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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Vacation Homes in Chester

Charming house with brook in the picturesque Village of Wurtsboro min from shops
Property grounds

Charming house with brook in the picturesque Village of Wurtsboro min from shops

Charming house with brook in the picturesque Village of Wurtsboro min from shops
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

9.0 out of 10, Wonderful, (6)
"Nice to have top notch bar/restaurant downstairs!"
The price is SAR 311
SAR 555 total
includes taxes & fees
9 Oct - 10 Oct
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Your Family Adventure Awaits in the Appalachian Hotel at Mountain Creek Resort!
Outdoor dining

Your Family Adventure Awaits in the Appalachian Hotel at Mountain Creek Resort!

The price is SAR 413
SAR 911 total
includes taxes & fees
2 Nov - 3 Nov
Your Family Adventure Awaits in the Appalachian Hotel at Mountain Creek Resort!
Lux Lake Neepaulin Front Home
Interior

Lux Lake Neepaulin Front Home

8.0 out of 10, Very Good, (2)
"Nice place to stay. "
The price is SAR 596
SAR 1,088 total
includes taxes & fees
9 Oct - 10 Oct
Lux Lake Neepaulin Front Home
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308
Property grounds

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at the Appalachian Resort hosted by Milagros & Sergio. They were incredibly friendly and gave us clear and helpful explanations from the start. The room was very clean, and it was great having the water park within walking distance. They also offered flexible early check-in depending on the situation, which we really appreciated. Whenever we had questions, they responded very quickly, so we felt completely comfortable during our stay. We would love to come back again!"
The price is SAR 469
SAR 1,004 total
includes taxes & fees
13 Oct - 14 Oct
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308
West Point Family Retreat, 5 min walk to Thayer!
Exterior

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
9.8 out of 10, Exceptional, (6)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
The price is SAR 1,688
SAR 3,072 total
includes taxes & fees
19 Oct - 20 Oct
West Point Family Retreat, 5 min walk to Thayer!
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Exterior

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 SAR 575
SAR 926 total
includes taxes & fees
6 Nov - 7 Nov
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds

Sleek Escape: Modern 3 BR- 4 Min from West Point !

10.0 out of 10, Exceptional, (1)
"Looked like this property was recently renovated. Very clean and nice. "
The price is SAR 675
SAR 1,835 total
includes taxes & fees
29 Oct - 30 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
complete privacy vacation home [private pool]
Pool

complete privacy vacation home [private pool]

9.8 out of 10, Exceptional, (8)
"Wonderful property! The pool was so fun!"
The price is SAR 2,414
SAR 4,269 total
includes taxes & fees
9 Oct - 10 Oct
complete privacy vacation home [private pool]
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Interior

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
The price is SAR 749
SAR 1,675 total
includes taxes & fees
28 Oct - 29 Oct
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Lake House in the Forest
Exterior

Lake House in the Forest

10.0 out of 10, Exceptional, (2)
"We were so happy to get away to the mountains for this Spring Break! The property was so quiet and peaceful. Just what we needed to re-charge. We loved kayaking and canoeing each day and making smores by the fire. The dock was a beautiful place to watch the sunset over the lake. Wonderful hosts. We couldn't ask for anything more!"
The price is SAR 844
SAR 1,481 total
includes taxes & fees
13 Oct - 14 Oct
Lake House in the Forest
Rustic Cabin in Fishkill!
Exterior

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
The price is SAR 855
SAR 1,341 total
includes taxes & fees
1 Nov - 2 Nov
Rustic Cabin in Fishkill!
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, (6)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is SAR 721
SAR 1,161 total
includes taxes & fees
15 Oct - 16 Oct
Lovely 3BR Home with parking-Walk to WP Gate!
Fabulous 3bdrm Home w/parking!
Fridge, microwave, oven, stovetop

Fabulous 3bdrm Home w/parking!

8.0 out of 10, Very Good, (2)
"Great place. Close to West Point activity. Clean and new."
The price is SAR 709
SAR 1,153 total
includes taxes & fees
27 Oct - 28 Oct
Fabulous 3bdrm Home w/parking!
Large,Cozy,Bright Apartment, Business Themed.
Interior

Large,Cozy,Bright Apartment, Business Themed.

9.0 out of 10, Wonderful, (14)
"Very cozy stay with responsive host"
The price is SAR 1,519
SAR 2,557 total
includes taxes & fees
12 Oct - 13 Oct
Large,Cozy,Bright Apartment, Business Themed.
Serene and modern Woodland Retreat, Hudson Valley & Catskills
Fridge, microwave, oven, stovetop

Serene and modern Woodland Retreat, Hudson Valley & Catskills

10.0 out of 10, Exceptional, (2)
"It was just right for visiting our family and friends in a very comfortable, clean and roomy space."
Serene and modern Woodland Retreat, Hudson Valley & Catskills
Stylish & Peaceful Getaway on 3 Private Acres
Outdoor dining

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
9.0 out of 10, Wonderful, (12)
"The owner was extremely responsive and the home was very clean."
The price is SAR 1,080
SAR 1,613 total
includes taxes & fees
9 Oct - 10 Oct
Stylish & Peaceful Getaway on 3 Private Acres
3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.
Private kitchen

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

8.0 out of 10, Very Good, (1)
"The check-in process went smoothly. The property was very clean and comfortable. Location was close to many different small towns. "
The price is SAR 1,032
SAR 1,852 total
includes taxes & fees
5 Nov - 6 Nov
3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.
Private Mountain Creek Getaway!
Fridge, microwave, oven, stovetop

Private Mountain Creek Getaway!

8.4 out of 10, Very Good, (5)
"The property is very comfortable and clean. It is convenient to the ski area, Warwick, New York's apple orchards and fun main street shopping, Penning's Cidery & Orchard. The driveway is steep, if you have multiple cars, parking across the street (if allowed) may be preferred."
The price is SAR 768
SAR 1,672 total
includes taxes & fees
15 Oct - 16 Oct
Private Mountain Creek Getaway!
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

Hampton Inn Nanuet

Hampton Inn Nanuet

10/10 Excellent
"Clean room, wonderful staff! Very welcoming!"
jackie 2-night trip
Posted 2 days ago
Hampton Inn Nanuet