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

Book a Peekskill Cottage

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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
The price is NZ$586
includes taxes & fees
6 Oct - 7 Oct
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.
The price is NZ$741
includes taxes & fees
3 Oct - 4 Oct
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
The price is NZ$1,112
includes taxes & fees
4 Oct - 5 Oct
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
The price is NZ$1,470
includes taxes & fees
21 Oct - 22 Oct
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
The price is NZ$1,232
includes taxes & fees
22 Oct - 23 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Peekskill Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"Everything was wonderful. I would definitely book again!"
Kareem 2-night trip
Posted 1 hour ago
Baymont by Wyndham White Plains - Elmsford

Find out more about Peekskill

Peekskill Cottages information

Number of reviews
171
Accommodation
54 Cottages
Lowest Price
NZ$586
Highest Price
NZ$1,470

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.

Explore a world of travel with Expedia