
Peekskill Vacation Rentals
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Our top choices for Peekskill vacation rentals

1. Contemporary Cozy Cottage
Contemporary Cozy Cottage
2. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
3. Spacious 4-bedroom house in northern Westchester with sweeping views
Spacious 4-bedroom house in northern Westchester with sweeping views
4. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
5. Fabulous 3bdrm Home w/parking!
Fabulous 3bdrm Home w/parking!
6. 3BR Near West Point | Coffee Bar | Sleeps 6
3BR Near West Point | Coffee Bar | Sleeps 6
7. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
8. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
9. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
10. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
11. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
12. Local Artist Inspired | Walk to WestPoint + King Bed
Local Artist Inspired | Walk to WestPoint + King Bed
13. Hudson Valley/West Point Retreat w/ parking!
Hudson Valley/West Point Retreat w/ parking!
14. Lovely 3BR Home with parking-Walk to WP Gate!
Lovely 3BR Home with parking-Walk to WP Gate!
15. Mountain-View 2BR Steps from Thayer Gate
Mountain-View 2BR Steps from Thayer Gate
16. 3BR West Point Retreat-3min to Back Gate+ King Bed
3BR West Point Retreat-3min to Back Gate+ King Bed
17. Walk to WP Gate + Free Parking!
Walk to WP Gate + Free Parking!
18. Perfect 2BR with Free Parking! Walk to West Point!
Perfect 2BR with Free Parking! Walk to West Point!
19. Cozy 1-bedroom retreat minutes from West Point!
Cozy 1-bedroom retreat minutes from West Point!
20. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West PointFind vacation rentals that suit your style
Top Peekskill Hotel Reviews

Tappan Zee Hotel
Find out more about Peekskill
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Peekskill. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.




































































