Search Cabins in Chester

Most properties are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

This weekend
Next weekend

Browse Select Chester Cabin Rentals

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!
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
The Owls Nest - A quaint cabin in the woods of Vermont
10.0 out of 10, Exceptional, (11)
"Highly recommend this stay if you love a great nature experience with beautiful updates to the cabin. It was picture perfect. We arrived late at night and read through the directions before arriving which helped us navigate to the cabin with ease. All in all highly recommend you won’t regret your stay!!"
The Owls Nest - A quaint cabin in the woods of Vermont
Save an average of 15% on thousands of hotels when you're signed in
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 £151
includes taxes & fees
6 May - 7 May
Treehouse at Wise Pines- NoBo
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
Interior
Vermont Ski Chalet ~ 5 Mi to Magic Mountain
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay. The home was spacious, clean, had a nice layout and the kitchen was well stocked with a large dining table. Everything looked just like the pictures. The location was close to several ski resorts. We spent a day at mount snow (40 min drive) and okemo (30 min drive). The kids enjoyed sledding after skiing and the non skiiers spent a day hiking the property! Definitely would recommend this property!"
Vermont Ski Chalet ~ 5 Mi to Magic Mountain
Exterior
Cozy Log Cabin on the River | Fireplace | Loft
10.0 out of 10, Exceptional, (3)
"It was clean and a nice place."
Cozy Log Cabin on the River | Fireplace | Loft
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 £272
includes taxes & fees
5 May - 6 May
VT Cabin overlooking the West River and Village
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.
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 £165
includes taxes & fees
6 May - 7 May
Cozy Camp in the woods surrounded by nature.!
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
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.
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
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 £351
includes taxes & fees
5 May - 6 May
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."
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Exterior
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (173)
"Very clean and all accommodations Definitely good to go!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
1 bedroom, free WiFi, bed sheets
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 £151
includes taxes & fees
6 May - 7 May
Treehouse at Wise Pines- SoBo
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!
Don't see what you're looking for?
See all available properties in Chester
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
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (156)
"Communication with owners was amazing. Heather was a great respondent and communicator. We were able to get three generations under one roof for a quiet and relaxing family getaway. We shared old stories around the fireplace and played cards late into the night (which is ten thirty pm, for us). Both my father and sister commented, at separate times, that the location was relaxing and peaceful. The pictures represent the property correctly. This was my first experience with VRBO and I am...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Fridge, microwave, oven, stovetop
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (29)
"Two families stayed for a ski trip to okemo. Proximity to the mountain was a big plus for us. The cabin is cozy."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (176)
"Third time as good as the first. We will return next year"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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
447
Accommodation
91 Cabin Rentals
Lowest Price
£151
Highest Price
£351

Frequently asked questions

What are the best cabins near Chester?
Book one of our 275 cabins in Chester and you’ll be rewarded with magnificent scenery, outdoor fun and memories to treasure. Cabin - Romantic Retreat: Mt. Views, Hot Tub promises a slower pace of life. Cabin - Ultimate Relaxing Holiday is also perfect if you could do with some time out in nature.
Are there cheap cabins in Chester?
Priced from £151 to £351 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?
It’s time to treat yourself to a holiday you’ll always remember at one of our Chester luxury cabins. Picture - Perfect Vermont Mtn Cabin W is one place where you can spend a couple of days appreciating the finer things. It comes with a deck and a king bed. Or, use Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning as a base to discover the impressive natural areas around you. Quality amenities here include a spa tub and a separate dining area.
What are the best river cabins near Chester?
Spend your days making the most of the water and your nights listening to it trickling past at a river cabin near Chester. Leading our list is Log Cabin In The Smokeshire Valley Area Of Chester. This riverside retreat offers outdoor furniture and a firepit. Or, unpack your bags at New Secluded Log Cabin In The Mountains. On top of its picture-perfect location, amenities here include nearby wildlife walks and nearby birdwatching activities.
What are the best cabins with pools near Chester?
Don your swimsuit and enjoy a dip whenever your heart desires when you opt for one of our cabin rentals with a pool near Chester. Log Cabin - Cosy, Quaint And Scenic And Ready For Your Enjoyment is a hit with travellers. A swimming pool and a patio are some other amenities that await you here. Or you can spend your getaway at Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. As well as a lovely pool, this cabin offers a swimming pool and a barbecue grill.
What are some great Chester cabins?
When you want to spend your break in nature but aren’t fond of wrestling with tent poles and tarpaulins, a cabin is the perfect choice. Book a few nights or more at Rural Dog - Friendly Home With A Deck. This property comes with a king bed, a garden and more. Alternatively, experience outdoor fun and comfort combined at Adirondack Waterfront Log Cabin. A barbecue grill and nearby museums are among the amenities here.
What are the best weekend cabin rentals in Chester?
It doesn’t get much better than a weekend cabin getaway after an exhausting week at work. Swap the office for a few days in the outdoors at Rural Dog - Friendly Home With A Deck. A patio and children’s activities are some conveniences it offers. Alternatively, clear away some cobwebs at Adirondack Waterfront Log Cabin. Get comfy here and make the most of windsurfing and massage services.
What are the best cabin prices in Chester?
With prices starting at only £151 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 coffee in your cute log cabin and then go camping and rafting. Sound perfect to you? Then head for Adirondack Waterfront Log Cabin. Another wooden retreat that delivers lots of comfort and character is Private Brook Side Log Cabin On Tenney Mountain. Activities like snow shoeing and mountain biking will add to your unforgettable experience here.
What are the highest-rated cabins in Chester?
There are some holiday properties that are great in every way. Rural Dog - Friendly Home With A Deck is a prime example. With such an impressive rating, it comes with useful amenities such as a patio, children’s activities and more. Another highly rated option is Adirondack Waterfront Log Cabin. Windsurfing and massage services are among the conveniences that await you here.
Why should I book a cabin in Chester?
For a holiday 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 outdoors won’t be the only thing you’ll be experiencing lots of when you opt for a nature cabin in Chester. Adventure just about everywhere you look too. Make tracks to Cabin - Beautiful Mt Area With Beautiful Scenic Views and find time for nearby mountain biking and nearby sledding. Nature buffs also love Cabin - 20 - 25min To Waterville Valley And Loonfamily Mountain Getaway To Rest And Relax. It’s known for its home comforts along with its nearby hiking and biking trails and nearby fishing opportunities nearby.

Chester Hotel Reviews
Expedia verified reviews