Find Cabins in Chester for Rent from CA $150

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chester Cabin Rentals

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Escape to a secluded cabin surrounded by trees and a tranquil body of water.

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

10.0 out of 10, Exceptional, (29)
"Very nice cabin that is nicely keep with everything you need. I will be hoping to visit again "
The price is CA $278
CA $574 total
includes taxes & fees
Aug 10 - Aug 11
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Cabin in the heart of the Hudson Valley, Cabin 4
Escape to a serene retreat surrounded by lush greenery and mature trees.

Cabin in the heart of the Hudson Valley, Cabin 4

9.0 out of 10, Wonderful, (24)
"Exactly as advertised "
The price is CA $150
CA $242 total
includes taxes & fees
Aug 10 - Aug 11
Cabin in the heart of the Hudson Valley, Cabin 4
Cabin in the heart of the Hudson Valley, Cabin 2
Cozy cabin rentals with a front porch and garage, set amidst a peaceful natural setting.

Cabin in the heart of the Hudson Valley, Cabin 2

9.4 out of 10, Exceptional, (19)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
The price is CA $150
CA $242 total
includes taxes & fees
Aug 11 - Aug 12
Cabin in the heart of the Hudson Valley, Cabin 2
Cabin in the Heart of the Hudson Valley, Cabin 1
Cozy home with a welcoming porch and a beautiful yard.

Cabin in the Heart of the Hudson Valley, Cabin 1

9.8 out of 10, Exceptional, (27)
"Really a nice place. Great for an overnight stop in the Hudson Valley"
The price is CA $191
CA $328 total
includes taxes & fees
Aug 10 - Aug 11
Cabin in the Heart of the Hudson Valley, Cabin 1
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Escape to a secluded cabin surrounded by lush forest and dense foliage, with a wooden staircase leading to a deck.

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.2 out of 10, Wonderful, (20)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
The price is CA $158
CA $255 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub
Relax in a serene atmosphere surrounded by lush greenery, with a comfortable seating area and a welcoming entrance.

Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub

10.0 out of 10, Exceptional, (71)
"This is our second time to the property and it is so calm and peaceful. Cute cabin And enjoy the bird sanctuary and hearing the waterfall Great location to local hiking"
Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Guests can enjoy a refreshing swim in the pool surrounded by the building's traditional architecture.

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

9.6 out of 10, Exceptional, (25)
"We had the best time thank you :)"
The price is CA $253
CA $584 total
includes taxes & fees
Aug 10 - Aug 11
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Enjoy the view and easy lake access just steps from the Appalachian Trail
Cozy cabin surrounded by nature, featuring a gabled roof and patio with outdoor seating.

Enjoy the view and easy lake access just steps from the Appalachian Trail

10.0 out of 10, Exceptional, (40)
"Great place. As advertised."
Enjoy the view and easy lake access just steps from the Appalachian Trail
NEW! FOLEY'S LOG CABIN with Hot Tub
Guests can enjoy the hotel's central porch with railings, surrounded by a well-maintained lawn and dense trees.

NEW! FOLEY'S LOG CABIN with Hot Tub

10.0 out of 10, Exceptional, (6)
"Wonderful cabin. Very clean! Loved our time there. The hot tub,movie room and pool table were a huge hit with everyone! Definitely would book again."
NEW! FOLEY'S LOG CABIN with Hot Tub
Serene Rustic Retreat with Lake
Two garage doors with small windows at the top, each equipped with exterior lighting.

Serene Rustic Retreat with Lake

2.0 star property
10.0 out of 10, Exceptional, (7)
"Amazing stay and beautiful home!"
The price is CA $275
CA $652 total
includes taxes & fees
Aug 17 - Aug 18
Serene Rustic Retreat with Lake
Cabin in the heart of the Hudson Valley, Cabin 3
Cabins offer porches with seating, surrounded by a well-maintained lawn and trees.

Cabin in the heart of the Hudson Valley, Cabin 3

10.0 out of 10, Exceptional, (11)
"Stayed overnight on our way to Maine. Recommend over a motel, any day."
The price is CA $191
CA $328 total
includes taxes & fees
Aug 10 - Aug 11
Cabin in the heart of the Hudson Valley, Cabin 3
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Escape to a serene retreat surrounded by lush greenery and a porch.

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

10.0 out of 10, Exceptional, (1)
"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"
The price is CA $163
CA $278 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
LOG CABIN IN ZEN FOREST
Escape to a secluded cabin surrounded by lush greenery and a tranquil wooded area.

LOG CABIN IN ZEN FOREST

10.0 out of 10, Exceptional, (31)
"We had a wonderful stay at the log cabin. The house is well situated, lots of room to spread out, cook and relax around the pellet stove."
LOG CABIN IN ZEN FOREST
Charming 2-bedroom cabin with a stunning view
Situated in a lush forest, this cabin features a large upper-level window and a stone foundation.

Charming 2-bedroom cabin with a stunning view

2.0 star property
10.0 out of 10, Exceptional, (3)
"It was a magical Father’s Day weekend at the lake cabin. I surprised my husband so he can go fishing on the lake and he had a blast. We traveled with our 14 month old baby and it was a great place for him as well. The living room is large and open and he was able to run around and play with his toys. The cabin was super clean and accommodating, perfect for our family of three. The view is beautiful and calming. Communication with the host was fast. I give it 5 stars! "
Charming 2-bedroom cabin with a stunning view
Rustic Cabin in Fishkill!
Relax by the serene lake with a dock and outdoor seating areas amidst lush greenery and mature trees.

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is CA $378
CA $578 total
includes taxes & fees
Aug 11 - Aug 12
Rustic Cabin in Fishkill!
Timber Lodge: Hot Tub, Fireplace & Fun for All !
Step up to the charming cabin's covered porch and enjoy the serene surroundings.

Timber Lodge: Hot Tub, Fireplace & Fun for All !

10.0 out of 10, Exceptional, (3)
"The perfect weekend getaway"
Timber Lodge: Hot Tub, Fireplace & Fun for All !
Original Chestnut Log Cabin In A Lake Community
Stunning log cabin-style building with a central entrance and charming porch area, surrounded by a beautifully maintained garden.

Original Chestnut Log Cabin In A Lake Community

10.0 out of 10, Exceptional, (20)
"I absolutely loved the cabin !! It was quiet, peaceful and in a beautiful neighborhood:-) An amazing little getaway !"
Original Chestnut Log Cabin In A Lake Community
1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails
Situated by a serene body of water, this charming guesthouse offers a peaceful retreat with a covered porch and a small bridge leading to its entrance.

1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails

9.8 out of 10, Exceptional, (24)
"This property is incredible. The cabin is so unique! It’s like a giant treasure chest. We were a group of 5 adults and 6 kids. Everyone had the best time and all said they would love to come back again. Thank you to Mike and Katie for being so helpful during our stay. What a magical place. Thank you Camilla for sharing your amazing home with others. "
1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails
Vernon's Cozy 3BR Loft Condo Cabin w/Views
Surrounded by lush greenery, this building features a prominent balcony and modern architecture with clean lines.

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

8.0 out of 10, Very good, (2)
"We had a great time with family. The property is exactly as described. We had a minor issue at check-in and the owners were very responsive and helpful. "
The price is CA $279
CA $624 total
includes taxes & fees
Aug 21 - Aug 22
Vernon's Cozy 3BR Loft Condo Cabin w/Views
Scenic Hudson Valley Getaway • Farms & Vineyards
Situated on a lush lawn, this charming home features a front porch with a railing and a chimney.

Scenic Hudson Valley Getaway • Farms & Vineyards

10.0 out of 10, Exceptional, (1)
"It was exactly what my family and I needed. A cozy, quiet place to stay with mountain views. The owner is responsive and communicates quickly. Will come back again."
Scenic Hudson Valley Getaway • Farms & Vineyards
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

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

10/10 Excellent
"This hotel was everything we needed it to be. It"
Jasmine Alise 6-night trip
Posted 16 hours ago
HYATT house Fishkill/Poughkeepsie