A calm lake with a forested island in the distance, a picnic area, and a rocky shoreline.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Peekskill cottages

A house with a view of a bridge and mountains.

1. 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, (146 reviews)
"We had a great stay!!"
United States
Jasmine
$280 nightly
The price is $331
Oct 6 - Oct 7
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A wooden deck with a railing overlooking a body of water and trees.

2. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$372 nightly
The price is $425
Oct 3 - Oct 4
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
An outdoor patio with a stone wall, a wooden fence, and a table with chairs.

3. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
$512 nightly
The price is $630
Oct 4 - Oct 5
Total with taxes and fees
Updated Home w/ Patio Half Mile to West Point
A two-story house with a front yard, a staircase, and a covered outdoor seating area.

4. Nyc-area Escape Near River, Trails & Mta!

Nyc-area Escape Near River, Trails & Mta!
3.0 star property
Ossining
$748 nightly
The price is $833
Oct 21 - Oct 22
Total with taxes and fees
Nyc-area Escape Near River, Trails & Mta!
A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

5. 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
Oct 22 - Oct 23
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

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"Clean and quiet rooms a/c works well too! Staff is professional and accommodating. Thank You for another peaceful evening."
Sandra 1-night trip
Posted 2 hours ago
Ardsley Acres Hotel Westchester

Find out more about Peekskill

Peekskill Cottages information

Number of reviews
171
Accommodation
54 Cottages
Lowest Price
$331
Highest Price
$833

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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