
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.

Quiet Studio Apartment in Pawling
For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

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.

Grant - A Tranquil One Bedroom Steps from River
The Grant - an elegant one bedroom in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this sun-drenched unit features 11 foot ceilings, oversized windows, and murals by artist Megan Galante. High end furnishings throughout provide a relaxing stay or a peaceful work-from-home environment. Ferry to Beacon within walking distance. Amenities include a large backyard/porch, Fios 300Mbps WiFi, LG washer/dryer, dishwasher & more.

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

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt
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.

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

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.

Village Hideaway
1 bedroom apt. steps from Main St...(2 Guest Max.)...Private and quiet, cozy 1 bedroom apartment in the center of the Village, but you’ll feel as if you are a world away, with access to our private Garden and Koi Pond. Just a 7 minute walk to the Metro North train. Within walking distance to everything: Shopping, fine or casual dining, the Hudson River, hiking trails (Breakneck Ridge), even a supermarket, drug store, and post office! Off street parking for one (1) automobile.

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.
Popular amenities for New Windsor apartment rentals
Weekly apartment rentals

Spectacular Cold Spring Views---Walk To Train

Amenia Main St Cozy Studio

Charming Lakeside Retreat

Historic Hyde Park Studio | Minutes from FDR & CIA

2BR|1 KING 1 Queen Bed|Balcony|Parking|Strong Wifi

Charming Apartment in the Heart of Cold Spring

Just Around The Corner

HOT Sauna - Mountain Views - Hiking - NYC Trains
Private apartment rentals

Gorgeous Suite w/ Private Entrance

Hudson Valley Modern Apartment 2. Village Center.

Centrally Located Hudson Valley Gem/Best Views

Brand new furnished Apt!

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

Beacon retreat walk to train and Main Street

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking

Private, spacious apartment
Apartment rentals with a hot tub

Penthouse Perfection: with Unmatched Skyline Views

Foxglove Farm

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Majestic Studio with Shawangunk Mountain Views

Renovated Forest Oasis with Pool & Fire-pit

The Hideaway

Dragonfly Den at The Fern Haven

RARE 1st flr Private Ski in/out access 1 Bed!
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 £37 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!
Destinations to explore
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- Times Square
- Rockefeller Center
- Columbia University
- Hunter Mountain
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Fairfield Beach
- Bethel Woods Center for the Arts
- Rye Beach
- Radio City Music Hall
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Rowayton Community Beach
- Rye Playland Beach
- Resorts World Catskills
- Jennings Beach
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery