A bridge spanning a body of water with a sunset sky.

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Peekskill cottages

Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
$455 nightly
The price is $515
Jun 28 - Jun 29
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (139 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
$277 nightly
The price is $327
Jun 23 - Jun 24
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

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

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
$547 nightly
The price is $603
Jun 30 - Jul 1
Total with taxes and fees
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Property grounds

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (7 reviews)
"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!"
United States
Marc
$460 nightly
The price is $517
Jun 28 - Jun 29
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
House (5 Bedrooms) | Interior

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
3.0 star property
White Plains
$639 nightly
The price is $711
Jul 14 - Jul 15
Total with taxes and fees
3 Mi to Downtown: Spacious White Plains Home
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
3.0 star property
Monroe
$645 nightly
The price is $730
Jun 26 - Jun 27
Total with taxes and fees
Family Home Close to Warwick, 5 Mi to Lake!
House (3 Bedrooms) | Interior

Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
$591 nightly
The price is $698
Jun 25 - Jun 26
Total with taxes and fees
Bright Cornwall-on-hudson Vacation Rental!
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

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"This hotel is my favorite. I stay there about 25x a year on my personal dime not business because I love it so much. Love the pool in the summer, breakfast and design of the rooms\ the whole building is historic and beautifully decorated and the staff is great!"
emmanuelle 3-night trip
Posted less than an hour ago
Hotel Nyack, a JdV by Hyatt Hotel

Find out more about Peekskill

Peekskill Cottages information

Number of reviews
173
Accommodation
55 Cottages
Lowest Price
$327
Highest Price
$730

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.

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