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Featured Cabin Rentals in Chester and around

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, 32 reviews
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
9.8 out of 10, Exceptional, 67 reviews
"This home was perfect for our family (with dog) holiday vacation. Very close to Mount Snow and town. The house was comfortable, clean and had everything we needed."
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, 140 reviews
"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 €340
includes taxes & fees
17 Jun - 18 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, 116 reviews
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, 175 reviews
"This was a great stay- thank you so much! The property was clean and serene, the house adorable and cozy and the hot tub is always a plus! It was a great area, we’ll have to visit again sometime :)"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
10.0 out of 10, Exceptional, 11 reviews
"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.
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, 4 reviews
"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!
Award-Winning Log Cabin, Top 5 in New England!
9.8 out of 10, Exceptional, 71 reviews
"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!
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
9.4 out of 10, Exceptional, 10 reviews
"We loved our stay and would definitely come back."
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, 9 reviews
"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 €193
includes taxes & fees
19 Jun - 20 Jun
Treehouse at Wise Pines- SoBo
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
9.4 out of 10, Exceptional, 28 reviews
"Loved everything about it. Will look to book again"
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
9.0 out of 10, Wonderful, 12 reviews
"Amazing! Very nice fishing"
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, 3 reviews
"Fantastic picturesque location it was great. Super comfy and unique"
The price is €194
includes taxes & fees
19 Jun - 20 Jun
Treehouse at Wise Pines- NoBo
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
8.4 out of 10, Very good, 8 reviews
"This is our second time staying here. This year I was a little disappointed in my stay at this house. We were informed on the day of arrival that the dryer was replaced and would be hooked up three days after the start of our rental. There was some dialogue with the local manager and the local managers supervisor during the course of our stay, but in the end we never had use of a dryer in the house. The property manager Kate spoke on the phone with us and was supposed to get back to us and never...
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
9.8 out of 10, Exceptional, 100 reviews
"Property description is accurate - place was very clean. Be aware limited wi-fi and would recommmend. 4 wheel drive vehicle - would stay there again!"
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, 1 review
"It was lovely the hot tub was great and loved it being right by the lake"
The price is €273
includes taxes & fees
16 Jun - 17 Jun
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Stunning Views in Ludlow Vermont Minutes to Okemo Resort
7.6 out of 10, Good, 4 reviews
"Once a few hiccups were worked out we had a great stay at the house in Ludlow. The previous visitors had left a large pile of trash outside and had left the hot tub cover unsecured. After we located the cover lock for the hot tub we were able to secure it so it wouldn’t keep blowing open. The silverware drawer was also broken and falling out of the cabinet. I’m sure this will be repaired. A few little problems but the house was clean and is great for a group with ability to spread out. The mud...
Stunning Views in Ludlow Vermont Minutes to Okemo Resort
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, 19 reviews
"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 €324
includes taxes & fees
14 Jun - 15 Jun
VT Cabin overlooking the West River and Village
Green Mountain Modern House: iconic modern getaway
Green Mountain Modern House: iconic modern getaway
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
10.0 out of 10, Exceptional, 27 reviews
"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
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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

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, 179 reviews
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, 32 reviews
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, 69 reviews
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is €348
includes taxes & fees
27 Jun - 28 Jun
Long Trail House at Stratton Mountain Resort
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
754
Accommodation
96 Cabin Rentals
Lowest Price
€193
Highest Price
€340

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 €193 to €340 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 €193 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.

Recent Reviews in Chester
Expedia verified reviews