
Holiday rentals in New Windsor
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Top-rated holiday rentals in New Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.

Quaint Apartment in Cornwall on Hudson
Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited. We live here with kids/dogs so you may hear us moving

Riversong on Hudson - Private Full 2nd Floor
This 2nd floor sanctuary is not just a place to stay. Aside from the trains frequently passing nearby, Riversong is a pocket of peace, a window to breathtaking views, and a gateway to a historic city. In this light-filled abode, classic charm meets contemporary comfort. The living area, with a convenient, plush futon, offers space to relax or host an additional guest. Picture windows frame the outdoors, inviting you to gaze on the tranquil river and verdant tapestry of the landscape beyond.

Get Away to "Hygge" Tiny House on 75 Private Acres
Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Sunny Artistic Loft Morning Muffins Clean &Comfy
Exceptional quality - safe & secure environment. Perfectly located for- -Storm King Art Center -USMA - Woodbury Common - DIA Beacon - Morning muffins/cookies - Coffee bar, teas, hot cocoa - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Private driveway. Private entrance. Park at door. - Writing desk. - Wifi - Singles/double -Local hiking -Historical sights -Vineyards -No cooking allowed. Inquire about extra guests. Relax. Enjoy. Book now.

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Luxe Loft 2 on Main St. Views! Steam Shower! W/D
Luxe Studio # 2: Modern, clean & bright studio in the best location on Main Street Beacon! Everything at your doorstep: Restaurants, breweries,shopping, galleries, hiking. Walking distance to Metro North train & DIA Museum. Indulge in the unforgettable steam shower perfect after a day of hiking & sightseeing! Designed for your comfort and convenience. Coffee, tea & bottled water provided, full kitchen, luxurious bed & linens. Excellent location for exploring the Hudson Valley

Riverview Rowhouse, a vintage modern home
Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

Hudson Valley Studio in the Village of Fishkill NY
This spacious studio is in a quiet cul-de-sac and under a half mile walk from the Village of historic Fishkill, NY. Also, only a 10 minute drive to Beacon, NY! It is a private dwelling that includes a full kitchen, 1 new Queen bed, 1 new pull out bed, and a separate room for laundry. Plenty of drawers and closet place caters to up to 4 guests for whichever Hudson Valley activity you're in town for. Come enjoy the atmosphere of this Hudson Valley studio!

Ethereal Apartment with parking on site
Kick back and relax in this stylish open floor plan. Located on the top floor of a historic Newburgh building, this apartment features smart TV & High speed Fios WiFi, an in-unit laundry, designer furnishings, and a separate office space for WFH. Suitable for 2-4 guests, there is one King and one Queen sized bed. Both are hybrid memory foam mattresses with natural cotton bedding for ultimate comfort and tranquility. Two flights of stairs are required.
Popular amenities for New Windsor holiday rentals
Other great holiday rentals in New Windsor

Cozy park view studio

Beautiful Room w/EnSuite Bathroom

Private, modern carriage house. Great for couples.

Conveniently located 1890s Row House Studio

Hudson Valley Historic, Rose Room

Billie's Room in Beacon 1794 Home Walk 2 Train

Romantic Riverfront Retreat | A Winter City Escape

Hudson Valley Hideaway
When is the best time to visit New Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 SGD | $165 SGD | $188 SGD | $190 SGD | $191 SGD | $192 SGD | $207 SGD | $210 SGD | $210 SGD | $210 SGD | $210 SGD | $204 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
Do house rentals in New Windsor have free parking?
Absolutely! We offer over 10 house rentals with free parking in New Windsor. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in New Windsor?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in New Windsor?
Experience the best of New Windsor with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in New Windsor have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in New Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in New Windsor?
New Windsor has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in New Windsor have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in New Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there apartment rentals with a dedicated workspace in New Windsor?
Yes! Work meets play with ease at over 10 apartment rentals in New Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in New Windsor?
Four-legged friends are welcome in New Windsor. Choose from more than 10 vacation rentals for guests traveling with pets.
Quick stats about holiday rentals in New Windsor

Total holiday rentals
Explore 40 holiday rentals in New Windsor

Nightly prices starting at
New Windsor holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 2,750 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of New Windsor holiday rentals include wifi 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!
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- Times Square
- Rockefeller Center
- Columbia University
- Hunter Mountain
- Central Park Zoo
- MetLife Stadium
- Old Glory Park
- Mountain Creek Resort
- Yankee Stadium
- Bronx Zoo
- Fairfield Beach
- Bethel Woods Center for the Arts
- Radio City Music Hall
- The Metropolitan Museum of Art
- Thunder Ridge Ski Area
- Astoria Park
- New York Botanical Garden
- Minnewaska State Park Preserve
- Resorts World Catskills
- Mount Peter Ski Area
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- American Museum of Natural History
- Riverside Park




