
New Windsor Vacation Rentals
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Our top choices for New Windsor vacation rentals

1. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
2. Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
3. Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
4. 2-bedroom apartment in excellent Newburgh with AC and charm
2-bedroom apartment in excellent Newburgh with AC and charm
5. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
6. Bright Cornwall-On-Hudson Vacation Rental!
Bright Cornwall-On-Hudson Vacation Rental!
7. Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
8. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
9. Cabin in the heart of the Hudson Valley, Cabin 3
Cabin in the heart of the Hudson Valley, Cabin 3
10. Cabin in the Heart of the Hudson Valley, Cabin 1
Cabin in the Heart of the Hudson Valley, Cabin 1
11. Cozy, rustic efficiency in the Hudson Valley
Cozy, rustic efficiency in the Hudson Valley
12. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
13. 1 King Bed | Non-Smoking, Kitchen, Shower
1 King Bed | Non-Smoking, Kitchen, Shower
14. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
15. Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
16. Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!
17. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
18. Local Artist Inspired | Walk to WestPoint + King Bed
Local Artist Inspired | Walk to WestPoint + King Bed
19. Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Walk-to-Lake Cottage With Grill for Peaceful Fall DaysFind vacation rentals that suit your style
Top New Windsor Hotel Reviews

Wildflower Farms, Auberge Collection
Find out more about New Windsor
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 New Windsor. 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.

































































