Peekskill Cottages

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Cottages in Peekskill

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.

Air conditioning

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.

Kitchen

Pet friendly

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Putnam Valley NY

$446 nightly

$492 total

Aug 31 - Sep 1

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

NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!

Greenwood Lake NY

With a stay at this cottage in Greenwood Lake, you'll be on a lake, just a 1-minute walk from Sterling Forest State Park and 9 minutes by foot from Greenwood Lake.

Kitchen

Washer

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

Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio

Beacon NY

With a stay at this cottage in Beacon, you'll be a 5-minute walk from Towne Crier Cafe and 8 minutes by foot from Madam Brett Homestead.

Kitchen

Washer

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe NY

$457 nightly

$517 total

Aug 30 - Aug 31

Total with taxes and fees

Located in Monroe, this cottage is within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pool

Kitchen

Walk to Hudson River Waterfront: Newburgh Home

Newburgh NY

With a stay at this cottage in Newburgh, you'll be within a 15-minute drive of United States Military Academy and Mount Saint Mary's College Newburgh.

Kitchen

Parking included

4 Mi to Hudson River: Cozy Newburgh Home!

Newburgh NY

With a stay at this cottage in Newburgh, you'll be within a 5-minute drive of Chadwick Lake Park and Chadwick Lake.

Kitchen

Washer

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.

Kitchen

Washer

Bright Cornwall-on-hudson Vacation Rental!

Cornwall NY

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

Kitchen

Washer

Quiet Solitude with Firepit, Electric Stove & Private Deck

Hopewell Junction NY

Located in Hopewell Junction, this cottage is in a rural location, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research 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.