Places to stay in New Windsor

Apartment in Cornwall-on-Hudson

A living area features a green sofa adorned with neutral pillows, complemented by a round coffee table atop a soft area rug. Sunlight enters through multiple windows, illuminating the warm wood flooring and the adjacent mirrored space that reflects a cozy environment.

4.92 out of 5 average rating, 108 reviews

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.

4.87 out of 5 average rating, 199 reviews

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.

4.99 out of 5 average rating, 297 reviews

A tiny house is nestled in a wooded area, surrounded by trees. A gravel parking area is visible alongside it, with a fire pit and seating arranged nearby. A propane grill rests on the patio, and an umbrella provides shade over a table.

Tiny home in Wallkill

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.

Guest suite in Marlboro Township

A resting fawn is positioned on lush green grass, surrounded by a wire fence. The fawn's spotted coat is visible as it curls up peacefully, blending softly into the natural setting.

4.97 out of 5 average rating, 472 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Apartment in Marlboro Township

A panoramic view of rolling hills and dense forests is captured at dawn, with soft mist lingering above the treetops. The sky transitions from pale pink to light blue, creating a serene atmosphere that enhances the natural beauty of the landscape.

4.98 out of 5 average rating, 376 reviews

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.

Superhost

A classic white fireplace with ornate detailing is highlighted in the foreground. In the background, a doorway leads to a bright, white space, suggesting a clean and modern bathroom area. A decorative rug adds warmth beneath the fireplace.

4.86 out of 5 average rating, 188 reviews

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!

4.85 out of 5 average rating, 534 reviews

A private pool deck features two lounge chairs positioned by the pool's edge, accompanied by a small table. The area is surrounded by a fenced perimeter, with a grassy yard visible in the background, suggesting a serene outdoor space for relaxation.

Loft in Cornwall

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 flat screen Roku TV with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have their own parking space, a private first-floor entrance, private full bathroom, patio, BBQ and fire pit! Pool available seasonably.

4.93 out of 5 average rating, 458 reviews

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.

Guesthouse in Cold Spring

A tranquil gravel road lined with lush green trees stretches into the distance. Natural stone borders are visible along the edge of the pathway, providing a rustic charm. Soft light filters through the leaves, creating a serene and inviting ambiance.

4.99 out of 5 average rating, 164 reviews

Modern+bright forest escape - near village & train

Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

4.93 out of 5 average rating, 570 reviews

A staircase with a sleek black finish leads to the second floor. The wooden banister features a decorative post, while natural light filters through the nearby window, illuminating the clean lines of the stairs and the surrounding light-colored walls.

Guest suite in Newburgh

Glenbrook Country Villa

1856 high gothic revival brick country villa designed by architect Frederick C. Withers (Jefferson Market Library) in the hamlet of Balmville. Within the house is a cozy one bedroom second floor suite through a private side entrance and up a flight of stairs. Freshly updated with a mix of antique and contemporary furnishings against a backdrop of safe but stylish Farrow & Ball paint colors. Relax, enjoy complementary coffee and tea -- just make yourself at home.

4.89 out of 5 average rating, 100 reviews

A peaceful outdoor view showcases a well-maintained yard with lush green grass and various trees. A pathway made of stones leads to the entrance of the building, which features a covered porch under a metal roof. Sunlight filters through the surrounding foliage.

Guesthouse in Fishkill

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!

4.99 out of 5 average rating, 311 reviews

A treehouse structure is observed elevated among lush greenery, supported by a prominent tree. The exterior features dark siding, a distinct gable roof, and vibrant orange doors. A spiral staircase leads to the entrance, while a natural clearing surrounds the base.

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for New Windsor places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in New Windsor

4.91 out of 5 average rating, 120 reviews

The kitchen area is designed with modern cabinetry and stainless steel appliances. Large windows frame the surrounding greenery, creating a bright atmosphere. A kitchen island with a wooden top provides additional workspace, while a small dining cart is positioned nearby.

Home in New Windsor

View House

A spacious bedroom is showcased with a cozy Cal King bed, accent pillows, and soft bedding. Natural light filters through two windows, illuminating the plush carpet. A comfortable gray sectional sofa sits nearby, and a dresser provides additional storage. A door leads to the bathroom.

4.97 out of 5 average rating, 61 reviews

The Lakeside Suite- Hudson Valley Restful Retreat

4.87 out of 5 average rating, 47 reviews

Guesthouse in Newburgh

Studio attached to house with Hot tub access

Superhost

A horse and rider are captured mid-jump over a colorful flower-bordered obstacle. The surrounding area features a sand arena with neatly arranged jump elements. Green trees and grassy fields are visible in the background, adding to the tranquil equestrian setting.

Farm stay in Salisbury Mills

4.84 out of 5 average rating, 67 reviews

Cozy Getaway on a 50 Acre Historic Ranch

4.92 out of 5 average rating, 48 reviews

A circular stone firepit is centered in the image, with glowing logs burning brightly. Warm orange flames and glowing embers contrast with the soft green grass surrounding the pit. Twinkling lights are faintly visible in the background, creating a serene evening ambiance.

Home in New Windsor

Beaver Dam Lake Retreat 3BR 2 BA near West Point

4.96 out of 5 average rating, 105 reviews

A charming cabin is nestled among vibrant trees displaying autumn foliage. A wooden staircase leads to the entrance, flanked by natural stone walls. Outdoor seating arrangements are visible on the deck, offering a peaceful retreat in a wooded setting.

Cabin in Fishkill

Secluded Hilltop Cabin near Beacon & Cold Spring

4.94 out of 5 average rating, 600 reviews

A contemporary kitchen is showcased with sleek dark cabinetry and stainless steel appliances, including a refrigerator and stove. A spacious counter with three black bar stools creates an inviting space for dining or gathering. Exposed wooden beams add a hint of rustic charm.

Apartment in Cold Spring

Beautiful loft space

A glimpse through open doors showcases a private balcony adorned with a small table and chairs. A vase of flowers sits center stage, with distant mountains and the Hudson River visible beyond the railing, creating an inviting outdoor space.