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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Peekskill

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Stroll through a serene residential setting surrounded by a lush lawn, a tree, and a picturesque bridge.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (118)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
The price is NZ$541
includes taxes & fees
2 Sept - 3 Sept
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and granite countertops.

Hudson Valley Retreat w/ Pool Near Greenwood Lake

10.0 out of 10, Exceptional, (6)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Relax in this inviting living room with a sofa, armchair, and woven coffee table, surrounded by natural elements and a large sliding glass door.

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

9.6 out of 10, Exceptional, (13)
"The house was exactly as advertised. It was clean, well maintained and comfortable! The location was beautiful and private yet close to nearby stores and activities."
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Relax on the deck with a kayak nearby, surrounded by trees and a traditional building in the background.

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (5)
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excelent House 👏👌👌"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
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) | Interior

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!
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
House (4 Bedrooms) | Interior

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
Historic 1800s Cornwall-On-Hudson Cottage!
Charming single-story house with a gabled roof and symmetrical facade, set amidst lush greenery and mature trees.

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (29)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!
Lakefront Brewster Vacation Rental w/ Private Dock
Relax in this stylish living room with a high ceiling, sofa set, armchairs, and a coffee table, offering a view of the surrounding greenery.

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (7)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
Peaceful Cottage with Grill | Walk to Lake
Interior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (19)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
Peaceful Cottage with Grill | Walk to Lake
South Salem Vacation Rental w/ Furnished Deck!
Enjoy cooking in this well-equipped kitchen with a stove, oven, microwave, and sink.

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Charming Victorian Retreat w/ Hudson River Views
House (3 Bedrooms) | Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Charming Highland Falls Home < 2 Mi to West Point!
House (4 Bedrooms) | 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!
Cottage (2 Bedrooms) | Interior

Historic 1800s Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800s Cornwall-on-hudson Cottage!
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
Dreamy Hudson Valley Cottage w/ State Park Views
Relax in this spacious living room with a fireplace, comfortable seating, and a flat-screen TV.

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
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Enjoy meals in this dining area with a long table and four chairs, a fireplace, and a large window.

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

10.0 out of 10, Exceptional, (5)
"The house is even more beautiful than the photos. From the spa-like bathrooms, to toys and books for kids, to the little extra amenities like qtips and bandaids, it was the perfect getaway for everyone in our party of all ages."
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Dreamy Hudson Valley Cottage w/ State Park Views
Relax in this spacious living room with a fireplace, flat-screen TV, and comfortable seating area.

Dreamy Hudson Valley Cottage w/ State Park Views

9.6 out of 10, Exceptional, (14)
"We had a quiet and relaxing stay. Great location for exploring Cold Spring and Beacon"
Dreamy Hudson Valley Cottage w/ State Park Views
Relaxing New York Home w/ Boat Dock & Lake View!
Relax in this inviting living room with a comfortable sofa, armchair, and fireplace.

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

3.0 star property
Relaxing New York Home w/ Boat Dock & Lake View!
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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Top Peekskill Hotel Reviews

Marriott Park Ridge

Marriott Park Ridge

10/10 Excellent
"Staff was friendly and very accommodating- rooms and hotel in general looked very good. Buffet breakfast was very good. The only problem was signing into WiFi."
Paul 1-night trip
Posted 1 day ago
Marriott Park Ridge

Frequently asked questions

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 Theatre. Peekskill Landing Park, Charles Point Pier Park and Peekskill Museum are other impressive attractions. If you're hanging around a while, Hudson Valley Centre for Contemporary Art and Depew Park are great additions to your itinerary.