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Compare 91 Cottages in Chester with updated reviews, rates, and availability.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (108)
The price is AED 643
AED 926 total
includes taxes & fees
14 Apr - 15 Apr

Charming Cottage in the Heart of the Shawangunks
Charming Cottage in the Heart of the Shawangunks
10.0 out of 10, Exceptional, (7)
The price is AED 918
AED 1,932 total
includes taxes & fees
2 Apr - 3 Apr

Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!
Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

Hello Small Stone
Hello Small Stone
9.6 out of 10, Exceptional, (4)
The price is AED 661
AED 1,113 total
includes taxes & fees
27 Mar - 28 Mar

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
9.8 out of 10, Exceptional, (98)

A romantic cottage and artist's retreat looking down over an enchanted lake
A romantic cottage and artist's retreat looking down over an enchanted lake
9.4 out of 10, Exceptional, (96)

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
10.0 out of 10, Exceptional, (142)

Historic 1800's Cornwall-On-Hudson Cottage!
Historic 1800's Cornwall-On-Hudson Cottage!
10.0 out of 10, Exceptional, (22)
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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Other property types in Chester

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.6 out of 10, Exceptional, (5)
The price is AED 951
AED 1,069 total
includes taxes & fees
27 Mar - 28 Mar

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (108)
The price is AED 643
AED 926 total
includes taxes & fees
14 Apr - 15 Apr
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.
Recent reviews of Chester hotels
Recent reviews of Chester hotels

Overlook Lodge at Bear Mountain
5/5 Excellent
"Lobby was absolutely beautiful. Gorgeous scenery. Fantastic place for a quiet get away. All staff was phenomenal!"
A verified traveler stayed at Overlook Lodge at Bear Mountain
Posted 17 hours ago