Search the Best Cabins in Chester

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Our top choices for Chester cabin rentals

Cabin in Newfane

Mark

$228 nightly

Jan 15 - Jan 16, 2026

Total with taxes and fees

Cabin in Jamaica

Chelsea D.

$200 nightly

Jan 4 - Jan 5, 2026

Total with taxes and fees

Cabin in Londonderry

Laurel

$319 nightly

Jan 1 - Jan 2, 2026

Total with taxes and fees

Cabin in Woodstock

Ethan

$171 nightly

Jan 7 - Jan 8, 2026

Total with taxes and fees

Cabin in Cavendish

Tyler S.

$377 nightly

Jan 20 - Jan 21, 2026

Total with taxes and fees

Cabin in Grafton

Philip

$327 nightly

Jan 5 - Jan 6, 2026

Total with taxes and fees

Cabin in Alstead

Adriana

$310 nightly

Jan 20 - Jan 21, 2026

Total with taxes and fees

Cabin in londonderry

Karen L.

$567 nightly

Jan 12 - Jan 13, 2026

Total with taxes and fees

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Top Chester Hotel Reviews

On The River Inn

10/10 Excellent

"The Inn was quite nice. We enjoyed the 2nd floor library area to sit and relax. The restaurant on site 506 Bistro was fabulous. "

The Jackson

10/10 Excellent

"The staff was absolutely lovely. The Inn has a complimentary wine and cheese spread from 1730-1830. The hotel staff is on hand and its a great way to get to know fellow travelers and the staff themselves. My friend and I went both nights we were there and talked with Dave, one of the owners and the second night we spoke with Shawn (spelling?) We talked of books and going to Connecticut, to Yale and Mystic for Pizza. "

Find out more about Chester

Chester Cabin Rentals information

Number of reviews	335
Accommodation	135 Cabin Rentals
Lowest Price	$187
Highest Price	$1,182

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 $187 to $1,182 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 $187 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.

Search the Best Cabins in Chester

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Check prices for these dates

Our top choices for Chester cabin rentals

Cabin in Newfane