Sleepy Hollow Cottages

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Cottages in Sleepy Hollow

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

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

Charming Studio-Cottage with WiFi & TV free parking in Greenwich

Greenwich CT

With a stay at this cottage in Cos Cob, you'll be within a 10-minute drive of Capitol Theatre and Bush Holley House Museum.

Pet friendly

Air conditioning

Lovely Home Near FDU & Holy Name Hospital!

Teaneck NJ

Located in Teaneck, this cottage is within a 15-minute drive of American Dream and Yankee Stadium.

Kitchen

Parking included

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Greenwich CT

$1,418 nightly

$1,604 total

Oct 21 - Oct 22

Total with taxes and fees

With a stay at this cottage in Greenwich, you'll be within a 15-minute drive of Westchester County Center and Purchase College.

Pool

Hot Tub

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Putnam Valley NY

Located in Lake Peekskill, this cottage is within a 15-minute drive of Regal UA Cortlandt Town Center and Hudson Valley Center for Contemporary Art.

Pool

Kitchen

Cos Cob Cottage- Full Kitchen, Pet Friendly

Greenwich CT

With a stay at this cottage in Cos Cob, you'll be within a 10-minute drive of Capitol Theatre and Bush Holley House Museum.

Kitchen

Washer

3 Mi to Downtown: Spacious White Plains Home

White Plains NY

Located in White Plains, this cottage is within a 15-minute drive of Westchester County Center and Capitol Theatre.

Kitchen

Washer

Charming Highland Falls Home < 2 Mi to West Point!

Highland Falls NY

With a stay at this cottage in Highland Falls, you'll be a 2-minute drive from Bear Mountain State Park and 6 minutes from United States Military Academy.

Kitchen

Washer

'the Glabin: Garrison Gem w/ Hot Tub & Fire Pit

Garrison NY

Located in Philipstown, this cottage is a 4-minute drive from Graymoor - The Holy Mountain and 9 minutes from Peekskill Landing Park.

Kitchen

Washer

Updated Home w/ Patio Half Mile to West Point

Highland Falls NY

With a stay at this cottage in Highland Falls, you'll be within a 5-minute drive of United States Military Academy and Bear Mountain State Park.

Kitchen

Washer

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Pound Ridge NY

Located in Pound Ridge, this cottage is in a rural location, within a 15-minute drive of Pound Ridge Town Park and God's Acre.

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.