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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Peekskill cottages

A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

1. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
$472 nightly
The price is $521
Nov 15 - Nov 16
Total with taxes and fees
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A house with a view of a bridge and mountains.

2. 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, (150 reviews)
"We had a great stay!!"
United States
Jasmine
$257 nightly
The price is $304
Nov 16 - Nov 17
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.

3. 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, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$353 nightly
The price is $404
Nov 16 - Nov 17
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A two-story house with a balcony, surrounded by lush greenery.

4. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
$470 nightly
The price is $532
Nov 17 - Nov 18
Total with taxes and fees
Quiet Solitude with Firepit, Electric Stove & Private Deck
A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.

5. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (9 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
$441 nightly
The price is $521
Nov 30 - Dec 1
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A wooden deck with a 'COME IN' mat, white siding, and a view of dense green trees.

6. 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, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
$457 nightly
The price is $539
Nov 30 - Dec 1
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
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

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

8/10 Good
"The room was clean, and the parking was ok. Very close to attractions."
Christopher 2-night trip
Posted 11 hours ago
Days Inn by Wyndham Elmsford / White Plains

Find out more about Peekskill

Peekskill Cottages information

Number of reviews
184
Accommodation
54 Cottages
Lowest Price
$304
Highest Price
$698

Frequently asked questions

Why book your cottage in Peekskill with Expedia?
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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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