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Our top choices for Peekskill holiday homes

1. Contemporary Cozy Cottage
Contemporary Cozy CottageLake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
The price is NZ$702
includes taxes & fees
16 Nov - 17 Nov

2. 3BR West Point Retreat-3min to Back Gate+ King Bed
3BR West Point Retreat-3min to Back Gate+ King BedHighland Falls
8.4 out of 10, Very good, (7 reviews)

3. Spacious 4-bedroom house in northern Westchester with sweeping views
Spacious 4-bedroom house in northern Westchester with sweeping viewsMontrose
The price is NZ$1,085
includes taxes & fees
16 Nov - 17 Nov

4. 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)
The price is NZ$633
includes taxes & fees
8 Dec - 9 Dec

5. Fabulous 3bdrm Home w/parking!
Fabulous 3bdrm Home w/parking!Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
The price is NZ$650
includes taxes & fees
8 Dec - 9 Dec

6. Perfect 2BR with Free Parking! Walk to West Point!
Perfect 2BR with Free Parking! Walk to West Point!Highland Falls
The price is NZ$575
includes taxes & fees
16 Nov - 17 Nov

7. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedroomsLake Peekskill
8.0 out of 10, Very good, (3 reviews)
The price is NZ$1,161
includes taxes & fees
16 Nov - 17 Nov

8. Hudson Valley/West Point Retreat w/ parking!
Hudson Valley/West Point Retreat w/ parking!Highland Falls
The price is NZ$855
includes taxes & fees
8 Dec - 9 Dec

9. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West PointCornwall
10.0 out of 10, Exceptional, (16 reviews)
The price is NZ$782
includes taxes & fees
16 Nov - 17 Nov

10. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!Ossining
8.8 out of 10, Excellent, (10 reviews)
The price is NZ$1,350
includes taxes & fees
16 Nov - 17 Nov

11. Bright Cornwall-On-Hudson Vacation Rental!
Bright Cornwall-On-Hudson Vacation Rental!Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
The price is NZ$1,184
includes taxes & fees
22 Nov - 23 Nov

12. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock ParkHopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
The price is NZ$476
includes taxes & fees
16 Nov - 17 Nov

13. Summer Pool Oasis Custom Bar Arcade Pool Table
Summer Pool Oasis Custom Bar Arcade Pool TableOssining
The price is NZ$1,820
includes taxes & fees
16 Nov - 17 Nov

14. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King BedNew Windsor
The price is NZ$920
includes taxes & fees
1 Dec - 2 Dec

15. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
The price is NZ$630
includes taxes & fees
16 Nov - 17 Nov

16. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Lakefront • 7BR Retreat • Sleeps 12 • Massage ChairMonroe
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$1,963
includes taxes & fees
15 Nov - 16 Nov

17. Chestnut on Willow Lake
Chestnut on Willow LakeFishkill
9.8 out of 10, Exceptional, (6 reviews)
The price is NZ$917
includes taxes & fees
13 Nov - 14 Nov

18. Hudson View Hot Tub · Walk to Waterfront
Hudson View Hot Tub · Walk to WaterfrontNewburgh
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,361
includes taxes & fees
17 Nov - 18 Nov

19. Lakefront Paradise Pool + Paddle Boats Sleeps 12
Lakefront Paradise Pool + Paddle Boats Sleeps 12Monroe
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$2,395
includes taxes & fees
8 Dec - 9 Dec

20. Amazing Home Near West Point, Shopping, Skiing and Legoland
Amazing Home Near West Point, Shopping, Skiing and LegolandMonroe
9.8 out of 10, Exceptional, (17 reviews)
The price is NZ$1,231
includes taxes & fees
22 Nov - 23 Nov
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.
Learn more about Peekskill
Stroll along the scenic Hudson River waterfront where art galleries and craft breweries have transformed former industrial spaces. Take a guided tour of historic downtown's colourful murals or catch a performance at the beautifully restored Paramount Theatre.

















































































