Lake Peekskill Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Lake Peekskill

Interior
Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ￥35,048
￥65,386 total
includes taxes & fees
Dec 8 - Dec 9
Contemporary Cozy Cottage
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill
9.6 out of 10, Exceptional, (49)
"Nice place"
United States
mary B.
The price is ￥42,647
￥54,383 total
includes taxes & fees
Dec 7 - Dec 8
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior
Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.

Newburgh
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ￥67,293
￥107,642 total
includes taxes & fees
Dec 8 - Dec 9
Large,Cozy,Bright Apartment, Business Themed.
Exterior
Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!

Fishkill
10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥46,912
￥70,101 total
includes taxes & fees
Dec 11 - Dec 12
Rustic Cabin in Fishkill!
Property grounds
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2

Newburgh
9.4 out of 10, Exceptional, (30)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
The price is ￥20,094
￥31,098 total
includes taxes & fees
Dec 7 - Dec 8
Cabin in the heart of the Hudson Valley, Cabin 2
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, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ￥29,155
￥46,490 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Croton-on-Hudson
9.6 out of 10, Exceptional, (15)
"We enjoyed our overnight stay at this quaint nicely appointed carriage house."
United States
Cathleen C.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Children's area
Hickory on Willow Lake

Hickory on Willow Lake

Fishkill
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is ￥59,971
￥86,008 total
includes taxes & fees
Dec 29 - Dec 30
Hickory on Willow Lake
Interior
Luxury 9BR Retreat w/Pool & Hot Tub

Luxury 9BR Retreat w/Pool & Hot Tub

Chester
7.0 out of 10, Good, (2)
"Pool was not open or usable but we were not interested in doing that "
United States
John D.
Luxury 9BR Retreat w/Pool & Hot Tub
Outdoor dining
2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!

2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!

Garrison
10.0 out of 10, Exceptional, (14)
"Absolutely amazing stay! Matt was great!!"
United States
Jamie F.
2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!
Terrace/patio
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Newburgh
10.0 out of 10, Exceptional, (21)
"Great host, amazing area, perfect get away!"
United States
Gianna W.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Fridge, microwave, oven, stovetop
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Monroe
6.8 out of 10, (5)
"It was a great home with lots of space indoor and outside. "
United States
Yogita R.
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River

Newburgh
9.6 out of 10, Exceptional, (39)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is ￥16,823
￥40,354 total
includes taxes & fees
Dec 15 - Dec 16
Grant - A Tranquil One Bedroom Steps from River
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

3.0 star property
Carmel
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Dining
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Beacon
9.4 out of 10, Exceptional, (10)
"The views from the property match the pictures and in a great accessible location "
United States
Isis J.
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls
10.0 out of 10, Exceptional, (5)
The price is ￥14,019
￥51,419 total
includes taxes & fees
Dec 8 - Dec 9
House on the Babbling Brook- Quiet 2BR + King Bed!
Dining tables
Chestnut on Willow Lake

Chestnut on Willow Lake

Fishkill
9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is ￥76,765
￥108,668 total
includes taxes & fees
Dec 15 - Dec 16
Chestnut on Willow Lake
Apartment (1 Bedroom) | Interior
Explore & Work! Stylish Washington Heights Duplex

Explore & Work! Stylish Washington Heights Duplex

3.0 star property
Newburgh
The price is ￥22,898
￥50,152 total
includes taxes & fees
Dec 5 - Dec 6
Explore & Work! Stylish Washington Heights Duplex
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley

Newburgh
9.8 out of 10, Exceptional, (66)
"Such a cute place to stay"
United States
Melissa
The price is ￥27,260
￥49,130 total
includes taxes & fees
Dec 5 - Dec 6
Cozy country efficiency in the Hudson Valley
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Holmes
10.0 out of 10, Exceptional, (197)
"Great place to get away. Absolutely recommend it. "
United States
Demian B.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
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 Lake Peekskill Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Nice place great staff"
Irvin 1-night trip
Posted 6 hours ago
Hampton Inn Harriman Woodbury

Find out more about Lake Peekskill

Search for holiday rentals in Lake Peekskill on Expedia! You can easily find your home rentals, villas, holiday apartments in Lake Peekskill using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Lake Peekskill?

Yes, we offer vacation rentals close to top sights in Lake Peekskill, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Lake Peekskill?

Contemporary Cozy Cottage: This highly rated vacation home rental in Lake Peekskill offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Lake Peekskill?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Lake Peekskill stay.

What’s there to see and do in Lake Peekskill?

While exploring the area, visit family-friendly sights like SplashDown Beach, or get outside and enjoy nature at Oscawana Lake. In the larger area, you’ll find Graymoor - The Holy Mountain and Jefferson Valley Mall.

What’s a vacation rental in Lake Peekskill like?

A vacation rental is a private property where you can stay for short or long periods in Lake Peekskill. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.