Sleepy Hollow Cottages

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Cottages in Sleepy Hollow

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.

Croton-on-Hudson NY

Located in Croton-on-Hudson, this cottage is a 3-minute drive from Van Cortlandt Manor and 7 minutes from Snowden Avenue Park.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY

$284 nightly

$335 total

Aug 27 - Aug 28

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.

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

$1,312 nightly

$1,484 total

Aug 31 - Sep 1

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 First Presbyterian Church.

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.

Stylish Loft with Parking Near NYC + Hospital

Stamford CT

A stay at this cottage places you in the heart of Stamford, within a 15-minute walk of E. Gaynor Brennan Golf Course and Stamford Hospital.

Cos Cob Cottage- Full Kitchen, Pet Friendly

Greenwich CT

With a stay at this cottage in Cos Cob, you'll be within a 15-minute walk of Mianus Park and Bush Holley House Museum.

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 5-minute drive of Mianus Park and Bush Holley House Museum.

3 Mi to Downtown: Spacious White Plains Home

White Plains NY

With a stay at this cottage in White Plains, you'll be a 3-minute drive from Westchester County Center and 8 minutes from Lyndhurst Mansion.

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.

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.

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Pound Ridge NY

Located in Pound Ridge, this cottage is in a rural location, a 4-minute drive from Pound Ridge Town Park and 9 minutes from Mianus River Gorge Preserve.

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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.