
House vacation rentals in New Windsor
Find and book unique houses on Airbnb
Quick stats about house rentals in New Windsor

Total vacation rentals
Explore 10 vacation rentals in New Windsor

Nightly prices starting at
New Windsor vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of New Windsor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across New Windsor rentals

4.8 Average rating
New Windsor stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in New Windsor
Guests agree: these houses are highly rated for location, cleanliness, and more.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.
LocationFamilyCondition

NEW! Stylish Home in the Heart of Beacon
This Scandinavian style home in the heart of Beacon is bright, airy and modern with beautifully-restored architectural details. Located on a quaint street in the best part of town just steps away from the Roundhouse and Main Street. Enjoy the brewery, bars, restaurants, shops, galleries, and so much more - all within walking distance. Every piece of furniture and decor was handpicked to provide you the perfect designer-quality getaway, focusing on natural simplicity with contemporary luxuries.
LocationFamilyIndoor spaces

Mindful Escape: Theater, Trails, Wood Stove
Exhale and recharge in this luxurious space at the foot of the Shawangunk Mountains. This gem features an open-concept kitchen and living room, perfect for connecting with nature. Enjoy the high-end Foster Leather Sofa, cozy movie nights on a 120" projector screen, and a wood-burning stove for chilly evenings. Every detail, from fresh linens to a meaningful library, is thoughtfully curated. Discover hidden messages throughout the house, inviting you to explore and unwind in this serene retreat.
FamilyValueTV

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC
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Farmhouse w/ Pool, Sauna & Hot Tub near Storm King
Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!
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Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.
LocationFamilyComfort

Hudson Valley Farmhouse | Winery & Hiking Getaway
Tucked into the Hudson Valley, our restored 1873 farmhouse is made for slow mornings, fresh coffee, and easy weekends between hiking trails and nearby wineries 🌿 This is a private 3BR/2.5 bath first-floor unit within a shared home. Designed for a calm, quiet stay. Only registered guests are permitted on the property. Located in Marlboro near Beacon, New Paltz, Kingston West Point, Vassar, Marist, Warwick & Wallkill with a garden to enjoy and harvest fresh herbs and seasonal vegetables.
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Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.
LocationFamilyIndoor spaces

Cozy Riverfront Victorian in the Hudson Valley
Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.
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Lady Montgomery
Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer. Enjoy shopping, farms, hiking or dining. Equipped with an outdoor patio in season, fireplace, fire pit and 2 bikes. Everyone will enjoy their time in this comfortable artsy home!
LocationFamilyAccess

The Little Red House
Located in a quiet neighborhood just off the Hudson River, yet only a 10 min drive from the bustling town of Beacon and within walking distance to the Newburgh action where you will find restaurants, coffee shops, galleries local shopping, and nightlife. With countless hiking spots, farms, breweries, and wineries, your stay in Hudson Valley will be memorable. The house was also a filming & staging location for the movie “Adults” starring Michael Cera
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Eclectic, Sleeps 5, Wsher/Dryer, Parking, Yard, AC
Clean 2-story house on a residential street/safe area Free on-off street parking Eat-in kitchen Dining room Living room-fold out ottoman Free washer-dryer in utility room 2 Internet TVs, WIFI Work area Large backyard, art supplies, games, books Fire pit Community Pool closed again. Close to West Point, Storm King, the Hudson, Woodbury Mall, hiking, restaurants, bars, shopping No river or mountain view directly from house. Airbnb threw that in.
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Popular amenities for New Windsor house rentals
House rentals with a pool

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
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Scenic River View Escape | New Paltz
FamilyLocationOutdoor spaces

Cozy, Modern Retreat in the Woods of Cold Spring
LocationValueLong stay

Luxe modern A Frame, Hot tub and new heated pool
ValueLocationGetting around

Luxury Villa w Lake View & Private Heated Pool
ValueFamilyHeating

Entire Home, Private Indoor Pool
ValueFamilyParking

midcentury mod hot tub*walk out trail R2R/Mohonk
LocationValueRiver

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
LocationFamilyWalkability
Weekly house rentals

Waterfront Lake House
FamilyValueNearby

Charming Getaway 16mi to West Point!
LocationFamilyIndoor spaces

Hudson Valley Mountaintop Riverview
FamilyValueCleanliness

River & Mtn Views - Jacuzzi - near Metro North
ValueFamilyCheckout

Beacon Creek House
FamilyLocationQuiet
Cozy chic Beacon retreat near Main St w hot tub
LocationValueWifi

Hudson Valley Hygge House~ comfort in the country!
FamilyLocationAccess

Mt hikes, city strolls river walks
LocationFamilyCheckout
Private house rentals

La Casita - Home Away From Home.
ValueLocationIndoor spaces

Lower Hudson Valley Idyllic Retreat
LocationValueCondition

River Views & Hot Tub | Riverview on Washington
LocationValueNearby

Margaret's Heart
LocationValuePets

Mountainside Home (Beacon/Cold Spring)
FamilyLocationKitchen

VIEWS on Hudson River / Luxury Modern Home
LocationFamilyCleanliness

Castle View on Hudson River
FamilyValueParks

Arkadia House Mid-century retreat with pool & view
LocationFamilyDecor
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- Times Square
- Central Park Zoo
- Hunter Mountain
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Columbia University
- MetLife Stadium
- American Dream
- Bethel Woods Center for the Arts
- Rockefeller Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Radio City Music Hall
- Fairfield Beach
- Astoria Park
- Thunder Ridge Ski Area
- Bronx Zoo
- The Metropolitan Museum of Art
- Resorts World Catskills
- Nickelodeon Universe
- Lincoln Center For The Performing Arts
- Mohonk Preserve
- Storm King Art Center
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