
Apartment holiday rentals in New Windsor
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Top-rated apartment rentals in New Windsor
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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.

Stylish Private Studio 1 block from Main St Beacon
Stylish, private garden level bedroom & bath w/ self check-in private entrance. Art/antiques/vintage bar-cart/mini-fridge/ microwave/43in 4KTV w Netflix/ black-out curtains/outdoor seating area. 1 block from Main St, 3 min free shuttle/20 min walk from Metro-North station. Close to DIABeacon & hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact me before booking. -To add pet,click "guests" dropdown, scroll to bottom&select "pet" to pay fee. $45 xtra for 2nd pet

Historic Stunner w/WasherDryer, Balcony, 2 bedroom
Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

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.

Cozy Hudson Valley Retreat | 1800s Farmhouse
Come relax at our lovingly restored historic 1873 Marlboro Farmhouse centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 1400sq. ft 2 BR/2.5 bath unit that occupies the private second floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Modena Mad House
Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

2BlocksToMainSt/Roundhouse Under Mt Beacon Pvt Apt
A cozy, clean, large studio apartment within a two minute walk to Mt. Beacon and Main St. Enjoy your stay with a fully equipped kitchen (coffee, tea, creamer, sugar, etc.), a comfy queen bed with lots of pillows, a full bathroom with shampoo, conditioner, body wash and extras. You will have off-street parking and a beautiful outdoor patio all to yourself. The apartment has WiFi, a Smart T.V. and lots of lighting but also room darkening shades to sleep in. Pickleball courts 2 blocks away.

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

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.

Airy Artsy Loft
Kick back and relax in this very spacious artist’s loft. There is one enclosed bedroom, one open loft space that serves as a second bedroom, and one full bath. This apartment features smart TV & High speed Fios WiFi, an in-unit laundry, and designer furnishings. Can accommodate 2-4 guests with one King bed and one Queen sized bed. Both are hybrid memory foam mattresses with natural cotton bedding for ultimate comfort and tranquility. One flights of stairs is required.

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.
Popular amenities for New Windsor apartment rentals
Weekly apartment rentals

Log Cabin Apartment Great for Outdoor Enthusiasts

Historic Strand House - Unit 2 Woolsey Suite

Dog Friendly Uptown Apt Near Stockade + Backyard

Large, private apartment in scenic Hudson Valley

Charming Efficiency

Historic Hyde Park Studio | Minutes from FDR & CIA

Cozy 2 Br apartment in the heart of Beacon

Waterfront Gem: 1BR w/Private Balcony & Serenity
Private apartment rentals

Gorgeous Suite w/ Private Entrance

Beacon Bird's eye view! Close to Main St & Train

Lander pied-à-terre with outdoor movie & dog park!

Beacon retreat walk to train and Main Street

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking

Cornwall on Hudson Private Apartment

Charming Apartment in the Heart of Cold Spring

Cozy Home near Beacon, Woodbury Common, Storm King
Apartment rentals with a hot tub

Foxglove Farm

Your Family Adventure Awaits in Mountain Creek!

Top Floor Appalachian

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Renovated Forest Oasis with Pool & Fire-pit

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Dragonfly Den at The Fern Haven

RARE 1st flr Private Ski in/out access 1 Bed!
When is the best time to visit New Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 SGD | $152 SGD | $157 SGD | $158 SGD | $182 SGD | $162 SGD | $200 SGD | $201 SGD | $174 SGD | $171 SGD | $174 SGD | $162 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 |
Quick stats about flat rentals in New Windsor

Total holiday rentals
Explore 20 holiday rentals in New Windsor

Nightly prices starting at
New Windsor holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 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
- Mountain Creek Resort
- Yankee Stadium
- Fairfield Beach
- Bethel Woods Center for the Arts
- Radio City Music Hall
- Rye Beach
- The Metropolitan Museum of Art
- Astoria Park
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Bronx Zoo
- Resorts World Catskills
- Rye Playland Beach
- Hudson Highlands State Park
- Jennings Beach
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- American Museum of Natural History




