A calm lake surrounded by dense evergreen trees and a few deciduous trees with autumn leaves.

Lake Peekskill Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Lake Peekskill vacation rentals

Outdoor dining

1. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is ￥49,081
￥96,082 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Private kitchen

2. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (40 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is ￥39,065
￥70,595 total
includes taxes & fees
Sep 30 - Oct 1
Contemporary Cozy Cottage
Private kitchen

3. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is ￥17,970
￥47,952 total
includes taxes & fees
Sep 7 - Sep 8
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio

4. 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, (11 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥19,533
￥62,512 total
includes taxes & fees
Sep 8 - Sep 9
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior detail

5. 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, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥30,119
￥81,205 total
includes taxes & fees
Sep 9 - Sep 10
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Room

6. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is ￥19,533
￥68,041 total
includes taxes & fees
Sep 7 - Sep 8
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds

7. 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, (143 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥30,908
￥51,630 total
includes taxes & fees
Sep 10 - Sep 11
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Living area

8. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥22,970
￥40,584 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

9. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very Good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is ￥21,876
￥75,836 total
includes taxes & fees
Sep 9 - Sep 10
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior

10. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
The price is ￥21,408
￥69,313 total
includes taxes & fees
Sep 7 - Sep 8
3BR Near West Point | Coffee Bar | Sleeps 6
Room

11. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is ￥26,234
￥74,668 total
includes taxes & fees
Oct 6 - Oct 7
Local Artist Inspired | Walk to WestPoint + King Bed
Room

12. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is ￥22,314
￥45,715 total
includes taxes & fees
Sep 6 - Sep 7
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Private kitchen

13. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is ￥40,362
￥64,659 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Living area

14. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is ￥45,120
￥70,823 total
includes taxes & fees
Sep 29 - Sep 30
Walk to WP Gate + Free Parking!
Exterior

15. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Nice place to stay"
United States
Anonymous traveler
The price is ￥12,798
￥14,798 total
includes taxes & fees
Sep 30 - Oct 1
1 Queen Bed | Non-Smoking, Kitchen
Living area

16. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is ￥21,095
￥44,900 total
includes taxes & fees
Sep 7 - Sep 8
Grant - A Tranquil One Bedroom Steps from River
Exterior detail

17. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is ￥43,151
￥71,865 total
includes taxes & fees
Sep 29 - Sep 30
Fabulous 3bdrm Home w/parking!
Room

18. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.6 out of 10, Excellent, (24 reviews)
"Worst hotel experience I have ever had. Grounds were unkept. No one was at the front desk when I first arrived. Waited 20 minutes for someone to arrive and had to leave for dinner. Came back to find out that they were overbooked."
United States
Glenn
The price is ￥12,798
￥14,477 total
includes taxes & fees
Sep 30 - Oct 1
2 Queen Beds | Non-Smoking, Kitchen
Interior

19. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is ￥43,807
￥74,809 total
includes taxes & fees
Sep 29 - Sep 30
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior detail

20. Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Highland Falls
9.6 out of 10, Exceptional, (36 reviews)
"Good location and had a great stay!"
United States
James M.
The price is ￥50,785
￥89,850 total
includes taxes & fees
Sep 6 - Sep 7
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
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
"Excellent room! Very spacious and comfortable. Loved the breakfast bar for the kids. Stopped in for one night after visiting the outlet mall - will do again!"
Sergio 1-night trip
Posted 1 hour 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:

  • View our selection of featured holiday rentals in Lake Peekskill
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  • Enter your travel dates to view the best deals on holiday rentals in Lake Peekskill while they last

Look no further and take a look at our great range of rental properties in Lake Peekskill!

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Lake Peekskill vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and kitchenware, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Lake Peekskill?

With 4 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 Woodbury Common Premium Outlets and Graymoor - The Holy Mountain.

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.