Search the Best Cabins in Chester

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Our top choices for Chester cabin rentals

Exterior
Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods
3.0 star property
Ringwood
$216 nightly
The price is $242
Jan 11 - Jan 12, 2026
Total with taxes and fees
Forava Cabins - Tiny Cabin in the Woods
Exterior
Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (14)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$236 nightly
The price is $279
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Exterior
Forava Cabin • Tiny Home in the Woods + Sauna

Forava Cabin • Tiny Home in the Woods + Sauna

Forava Cabin • Tiny Home in the Woods + Sauna
2.0 star property
Ringwood
$228 nightly
The price is $252
Jan 4 - Jan 5, 2026
Total with taxes and fees
Forava Cabin • Tiny Home in the Woods + Sauna
Exterior
Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (31)
"Great overnight spot, especially with a dog."
United States
Ed C.
$236 nightly
The price is $279
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Sussex
10.0 out of 10, Exceptional, (37)
"Wonderful place and cozy will book again "
United States
Alex P.
$339 nightly
The price is $384
Jan 13 - Jan 14, 2026
Total with taxes and fees
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Exterior detail
Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
2.0 star property
Cuddebackville
10.0 out of 10, Exceptional, (8)
"Amazing stay and beautiful home!"
United States
Koby A.
$477 nightly
The price is $484
Jan 4 - Jan 5, 2026
Total with taxes and fees
Serene Rustic Retreat with Lake
Exterior
Nature Escape - studio in the forest

Nature Escape - studio in the forest

Nature Escape - studio in the forest
Middletown
$411 nightly
The price is $486
Dec 31 - Jan 1, 2026
Total with taxes and fees
Nature Escape - studio in the forest
Exterior
Vernon's Cozy 3BR Loft Condo Cabin w/Views

Vernon's Cozy 3BR Loft Condo Cabin w/Views

Vernon's Cozy 3BR Loft Condo Cabin w/Views
Vernon Township
9.0 out of 10, Wonderful, (4)
"Comfortable and beautifully designed property. The host was friendly, provided useful instructions and answers questions timely. The only slight concern was the noise from the heater. But everything else was great. "
United Kingdom
Klimentina P.
Vernon's Cozy 3BR Loft Condo Cabin w/Views
Exterior
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Montgomery
10.0 out of 10, Exceptional, (2)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$266 nightly
The price is $301
Jan 8 - Jan 9, 2026
Total with taxes and fees
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Exterior
Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
$398 nightly
The price is $452
Dec 22 - Dec 23
Total with taxes and fees
Rustic Cabin in Fishkill!
Indoor pool, outdoor pool
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.4 out of 10, Exceptional, (29)
"We had the best time thank you :)"
United States
jarrett y.
$402 nightly
The price is $453
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior detail
Forava Cabin 2 • Cozy Forest Stay + Sauna

Forava Cabin 2 • Cozy Forest Stay + Sauna

Forava Cabin 2 • Cozy Forest Stay + Sauna
2.0 star property
Ringwood
$255 nightly
The price is $281
Jan 4 - Jan 5, 2026
Total with taxes and fees
Forava Cabin 2 • Cozy Forest Stay + Sauna
Exterior
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.4 out of 10, Exceptional, (31)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
$169 nightly
The price is $200
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior
Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (25)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
$169 nightly
The price is $200
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior
Charming Cabin in Fishkill!

Charming Cabin in Fishkill!

Charming Cabin in Fishkill!
Fishkill
9.6 out of 10, Exceptional, (4)
"What a sweet little spot in a gorgeous area - clean, simple, and beautiful. Thanks for a great stay! "
United States
Julia T.
$376 nightly
The price is $428
Dec 22 - Dec 23
Total with taxes and fees
Charming Cabin in Fishkill!
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

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"Things were in good shape and working correctly "
Troy 5-night trip
Posted 14 hours ago
Sonesta Simply Suites Nanuet

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
183
Accommodation
41 Cabin Rentals
Lowest Price
$200
Highest Price
$486

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 $200 and $486 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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