New Windsor Cottages

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Cottages in New Windsor

Mountain View escape

New Paltz NY

Located in New Paltz, this cottage is within a 10-minute drive of Jenkinstown Day Spa and Loren Campbell Memorial Field.

Kitchen

Washer

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Kerhonkson NY

$275 nightly

$279 total

Nov 9 - Nov 10

Total with taxes and fees

Located in Kerhonkson, this cottage is in the mountains, within a 5-minute drive of Minnewaska State Park and Lake Minnewaska Beach.

Kitchen

Washer

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY

$280 nightly

$331 total

Oct 21 - Oct 22

Total with taxes and fees

When you stay at this cottage in Fort Montgomery, you'll be on a river, within a 15-minute drive of Bear Mountain State Park and United States Military Academy.

Kitchen

Pet friendly

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY

When you stay at this cottage in Poughkeepsie, you'll be on a river, within a 15-minute drive of Vassar College and Culinary Institute of America.

Kitchen

Washer

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen NY

$281 nightly

$293 total

Nov 1 - Nov 2

Total with taxes and fees

With a stay at this cottage in Goshen, you'll be within a 10-minute drive of LEGOLAND® New York and Harness Racing Museum and Hall of Fame.

Kitchen

Free WiFi

Charming Cottage in the Heart of the Shawangunks

Wallkill NY

Located in Wallkill, this cottage is on a river, a 1-minute drive from Minnewaska State Park and 10 minutes from Whitecliff Vineyard.

Kitchen

Washer

Historic 1800s Cornwall-on-hudson Cottage!

Cornwall NY

With a stay at this cottage in Cornwall, you'll be within a 10-minute drive of United States Military Academy and Riverlight Park.

Kitchen

Washer

Magnificent View on Whaley Lake

Holmes NY

With a stay at this cottage in Holmes, you'll be on the waterfront, just steps from Whaley Lake and a 4-minute drive from Lake Dutchess.

Kitchen

Free WiFi

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Croton-on-Hudson NY

$372 nightly

$425 total

Oct 21 - Oct 22

Total with taxes and fees

Located in Croton-on-Hudson, this cottage is a 3-minute drive from Van Cortlandt Manor and 6 minutes from Croton Landing Park.

Kitchen

Air conditioning

Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Putnam Valley NY

$442 nightly

$488 total

Oct 21 - Oct 22

Total with taxes and fees

Located in Putnam Valley, this cottage is on a lake, within a 5-minute drive of Oscawana Lake and Clarence Fahnestock State Park.

Kitchen

Washer

Scenic Hudson Valley Getaway • Farms & Vineyards

Marlboro NY

Located in Marlboro, this cottage is within a 5-minute drive of Live At The falcon and Marlboro Free Library.

Kitchen

Washer

A romantic cottage and artist's retreat looking down over an enchanted lake

Greenwood Lake NY

When you stay at this cottage in Greenwood Lake, you'll be on a lake, within a 5-minute drive of Greenwood Lake and Lion's Field Park.

Kitchen

Washer

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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.