Search the Best Cabins in Chester

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In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Chester cabin rentals

Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (156 reviews)
"Our room was beautiful and well maintained and spotlessly clean. I did not realize before we came to the hotel that the bathroom was out in the hall, not en suite. "
United States
Andrea
$105 nightly
The price is $119
Mar 23 - Mar 24
Total with taxes and fees
Borland House Inn
Front of property

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (119 reviews)
"Amazing easy check in/out and very kind staff. Had a wonderful stay, thank you! "
United States
Amanda
$75 nightly
The price is $84
Mar 31 - Apr 1
Total with taxes and fees
High Point Motel
Reception

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 reviews)
"Great staff and clean rooms. Beautiful views."
United States
Renee
$97 nightly
The price is $110
Apr 5 - Apr 6
Total with taxes and fees
Overlook Lodge at Bear Mountain
Front of property

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,004 reviews)
"The rooms were amazing and staff was so accommodating.... "
United States
James
$113 nightly
The price is $133
Mar 29 - Mar 30
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
Mar 25 - Mar 26
Total with taxes and fees
The Dominion House Bed & Breakfast
Exterior

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (23 reviews)
"Everything was very very clean and new. Excellent sevice"
United States
angella
$101 nightly
The price is $125
Apr 21 - Apr 22
Total with taxes and fees
Comfort Suites Central Valley - Woodbury
Exterior

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,003 reviews)
"A lot to do over there, good for a whole weekend, or even more. Had great time. "
United States
illay
$88 nightly
The price is $101
Mar 29 - Mar 30
Total with taxes and fees
Quality Inn near Mountain Creek
Exterior

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (612 reviews)
"Children nothing special, but the rooms were well appointed and the rooms were very very comfortable. The mattress was great. It's off the beaten path, but if you just need a good place to stay, it's fine. Breakfast was nothing special, though."
United States
Neil
$90 nightly
The price is $102
Mar 25 - Mar 26
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
Exterior

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,006 reviews)
"Great stay!!! "
United States
diana
$93 nightly
The price is $109
Mar 29 - Mar 30
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Exterior

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
"Room clean, staff friendly"
United States
KATHRYN
$99 nightly
The price is $117
Mar 23 - Mar 24
Total with taxes and fees
Hampton Inn by Hilton Middletown
Exterior

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,000 reviews)
"Superb place to stay."
United States
Denessy
$99 nightly
The price is $112
Mar 23 - Mar 24
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
View from property

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,001 reviews)
"Amazing staff Great breakfast Clean quiet rooms"
United States
R
$105 nightly
The price is $130
Mar 29 - Mar 30
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
"Best Hotel in area so far 😁 "
United States
Debi
$103 nightly
The price is $122
Mar 31 - Apr 1
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Exterior

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (835 reviews)
"clean, warm room. "
United States
Michael
$96 nightly
The price is $109
Apr 5 - Apr 6
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
Exterior

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,003 reviews)
"Great overall stay, nice restaurant beside hotel"
Canada
Dale
$99 nightly
The price is $114
Apr 5 - Apr 6
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84
Exterior

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (205 reviews)
"Great local spot. Recently updated "
United States
Steve
$81 nightly
The price is $90
Mar 31 - Apr 1
Total with taxes and fees
Rolling Hills Motel
Property grounds

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (527 reviews)
"Room was clean everything was good "
United States
Daniel
$75 nightly
The price is $86
Mar 23 - Mar 24
Total with taxes and fees
Appalachian Motel
Front of property

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (154 reviews)
"good accommodations "
United States
Alejandro
$85 nightly
The price is $96
Mar 23 - Mar 24
Total with taxes and fees
The Hamlet Inn at Warwick
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
$272 nightly
The price is $308
Mar 31 - Apr 1
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
$211 nightly
The price is $238
Mar 31 - Apr 1
Total with taxes and fees
Close to Trails: Studio w/ Water Views
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

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent
"Friendly staff, convenient location."
Paul S. 1-night trip
Posted 5 hours ago
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
10,727
Accommodation
41 Cabin Rentals
Lowest Price
$84
Highest Price
$308

Frequently asked questions

What are the best cabins near Chester?
Ranging from rustic and small to those full of luxury and style, you have 659 cabins on offer in and around Chester. Among the most popular options are Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Log Cabin Living On The Esopus Creek.
Are there cheap cabins in Chester?
Priced between $84 and $308 per night, getting away with the family has never been cheaper or easier. Rent one of our cheap cabins in Chester and enjoy some outdoorsy fun that won't cost the earth.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?
Splurge a little and enjoy an escape that'll be hard to forget at one of our Chester luxury cabins. Cabin - Hot Tub, Lake On Site, Rowboat is one option where you can spend a couple of days or more indulging your love of the finer things in life. It comes with a wet bar and a spa tub. Alternatively, use Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing as a base to explore the natural splendors around you. Quality touches here include a deck and a spa tub.
What are the best river cabins near Chester?
If you're seeking a homely hideout surrounded by water, a Chester river cabin is an excellent choice. Recharge your batteries at Incredible Fall Foliage Golf/hike and let all your problems float away downstream. Useful amenities here include on-site watersports and a wood stove. Another awesome riverside option is Cozy Farm Private Cabin - 30% Off Spring Special. Guests have use of snowsport activities, outdoor furniture and more.
What are the best cabins with pools near Chester?
Slip on your swimwear and splash around whenever you want when you choose one of our cabin rentals with a pool near Chester. Cabin - Bohemian, Luxurious Retreat In Hideout is a top pick for travelers. On-site watersports and a swimming pool are among the other amenities you can take advantage of here. Or, escape to Cabin - Cozy Poconos Ski Retreat With Hot Tub. As well as a lovely pool, this cabin offers on-site watersports and a swimming pool.
Can I find beach cabins near Chester?
Wake up and wander down to a picture-perfect shoreline when you book a Chester beach cabin rental. Fun and sun should be the only things on your mind at Incredible Fall Foliage Golf/hike. This vacation property comes with on-site watersports and beach sun loungers. Alternatively, unpack your suitcase and spend a few nights at Cabin - Woodstove, Firepit, Lakeviews And Access To Lake. Useful amenities here include on-site watersports and a nearby beach.
What are the best weekend cabin rentals in Chester?
It doesn't get much better than a weekend cabin getaway after a busy week at work. Ditch the office cubicle for a few days or so in the great outdoors at Cabin - Bethany Heaven, Peaceful, Private. A swimming pool and a patio are a few of the amenities it offers. Alternatively, forget all about work at Stylish + Modern Roxbury Cabin. Book this cabin and enjoy access to a swimming pool and a tennis court.
Can I find log cabins in Chester?
Begin your day with a piping cup of joe in your homey log cabin and then enjoy some rafting and picnicking. Sound like your idea of heaven? Then you'll love Elegant Log Cabin. Private, Great Wi. Another escape that has ample comfort and charm is 1890's Log Cabin ~ 230 Acre Private Reserve. Close-by activities like canoeing and mountain climbing will add to your memories here.
What are the highest-rated cabins in Chester?
There are some vacation properties that seem to get everything right. 1890's Log Cabin ~ 230 Acre Private Reserve is a fine example. With such an impressive rating, it comes with useful amenities like a tennis court, a patio and loads more. Another terrific option is Mountain Top Cabin With Outstanding Views. On-site watersports and a patio are some of the conveniences here.
Why should I book a cabin in Chester?
For a retreat that's big on charm, affordability and home comforts, a cabin is a top choice. Leave your city blues behind and explore the greenery of nature. From days filled with exploring to peaceful nights cuddled up by the fire, cabins offer the perfect mix of relaxation and excitement. Check out the great Chester options right here on Expedia.
What are the top nature cabins in Chester?
The great outdoors won't be the only thing you'll have plenty of when you opt for a nature cabin in Chester. Adventure is everywhere you look too. Head for Incredible Fall Foliage Golf/hike and make time for some nearby snowboarding and nearby horse riding. Nature buffs also love Cozy Farm Private Cabin - 30% Off Spring Special. It's known for its creature comforts along with its nearby horse riding and nearby kayaking opportunities nearby.
What are some of the best cabins near Orange County Fair Speedway in Chester?
Cozy Loft Cabin High Above Bashakill Wildlife Refuge is one of the best cabins in Orange County Fair Speedway. Plenty of comforts, a picture-perfect backdrop and access to activities such as hiking and nearby mountain biking make it a standout. New Brook View Cabin: Stunning A also serves up nature and adventure. Stay here and add hiking and skiing to your itinerary.

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