Lake Peekskill Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Lake Peekskill vacation rentals

1. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
The price is AED 826
AED 1,470 total
includes taxes & fees
10 Nov - 11 Nov
Contemporary Cozy Cottage

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is AED 1,218
AED 2,289 total
includes taxes & fees
10 Nov - 11 Nov
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

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
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is AED 481
AED 1,132 total
includes taxes & fees
10 Nov - 11 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 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 AED 405
AED 738 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 1-bedroom retreat minutes from West Point!

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

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is AED 465
AED 1,515 total
includes taxes & fees
11 Nov - 12 Nov
Local Artist Inspired | Walk to WestPoint + King Bed

6. 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 AED 559
AED 975 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

7. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is AED 522
AED 970 total
includes taxes & fees
10 Nov - 11 Nov
Perfect 2BR with Free Parking! Walk to West Point!

8. Mountain-View 2BR Steps from Thayer Gate

Mountain-View 2BR Steps from Thayer Gate
Highland Falls
The price is AED 522
AED 970 total
includes taxes & fees
10 Nov - 11 Nov
Mountain-View 2BR Steps from Thayer Gate

9. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean, modern, functional, comfortable. Great stay"
United States
Jerell T.
The price is AED 629
AED 1,064 total
includes taxes & fees
10 Nov - 11 Nov
Walk to WP Gate + Free Parking!

10. 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 AED 629
AED 1,142 total
includes taxes & fees
10 Nov - 11 Nov
Fabulous 3bdrm Home w/parking!

11. 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 AED 477
AED 1,669 total
includes taxes & fees
11 Nov - 12 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed

12. 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 AED 566
AED 1,094 total
includes taxes & fees
10 Nov - 11 Nov
Lovely 3BR Home with parking-Walk to WP Gate!

13. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
9.6 out of 10, Exceptional, (4 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
The price is AED 426
AED 1,471 total
includes taxes & fees
10 Nov - 11 Nov
3BR Near West Point | Coffee Bar | Sleeps 6

14. 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
Walk-to-Lake Cottage With Grill for Peaceful Fall Days

15. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is AED 671
AED 1,228 total
includes taxes & fees
10 Nov - 11 Nov
Hudson Valley/West Point Retreat w/ parking!

16. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is AED 289
AED 334 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

17. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is AED 260
AED 294 total
includes taxes & fees
17 Nov - 18 Nov
1 King Bed | Non-Smoking, Kitchen, Shower

18. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is AED 728
AED 1,350 total
includes taxes & fees
12 Nov - 13 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

19. 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.
The price is AED 918
AED 1,483 total
includes taxes & fees
10 Nov - 11 Nov
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

20. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is AED 621
AED 985 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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.

Find vacation rentals that suit your style

Top Lake Peekskill Hotel Reviews

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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: Visitors like this Lake Peekskill vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Paramount Hudson Valley Theater.

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.