Search the Best Cabins in Chester

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In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Chester cabin rentals

Exterior

Brand New Luxury “Tiny” House, Immersed In Nature

Brand New Luxury “Tiny” House, Immersed In Nature
Athens
10.0 out of 10, Exceptional, (1 review)
"This is by far the most beautiful home I’ve ever stayed! So clean and amazing views of nature. We can’t wait to come back."
United States
Mia G.
$399 nightly
The price is $447
Apr 16 - Apr 17
Total with taxes and fees
Brand New Luxury “Tiny” House, Immersed In Nature
Exterior

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, (169 reviews)
"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
$329 nightly
The price is $368
Apr 16 - Apr 17
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

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, (17 reviews)
"It was an amazing experience! "
United States
Gruha
$267 nightly
The price is $289
Apr 16 - Apr 17
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

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.
$226 nightly
The price is $253
May 13 - May 14
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Exterior

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.
$321 nightly
The price is $362
Apr 16 - Apr 17
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Exterior

Owl's Nest Treehouse

Owl's Nest Treehouse
Alstead
10.0 out of 10, Exceptional, (21 reviews)
"Amazing place, cozy, clean and organized. I loved it and I want to come back again."
United States
Alex F.
$307 nightly
The price is $333
Apr 21 - Apr 22
Total with taxes and fees
Owl's Nest Treehouse
Exterior detail

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, (2 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.
$239 nightly
The price is $268
Apr 27 - Apr 28
Total with taxes and fees
The Studio with a View. Bring your dog, too!
Exterior

Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
9.0 out of 10, Wonderful, (6 reviews)
"Great little space"
United States
John
$575 nightly
The price is $650
Apr 16 - Apr 17
Total with taxes and fees
Romantic Riverbed Treehouse - hot tub & new sauna!
Exterior

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, (10 reviews)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
$568 nightly
The price is $641
Apr 16 - Apr 17
Total with taxes and fees
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Exterior

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
$445 nightly
The price is $498
Apr 16 - Apr 17
Total with taxes and fees
Cozy Private Cabin in Andover - Fireplace & Hot tub
Exterior

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.
$790 nightly
The price is $893
Apr 20 - Apr 21
Total with taxes and fees
Insanely romantic treehouse perched next to a stream and rolling hills.
Property grounds

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.
$537 nightly
The price is $588
Apr 16 - Apr 17
Total with taxes and fees
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
Exterior

The Vermont A-Frame Mountain Retreat

The Vermont A-Frame Mountain Retreat
Winhall
9.8 out of 10, Exceptional, (27 reviews)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
United States
Kevin M.
$527 nightly
The price is $556
Apr 21 - Apr 22
Total with taxes and fees
The Vermont A-Frame Mountain Retreat
Exterior detail

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, (35 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
$267 nightly
The price is $289
Apr 16 - Apr 17
Total with taxes and fees
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

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, (14 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.
$267 nightly
The price is $289
Apr 16 - Apr 17
Total with taxes and fees
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
$465 nightly
The price is $521
Apr 16 - Apr 17
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
Exterior

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.
$240 nightly
The price is $271
Apr 16 - Apr 17
Total with taxes and fees
Cozy cabin in charming Londonderry
Exterior

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
8.2 out of 10, Very Good, (11 reviews)
"We had a wonderful stay."
United States
Joshua
$502 nightly
The price is $567
Apr 16 - Apr 17
Total with taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Exterior

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.
$586 nightly
The price is $663
Apr 16 - Apr 17
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Everyone was nice!"
Jon 1-night trip
Posted 11 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
152
Accommodation
148 Cabin Rentals
Lowest Price
$253
Highest Price
$893

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 $253 to $893 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 $253 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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