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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Lake Peekskill vacation rentals

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

1. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (41 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 ￥35,555
￥64,523 total
includes taxes & fees
Oct 28 - Oct 29
Contemporary Cozy Cottage
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

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 ￥52,392
￥103,524 total
includes taxes & fees
Oct 21 - Oct 22
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (14 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is ￥19,814
￥64,094 total
includes taxes & fees
Oct 21 - Oct 22
House on the Babbling Brook- Quiet 2BR + King Bed!
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

4. 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 ￥17,119
￥47,336 total
includes taxes & fees
Nov 15 - Nov 16
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Step up to a warm welcome - our charming entryway, complete with a hanging birdhouse, sets the tone for a peaceful stay.

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, (25 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥26,639
￥77,297 total
includes taxes & fees
Oct 21 - Oct 22
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A house with a view of a bridge and mountains.

6. 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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥31,288
￥52,265 total
includes taxes & fees
Oct 21 - Oct 22
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

7. 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 ￥36,616
￥64,266 total
includes taxes & fees
Nov 17 - Nov 18
Fabulous 3bdrm Home w/parking!
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

8. 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 ￥19,592
￥68,587 total
includes taxes & fees
Oct 21 - Oct 22
Local Artist Inspired | Walk to WestPoint + King Bed
A hallway with a wooden door, a black table with a sign, and large green plants.

9. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"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 ￥18,070
￥66,870 total
includes taxes & fees
Oct 21 - Oct 22
3BR Near West Point | Coffee Bar | Sleeps 6
A room with a wooden floor, a white door with a number, and a window with blinds.

10. 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 ￥34,119
￥62,717 total
includes taxes & fees
Nov 17 - Nov 18
Lovely 3BR Home with parking-Walk to WP Gate!
A wooden coffee table with two decorative planters in a living room.

11. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is ￥35,284
￥58,983 total
includes taxes & fees
Nov 17 - Nov 18
Walk to WP Gate + Free Parking!
Living area

12. 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 ￥18,474
￥34,923 total
includes taxes & fees
Nov 17 - Nov 18
Cozy 1-bedroom retreat minutes from West Point!
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

13. 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 ￥27,812
￥78,808 total
includes taxes & fees
Nov 1 - Nov 2
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

14. 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 ￥31,456
￥54,006 total
includes taxes & fees
Nov 17 - Nov 18
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

15. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is ￥35,950
￥67,405 total
includes taxes & fees
Oct 26 - Oct 27
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A modern kitchen with stainless steel appliances, a marble countertop, and a dining area with white chairs.

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

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is ￥48,288
￥82,995 total
includes taxes & fees
Nov 17 - Nov 18
Hudson Valley/West Point Retreat w/ parking!
A stone staircase leading to a house with a stone wall and a metal gate.

17. 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, (27 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is ￥39,628
￥67,443 total
includes taxes & fees
Oct 21 - Oct 22
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

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, (94 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 ￥29,202
￥58,159 total
includes taxes & fees
Oct 28 - Oct 29
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

19. '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, (3 reviews)
"Great stay!"
United States
Ann S.
The price is ￥26,358
￥51,110 total
includes taxes & fees
Oct 22 - Oct 23
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
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

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Was under construction, room was clean and comfortable."
Gary 4-night trip
Posted 2 hours ago
Ramada by Wyndham Newburgh/West Point

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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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?

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.