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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 374 Vacation Homes in Chester with updated reviews, rates, and availability.

Cozy Cabin with Sauna & Firepit!
Outdoor dining

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (27)
"Excellent "
Cozy Cabin with Sauna & Firepit!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (15)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,230 total
includes taxes & fees
5 Jun - 6 Jun
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (292)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is AED 1,649
AED 2,213 total
includes taxes & fees
1 Jun - 2 Jun
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Interior

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

8.0 out of 10, Very Good, (2)
"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "
The price is AED 312
AED 582 total
includes taxes & fees
9 Jun - 10 Jun
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Discover Nature’s Glory! Perfect Family Home
Exterior

Discover Nature’s Glory! Perfect Family Home

Discover Nature’s Glory! Perfect Family Home
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor spa tub

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (51)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is AED 1,102
AED 2,012 total
includes taxes & fees
1 Jun - 2 Jun
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
The Woodbury Cottage
Terrace/patio

The Woodbury Cottage

8.6 out of 10, Excellent, (20)
"A cozy place to stay. "
The Woodbury Cottage
4 Mi to Hudson River: Quiet Newburgh Home!
Fridge, stovetop, dishwasher, coffee/tea maker

4 Mi to Hudson River: Quiet Newburgh Home!

8.8 out of 10, Excellent, (3)
"Property was great very clean had everything we needed. Close to shopping and restaurants and the highway. Property manager was very responsive when needed. Will definitely stay again."
4 Mi to Hudson River: Quiet Newburgh Home!
The Warwick Inn Boutique Amity Room 3 an Hour from NYC
Interior

The Warwick Inn Boutique Amity Room 3 an Hour from NYC

The price is AED 426
AED 681 total
includes taxes & fees
9 Jun - 10 Jun
The Warwick Inn Boutique Amity Room 3 an Hour from NYC
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Outdoor dining

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

2.0 star property
9.4 out of 10, Exceptional, (3)
"This home was newly renovated and very clean. Would stay there again."
The price is AED 1,175
AED 1,627 total
includes taxes & fees
2 Jun - 3 Jun
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Red Barn Retreat - Shawangunk Mountains Getaway
Outdoor dining

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (42)
"Needed rest and quiet away from the city! Not only was this the perfect location, but William is a fantastic host. Great communication before and after, from directions to access and operation with kindness and generosity of spirit. Will return! "
Red Barn Retreat - Shawangunk Mountains Getaway
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Fridge, microwave, oven, stovetop

The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay! Very spacious, bigger than the pictures make it seem! Nice large backyard with a good amount of privacy. "
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Fabulous 3bdrm Home w/parking!
Fridge, microwave, oven, stovetop

Fabulous 3bdrm Home w/parking!

6.0 out of 10, (1)
"The proximity to Westpoint was great. Trashy neighborhood. Very loud construction early in the morning. The cooking supplies were limited and one of the handles on the pans fell off while we were there. It was okay, but probably wouldn't return."
The price is AED 787
AED 1,418 total
includes taxes & fees
24 Jun - 25 Jun
Fabulous 3bdrm Home w/parking!
Charming large Victorian in historic Newburgh
Fridge, microwave, oven, stovetop

Charming large Victorian in historic Newburgh

The price is AED 2,020
AED 3,644 total
includes taxes & fees
1 Jun - 2 Jun
Charming large Victorian in historic Newburgh
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (3)
"Close to west point where we were able to attend the sporting event. It is walking distance to the small town outside campus where you can find local shops for eating or shopping. ."
The price is AED 845
AED 1,401 total
includes taxes & fees
16 Jun - 17 Jun
Lovely 3BR Home with parking-Walk to WP Gate!
Charming Highland Falls Home < 2 Mi to West Point!
Exterior

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (6)
"What a great property! Well maintained, great amenities and close to West Point! Will definitely be back!"
Charming Highland Falls Home < 2 Mi to West Point!
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (16)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Smart TV, fireplace

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (36)
"Cozy property with great amenities and a perfect location for decompressing after visiting family. we will stay here again!"
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Serene and modern Woodland Retreat, Hudson Valley & Catskills
Fridge, microwave, oven, stovetop

Serene and modern Woodland Retreat, Hudson Valley & Catskills

Serene and modern Woodland Retreat, Hudson Valley & Catskills
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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