.

13. Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes

Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
Cavendish
10.0 out of 10, Exceptional, (20 reviews)
"Great space with everything you could need. Very clean."
United States
Kristen A.
$375 nightly
The price is $404
Nov 12 - Nov 13
Total with taxes and fees
Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
Exterior

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
$1,037 nightly
The price is $1,172
Nov 12 - Nov 13
Total with taxes and fees
Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
A cabin with a stone chimney, wooden deck, and a staircase leading to the entrance.

15. 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
$440 nightly
The price is $497
Nov 16 - Nov 17
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A snow-covered path leading to a building with a lit entrance, surrounded by trees.

16. Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna

Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna
Londonderry
2.0 out of 10, (1 review)
"their was no AC it was over 100 degrees "
United States
Anthony R.
$557 nightly
The price is $630
Nov 12 - Nov 13
Total with taxes and fees
Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna
A two-story cabin with a balcony, surrounded by a forest.

17. Cozy Cedar Cabin 8 Min to Mount Snow

Cozy Cedar Cabin 8 Min to Mount Snow
Dover
$559 nightly
The price is $632
Nov 18 - Nov 19
Total with taxes and fees
Cozy Cedar Cabin 8 Min to Mount Snow
A snow-covered street with buildings, a clock tower, and a sign for 'The North Face Summit Shop'.

18. 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.
$427 nightly
The price is $483
Nov 12 - Nov 13
Total with taxes and fees
The MountainTop | Stratton & Mt Snow | Fire Pit
A rustic building with a wooden deck, string lights, and a window overlooking a garden.

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

The Studio with a View. Bring your dog, too!
Brattleboro
9.8 out of 10, Exceptional, (8 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.
$200 nightly
The price is $223
Nov 18 - Nov 19
Total with taxes and fees
The Studio with a View. Bring your dog, too!
A wooden cabin with a balcony, surrounded by lush greenery and a stone pathway.

20. Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Londonderry
8.0 out of 10, Very good, (12 reviews)
"We had a wonderful stay."
United States
Joshua
$477 nightly
The price is $538
Nov 12 - Nov 13
Total with taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
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 Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Very unique property with a feel like home feel Good breakfast ."
Michael 1-night trip
Posted 15 hours ago
The Equinox Golf Resort And Spa

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
379
Accommodation
151 Cabin Rentals
Lowest Price
$186
Highest Price
$1,172

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 $186 to $1,172 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 $186 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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