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Vacation Homes in Chester

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

10.0 out of 10, Exceptional, (298)
"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 2,169 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Spacious Getaway! 7BR w Park & pool Scenic Views

8.0 out of 10, Very Good, (1)
Spacious Getaway! 7BR w Park & pool Scenic Views

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is AED 321
AED 562 total
includes taxes & fees
21 Jul - 22 Jul
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

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

9.8 out of 10, Exceptional, (23)
"Plenty of room for my family"
The price is AED 951
AED 1,213 total
includes taxes & fees
20 Jul - 21 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.6 out of 10, Exceptional, (5)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

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

8.8 out of 10, Excellent, (3)
"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "
The price is AED 294
AED 561 total
includes taxes & fees
21 Jul - 22 Jul
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (16)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is AED 1,157
AED 2,439 total
includes taxes & fees
17 Jul - 18 Jul
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (46)
"My son and I stayed here for 2 nights and it was perfect for nearby hiking, dining and shopping/walking around New Paltz. The hosts were very accommodating and had great recommendations for everything local. My only complaint is not being able to stay longer, we plan to return!"
Red Barn Retreat - Shawangunk Mountains Getaway

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

9.4 out of 10, Exceptional, (32)
"Really great place for an overnight trip to Mountain Creek. Plenty of space for 2 adults, great location and access to the amenities after a long day month slopes was a total bonus. Great communication, easy access and parking. "
The price is AED 527
AED 1,118 total
includes taxes & fees
21 Jul - 22 Jul
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

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

The price is AED 354
AED 600 total
includes taxes & fees
16 Jul - 17 Jul
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (25)
"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"
The price is AED 2,200
AED 3,500 total
includes taxes & fees
15 Jul - 16 Jul
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

The Woodbury Cottage

8.6 out of 10, Excellent, (21)
"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."
The Woodbury Cottage

4BR Home in Highland Near Wedding Venues with Mountain Views

10.0 out of 10, Exceptional, (20)
"We travelled with two other couples and everyone had their own space, privacy and yet we all hung out in the living/kitchen dining room both days! The house was spotless and the owner answered any questions within minutes! "
4BR Home in Highland Near Wedding Venues with Mountain Views

Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!

9.8 out of 10, Exceptional, (19)
"Our group enjoyed our stay at this property! The host was very responsive, and the house was a great set-up! The location was close enough to town but still serene. Would recommend this property for any group or family to stay. "
Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (8)
"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!

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

2.0 star property
9.0 out of 10, Wonderful, (6)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"We loved the new furniture and sheets and blankets. Everything was spotless and felt super comfortable and homey. Big space as well! "
Pet-Friendly ‘Pond View Loft' w/ Private Pool!

Cozy Cabin with Sauna & Firepit!

9.4 out of 10, Exceptional, (31)
"Excellent "
Cozy Cabin with Sauna & Firepit!

Seclusion and Romance-Hot Tub is HOT, HOT, HOT!

9.4 out of 10, Exceptional, (12)
"The space was nice and the hot tub was the highlight of the stay! "
The price is AED 1,194
AED 1,695 total
includes taxes & fees
15 Jul - 16 Jul
Seclusion and Romance-Hot Tub is HOT, HOT, HOT!

Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park

9.4 out of 10, Exceptional, (33)
"We had a great time! very thoughtful host! would definitely recommend :)"
The price is AED 836
AED 1,870 total
includes taxes & fees
19 Jul - 20 Jul
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
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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