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Check prices for these dates

Next weekend
Jun 27 - Jun 29
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Cottages in Peekskill

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Front of property

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Charming Victorian Retreat w/ Hudson River Views
Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Family Home Close to Warwick, 5 Mi to Lake!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

3.0 star property
Family Home Close to Warwick, 5 Mi to Lake!
Bright Cornwall-on-hudson Vacation Rental!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Bright Cornwall-on-hudson Vacation Rental!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
Bright Cornwall-on-hudson Vacation Rental!
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Charming Highland Falls Home < 2 Mi to West Point!
Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Historic 1800s Cornwall-on-hudson Cottage!
Interior

Historic 1800s Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800s Cornwall-on-hudson Cottage!
Relaxing New York Home w/ Boat Dock & Lake View!
House (4 Bedrooms) | Front of property

Relaxing New York Home w/ Boat Dock & Lake View!

3.0 star property
Relaxing New York Home w/ Boat Dock & Lake View!
Updated Home w/ Patio Half Mile to West Point
House (3 Bedrooms) | Interior

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Lakefront Brewster Vacation Rental w/ Private Dock
Interior

Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Cozy Campbell Hall Getaway w/ Porch!
House (2 Bedrooms) | Interior

Cozy Campbell Hall Getaway w/ Porch!

3.0 star property
Cozy Campbell Hall Getaway w/ Porch!
Outdoor Entertainment Areas: Spacious Katonah Gem!
House (3 Bedrooms) | Interior

Outdoor Entertainment Areas: Spacious Katonah Gem!

3.0 star property
Outdoor Entertainment Areas: Spacious Katonah Gem!
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

3.0 star property
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Home: 2 Mi to Thayer Gate at U.s. Military Academy
House (4 Bedrooms) | Interior

Home: 2 Mi to Thayer Gate at U.s. Military Academy

3.0 star property
Home: 2 Mi to Thayer Gate at U.s. Military Academy
4 Mi to Hudson River: Quiet Newburgh Home!
House (3 Bedrooms) | Interior

4 Mi to Hudson River: Quiet Newburgh Home!

3.0 star property
4 Mi to Hudson River: Quiet Newburgh Home!
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
Outdoor spa tub

'the Glabin: Garrison Gem w/ Deck & Fire Pit!

3.0 star property
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
3 Mi to Downtown: Spacious White Plains Home
Interior

3 Mi to Downtown: Spacious White Plains Home

3.0 star property
3 Mi to Downtown: Spacious White Plains Home
Ossining Vacation Rental Near River, Trails & Mta!
House (5 Bedrooms) | Interior

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Interior

Lakefront New York Abode w/ Deck, Grill & Fire Pit

3.0 star property
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Hudson Valley Vacation Rental: Near Hiking
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Hudson Valley Vacation Rental: Near Hiking

3.0 star property
Hudson Valley Vacation Rental: Near Hiking
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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Frequently asked questions

Why book your cottage in Peekskill with Expedia?
Expedia has some superb cottages in Peekskill, so get ready for a memorable vacay close to nature. If you have a budget, choose how much you’d like to spend and your preferred property star rating. Or take advantage of our filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect digs whatever your escape looks like.
How can I find cheap cottages in Peekskill?
The easiest way to find cheap cottages in Peekskill is with Expedia’s user-friendly filter tool. Narrow your search results by amenities, budget and star rating to land awesome bargains in a few clicks.
What is there to do in Peekskill near my cottage?
Peekskill has enough experiences and sights to keep you occupied for weeks (or months!), beginning with Paramount Hudson Valley Theater. Peekskill Landing Park, Charles Point Pier Park and Peekskill Museum are other impressive attractions. If you’re hanging around a while, Hudson Valley Center for Contemporary Art and Depew Park are great additions to your itinerary.