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Compare 94 Cabin Rentals in Chester with updated reviews, rates, and availability.

Exterior
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (3)
"Fantastic picturesque location it was great. Super comfy and unique"
The price is $150
$185 total
includes taxes & fees
May 20 - May 21
Treehouse at Wise Pines- NoBo
Exterior
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
10.0 out of 10, Exceptional, (27)
"This was one of the best locations we have stayed at! We came up for a fundraiser at Stratton Mountain. Tommy was so helpful and provided great information from booking up until checkout. There is a great virtual guide that answers all important questions. The house and outdoors were exactly what we were looking for. Our dog loved running around and we enjoyed the hot tub. The house was very clean and had all the necessities we needed. Our favorite part was being cozy on the coach watching...
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Exterior
Cabin in So. Vt Spring deals enjoy the Mtns.
10.0 out of 10, Exceptional, (97)
"Everything was lovely. Owners were extremely pleasant. Muffins in the morning was a great touch. We will be back."
Cabin in So. Vt Spring deals enjoy the Mtns.
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Fridge, microwave, oven, stovetop
Cozy Camp in the woods surrounded by nature.!
10.0 out of 10, Exceptional, (9)
"We booked the cabin in the woods for family ski/snowboard trip. Crotched mountain was perfect for the kids learning and for us to enjoy as well. The mountain was about 45 minute drive from the cabin. We also were able to skate on the lake which it's a few minutes walk from the cabin. We really enjoyed exploring the farm and meeting the animals. I asked ahead of our stay what they would have available to purchase from the farm and Jenny stocked our fridge with delicious pasture raised meats....
The price is $140
$205 total
includes taxes & fees
May 20 - May 21
Cozy Camp in the woods surrounded by nature.!
Exterior
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
10.0 out of 10, Exceptional, (11)
"Peter and Becky were fantastic hosts. Their cottage was a home away from home. It is beautifully appointed and perfectly located. I look forward to staying here again on my next trip to Vermont."
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
Exterior
The Owls Nest - A quaint cabin in the woods of Vermont
10.0 out of 10, Exceptional, (12)
"This adorable cottage was just what we needed to relax and unwind. Would love to come back again!"
The Owls Nest - A quaint cabin in the woods of Vermont
Exterior
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!
10.0 out of 10, Exceptional, (4)
"5 stars, everyone was happy with the place!"
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!
TV, fireplace, offices
Camp Mt. Holly - modern cabin by Okemo & Ludlow
10.0 out of 10, Exceptional, (1)
"Cute cabin about 15-20 minutes to Okemo. The property was clean, updated and had everything that we needed. The loft bedroom was located on the other side of the cabin, and not ideal when traveling with small children."
Camp Mt. Holly - modern cabin by Okemo & Ludlow
View from property
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
10.0 out of 10, Exceptional, (23)
"First, thanks for letting us to stay in your beautiful property. It was a great memorable stay in a true cabin surrounded by beautiful trees. We visited to enjoy the fall colors and we didn’t have to drive as this location and surrounding was so beautiful. We also gone for a walk in the trail in the backside of the cabin. Overall a fantastic experience. Thank you !!!"
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
Oven, stovetop, dishwasher, coffee/tea maker
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, (19)
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is $165
$340 total
includes taxes & fees
May 20 - May 21
VT Cabin overlooking the West River and Village
Exterior
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
10.0 out of 10, Exceptional, (38)
"The house was very clean and cozy. Nice and peaceful get away in a remote cabin with my wife and both of the dogs! They provided dog toys and a bed for our pups with additional treats, they were very happy about this! If you are looking for a quiet get away to slow down and reconnect with your family this is the place to be!"
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Property grounds
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
10.0 out of 10, Exceptional, (11)
"Beautiful home with everything that we needed. Short drive to Landmark College to see our daughter and close to Brattleboro shopping and restaurants. The river was also wonderful to wake up to. Highly recommend! "
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Fridge, microwave, stovetop, coffee/tea maker
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, (4)
"What a beautiful clean cabin nestled next to a brook with lots of hiking paths to explore. Centrally located to several ski resorts. Matt was the most excellent host! I look forward to returning during other seasons!"
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Exterior
Zen of the Woods Tiny Cabin in Okemo Valley
10.0 out of 10, Exceptional, (6)
"Nice small one-room cabin in the woods. The road is dirt and could have been difficult to traverse in snowy weather without 4-wheel drive, but was fine when we visited."
Zen of the Woods Tiny Cabin in Okemo Valley
Exterior
Brand New Luxury “Tiny” House, Immersed In Nature
10.0 out of 10, Exceptional, (1)
"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."
The price is $275
$434 total
includes taxes & fees
May 17 - May 18
Brand New Luxury “Tiny” House, Immersed In Nature
Property grounds
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
10.0 out of 10, Exceptional, (12)
"Nice house, clean, easy access, well set up for family skiing."
The price is $135
$482 total
includes taxes & fees
May 28 - May 29
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
1 bedroom, internet
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (9)
"This is an adorable spot! Super quiet, the treehouse is very unique, and moments away from downtown Woodstock. We’ll be back!"
The price is $150
$185 total
includes taxes & fees
May 20 - May 21
Treehouse at Wise Pines- SoBo
Exterior
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (174)
"It was very clean and area is beautiful. The pictures did not show inside stairs and i just had back surgery. It was very difficult for me on stairs. I wish i knew that before booking.. Also the couch in living room was terrible to sit in. If they remodeled the upstairs, i would stay again. Thank you"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Exterior
Award-Winning Log Cabin, Top 5 in New England!
9.8 out of 10, Exceptional, (71)
"The festive decorations upon arrival were a really nice way to be greeted. We really enjoyed the fireplace insert and the plentiful supply of wood."
Award-Winning Log Cabin, Top 5 in New England!
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (140)
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is $170
$360 total
includes taxes & fees
May 20 - May 21
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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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.

Other property types in Chester

Exterior
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (174)
"It was very clean and area is beautiful. The pictures did not show inside stairs and i just had back surgery. It was very difficult for me on stairs. I wish i knew that before booking.. Also the couch in living room was terrible to sit in. If they remodeled the upstairs, i would stay again. Thank you"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (177)
"We stayed the weekend for our 26th anniversary and had a wonderful time. Very private and everything was as described. The cottage is super charming! Will definitely be going back!"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Fridge, microwave, oven, stovetop
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (30)
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
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.

Chester Cabin Rentals information

Number of reviews
569
Accommodation
94 Cabin Rentals
Lowest Price
$140
Highest Price
$170

Frequently asked questions

What are the best cabins near Chester?
Pick from 312 cabin rentals in and around Chester. There’s something for every taste and budget, including Cabin - Rustic Lakefront Retreat With Shared Dock And Beach. This a nearby beach option proves you don’t need a big budget to have an unforgettable vacation. Of course, there’s nothing wrong with splashing out from time to time too. The centrally located Cabin - Romantic Retreat: Mt. Views, Hot Tub is a luxurious stay that keeps guests coming back.
Are there cheap cabins in Chester?
Priced from $140 to $170 per night, getting away with the family has never been cheaper or easier. Snap up one of our cheap cabins in Chester and enjoy the great outdoors without breaking the bank.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?
Splash out and book a vacation you’ll always remember at one of our Chester luxury cabins. Stunning Views In Ludlow Vermont Minutes To Okemo Resort is one option where you can spend a few days indulging your love of the finer things in life. It features a spa tub and a deck. Or, use Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning as a base to explore the natural splendors around you. Nice touches here include a spa tub and fitness classes.
What are the best river cabins near Chester?
Spend your days relaxing near the water and your nights listening to it trickling past at a river cabin near Chester. First on our list is Log Cabin In The Smokeshire Valley Area Of Chester. This riverside property offers a firepit and outdoor furniture. Alternatively, unpack your bags at New Secluded Log Cabin In The Mountains. As well as its gorgeous location, amenities here include nearby wildlife walks and nearby birdwatching activities.
What are the best cabins with pools near Chester?
Slip on your swimsuit and splash about whenever your heart desires when you select one of our cabin rentals with a pool. Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment is a top pick for travelers. On-site watersports and tennis are among the other amenities you can make use of here. Or you can enjoy some time out at Contemporary 4 - Bedroom Cabin 5 - Min To Okemo. As well as a refreshing pool, this cabin offers a fireplace and a barbecue grill.
What are some great Chester cabins?
From plush pads with all the nice touches to basic escapes that won’t break your budget, Expedia has cabin rentals to suit every budget and taste. Spend a few leisurely days in Mother Nature at Breathtaking Log Cabin Directly On Lake George 5bd. Conveniences here include a barbecue grill and nearby museums. Another appealing option is Cotton Lake Cabin - Breathtaking Views Of Squam Lake And Mountain Range. It features a garden, a king bed and more.
What are the best weekend cabin rentals in Chester?
It doesn’t get much better than a weekend cabin getaway after a draining week at work. Ditch the office for a couple of days in the outdoors at Breathtaking Log Cabin Directly On Lake George 5bd. A nearby beach and a barbecue grill are some amenities it offers. Emails will also be the last thing on your mind at Cotton Lake Cabin - Breathtaking Views Of Squam Lake And Mountain Range. Put your feet up here and make use of a spa tub and a nearby beach.
What are the best cabin prices in Chester?
With prices starting at only $140 a night for a cabin rental in Chester, there’s no need to wrestle with that hard-to-pitch tent.This price was 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.
Can I find log cabins in Chester?
Start your day with a cup of joe in your peaceful log cabin and then try some picnicking and snow shoeing. Sound like your ideal vacation? You’ll want to check out Breathtaking Log Cabin Directly On Lake George 5bd. Another getaway that delivers ample charm and comforts is Adirondack Waterfront Log Cabin. Close-by activities like ice skating and horse riding will add to your unforgettable experience here.
What are the highest-rated cabins in Chester?
With an impressive rating, it’s no surprise why Breathtaking Log Cabin Directly On Lake George 5bd is so popular with Expedia cabin travelers. Some useful amenities here include a nearby beach and a barbecue grill. Cotton Lake Cabin - Breathtaking Views Of Squam Lake And Mountain Range is another excellent choice. Quality conveniences including a spa tub and a nearby beach will help make your stay a comfy one.
Why should I book a cabin in Chester?
For a vacation in the great outdoors at the perfect price, you can’t beat a cabin. Imagine starting your day with the sounds of wildlife and having breakfast on your deck surrounded by stunning views. Rent a cabin in Chester and wave goodbye to the busy routine of modern life. Whether they’re beachside, lakeside or up a mountain, cabins offer a rustic and relaxing experience for anyone needing a break.
What are the top nature cabins in Chester?
The great outdoors won’t be the only thing you’ll be enjoying plenty of when you opt for a nature cabin in Chester. Adventure is everywhere too. Get cozy at Cabin - Beautiful Mt Area With Beautiful Scenic Views and try some nearby fishing and mountain climbing. Another option to consider is Cabin At Falls Romantic All Seasons Wonderland. It’s renowned for its home comforts as well as its nearby water skiing and paddle boating opportunities nearby.

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