Lodging Image

Search the Best Cabins in Chester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chester cabin rentals

Exterior

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"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.
$189 nightly
The price is $223
Sep 29 - Sep 30
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
Exterior

2. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
$178 nightly
The price is $200
Oct 21 - Oct 22
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Exterior

3. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
$224 nightly
The price is $227
Sep 23 - Sep 24
Total with taxes and fees
Harriman Outdoor Center - Mountain Laurel Cabin
Exterior

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, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
$191 nightly
The price is $226
Sep 23 - Sep 24
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Indoor pool, outdoor pool

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

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.2 out of 10, Wonderful, (34 reviews)
"We loved our stay here! The rooms were clean, the host was incredibly communicative and easy to get in touch with! We had everything we needed in the house and we would highly recommend this for your next stay! The location was great. Looking forward to rebooking here in the future!"
United States
Taylor B.
$406 nightly
The price is $458
Sep 23 - Sep 24
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior

6. 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, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
$236 nightly
The price is $279
Sep 23 - Sep 24
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior detail

7. Creek, Sauna, Hot Tub, Fire Pit & Pet-Friendly

Creek, Sauna, Hot Tub, Fire Pit & Pet-Friendly
Cuddebackville
10.0 out of 10, Exceptional, (5 reviews)
"Definitely recommend to anyone looking to get away from the busyness for a while! It's a beautiful home away from home!"
United States
Aaron B.
$483 nightly
The price is $537
Sep 24 - Sep 25
Total with taxes and fees
Creek, Sauna, Hot Tub, Fire Pit & Pet-Friendly
Exterior

8. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (5 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
$398 nightly
The price is $453
Sep 23 - Sep 24
Total with taxes and fees
Rustic Cabin in Fishkill!
Exterior

9. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (40 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
$191 nightly
The price is $226
Sep 27 - Sep 28
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior

10. 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, (15 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$236 nightly
The price is $279
Sep 23 - Sep 24
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"This was the best Comfort Inn we have stayed at."
Daniel 1-night trip
Posted 5 hours ago
Comfort Suites Fishkill near Interstate 84

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
203
Accommodation
40 Cabin Rentals
Lowest Price
$200
Highest Price
$537

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 $537 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.

Explore a world of travel with Expedia