New Windsor Vacation Rentals

Name: Hickory on Willow Lake
Price range: $543 total

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Vacation Rentals in New Windsor

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill NY

$282 nightly

$318 total

Dec 14 - Dec 15

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.

Kitchen

Washer

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick NY

$133 nightly

$150 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Warwick, you'll be within a 10-minute walk of Railroad Green and Strazza Art Gallery.

Air conditioning

Parking available

Large,Cozy,Bright Apartment, Business Themed.

Newburgh NY

$405 nightly

$478 total

Dec 13 - Dec 14

Total with taxes and fees

When you stay at this vacation home in Newburgh, you'll be next to a golf course, within a 5-minute drive of Mount Saint Mary's College Newburgh and David Crawford House.

Kitchen

Air conditioning

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Newburgh NY

Located in Newburgh, this vacation home is on the waterfront, a 5-minute drive from Ice Time Sports Complex and 5 minutes from Chadwick Lake Park.

Kitchen

Air conditioning

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick NY

$131 nightly

$148 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this vacation home in Warwick, you'll be within a 10-minute walk of Railroad Green and Strazza Art Gallery.

Air conditioning

Parking available

Cozy Private Suite in a Country Home near New Paltz

Wallkill NY

With a stay at this vacation home in Wallkill, you'll be within a 15-minute drive of Tuthilltown Spirits and Jenkinstown Day Spa.

Pool

Washer

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh NY

When you stay at this vacation home in Newburgh, you'll be on the waterfront, within a 5-minute drive of Ice Time Sports Complex and Algonquin Park.

Kitchen

Washer

Contemporary Cozy Cottage

Lake Peekskill NY

$395 nightly

$452 total

Dec 29 - Dec 30

Total with taxes and fees

With a stay at this vacation home in Lake Peekskill, you'll be within a 15-minute drive of Hudson Valley Center for Contemporary Art and New York - Presbyterian / Hudson Valley Hospital.

Kitchen

Washer

The House In Highland- Secluded Retreat

Highland NY

With a stay at this vacation home in Highland, you'll be within a 5-minute drive of Hudson River and Walkway Over the Hudson State Historic Park.

Hot Tub

Kitchen

Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!

New Paltz NY

With a stay at this vacation home in New Paltz, you'll be within a 5-minute drive of Mohonk Golf Course and Nyquist-Harcourt Wildlife Sanctuary.

Kitchen

Washer

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz NY

$634 nightly

$710 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this vacation home in New Paltz, you'll be just steps from State University of New York-New Paltz and Samuel Dorsky Museum of Art.

Pet friendly

Air conditioning

Hickory on Willow Lake

Fishkill New York

$477 nightly

$543 total

Dec 29 - Dec 30

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be on a lake, within a 5-minute drive of Hudson Highlands State Park and Van Wyck Homestead Museum.

Kitchen

Washer

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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.