Apartment holiday rentals in New Windsor

A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.

4.94 out of 5 average rating, 145 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.

4.99 out of 5 average rating, 215 reviews

A well-appointed room features a queen-sized bed with crisp white linens and a patterned throw. Natural light filters through multiple windows, illuminating a vintage bar cart and a small black mini-fridge. A wooden dresser and a chair complement the inviting space.

Flat in Beacon

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

A spacious living area features a black leather sofa and an orange ottoman, complemented by a large potted palm. Bright light enters through the open door, enhancing the warm wood flooring and inviting atmosphere.

4.85 out of 5 average rating, 204 reviews

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!

4.9 out of 5 average rating, 320 reviews

The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.

Flat in Cold Spring

HOT Sauna - Mountain Views - Hiking - NYC Trains

Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

5 out of 5 average rating, 103 reviews

Flat in Holmes

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Flat in Marlboro Township

A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.

4.97 out of 5 average rating, 432 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.

A wooden porch leads to a vibrant purple door, framed by light-colored trim. Potted red flowers add color to the entrance, while natural light filters through the nearby trees, highlighting the rustic charm of the space.

4.98 out of 5 average rating, 236 reviews

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

A spacious living area is highlighted by a corner sectional sofa and a round marble coffee table. Soft, natural light filters through sheer white curtains, illuminating the warm wood floors. A dining space with a round table and modern chairs is visible in the background.

4.85 out of 5 average rating, 117 reviews

2-Bedroom in COH, near Newburgh & West Point

Two-bedroom apartment located right in the village of Cornwall-on-Hudson. Right next to the fantastic Italian Restaurante Peppitini and right across the street from the historic bandstand, if you're here on a Tuesday night in the summer, you'll likely be able to have a drink and catch a concert from the porch! Conveniently located close to West Point, Storm King Art Center, Newburgh, great hiking, and even Hudson River kayaking! The two bedrooms are roomy and each has a queen bed.

4.96 out of 5 average rating, 703 reviews

The studio features large windows with yellow curtains, allowing natural light to fill the space. A cozy seating area with a blue sofa and yellow cushions is displayed, alongside a sleek dining table. A spacious bed is framed against the wall, with modern artwork adding character.

Flat in Beacon

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

A bedroom features a spacious bed with neutral-toned bedding and decorative pillows. A small bedside table holds a clock, while a light fixture hangs above. The room is brightened by natural light streaming through a window with blinds, contrasting with the warm wooden floor and white walls.

4.93 out of 5 average rating, 507 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.

A spacious living area is featured, showcasing a cozy sectional couch with contrasting cushions. A wooden dining table with sleek chairs is positioned nearby. A large flat-screen TV hangs on the wall, complemented by a pendant light and colorful wall art in the background.

4.89 out of 5 average rating, 149 reviews

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.

A small dining area is positioned beneath a modern pendant light, featuring a round table surrounded by two tan chairs and a wooden chair. Sunlight filters through sheer curtains at the oversized windows, highlighting the warm wooden floor.

4.93 out of 5 average rating, 210 reviews

Ela - a 1 Bed Escape, Washer/Dryer in Unit

Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.

Popular amenities for New Windsor apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 169 reviews

The exterior of the house is framed by lush greenery, featuring a covered porch and a picnic table shaded by a red umbrella. A chiminea is positioned nearby, creating an inviting outdoor space. The gray siding complements the natural surroundings.

Flat in Dover Plains

*The Ridge House*

4.88 out of 5 average rating, 206 reviews

A spacious living area exhibits warm wooden floors and large windows adorned with decorative curtains. A cozy futon is positioned on a textured rug, complemented by a decorative welcome sign on the wall. A spiral staircase leads to the upper level, enhancing the open layout.

Flat in Stony Point

E and T Getaway LLC

4.98 out of 5 average rating, 151 reviews

A serene pool area features a deep blue unheated swimming pool with steps leading in. A gazebo, softly illuminated by string lights, is nestled among lush greenery in the background. The natural landscape creates a tranquil retreat.

Flat in Chester

Private Country Getaway

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

4.97 out of 5 average rating, 364 reviews

The Ivy on the Stone

4.89 out of 5 average rating, 114 reviews

The outdoor patio features a gravel pathway leading to a centrally located fire pit, surrounded by four comfortable chairs. A pink umbrella shades a nearby table with four chairs, and lush greenery enhances the tranquil ambiance of the enclosed backyard.

Flat in Poughkeepsie

Under the walkway near the train in Little Italy

4.89 out of 5 average rating, 469 reviews

Flat in Wallkill

Dream getaway apartment in the foot of Gunks Ridge

A living area features a large stone hearth with distinctive brickwork and wooden beams overhead. A cozy seating area includes a modern sofa and a wooden coffee table. Natural light floods the space, complemented by green plants and a decorative chair for additional seating.

4.96 out of 5 average rating, 644 reviews

Colonel Hasbrouck’s 1735 Stone House, Garden Level

A dining area features large windows bringing natural light, complemented by wooden benches and a table made of rustic wood. Shelves hold various plants and decorative items, adding a touch of greenery to the space. A vintage cabinet is placed against the wall.

4.97 out of 5 average rating, 787 reviews

Vintage-Inspired Revitalized Historical Bau Guesthaus, A

Private apartment rentals

4.96 out of 5 average rating, 80 reviews

Flat in Tomkins Cove

Gorgeous Suite w/ Private Entrance

4.9 out of 5 average rating, 112 reviews

Flat in Hyde Park

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

4.98 out of 5 average rating, 56 reviews

The bedroom features a large bed with a white quilt, accented by decorative pillows in blue and yellow. A pink throw blanket is draped over a woven bench at the foot of the bed. Natural light fills the room through a window adorned with floral curtains.

Flat in Highland Mills

Maple Ridge Retreats - Apt B

4.78 out of 5 average rating, 671 reviews

The exterior of a historic stone farmhouse is shown, featuring a vine-covered wall and landscaped garden. Steps lead to the entrance, surrounded by greenery and floral elements, with large windows allowing natural light. The serene outdoor setting reflects the charm of the surrounding countryside.

Flat in High Falls

Art Room at Old Stone Farmhouse

A modern sofa is adorned with a mix of textured pillows in neutral and green hues. A soft throw blanket is draped casually across the back. Above, two abstract art pieces in muted tones complement the relaxed design of the space.

4.97 out of 5 average rating, 29 reviews

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

The exterior of the Strand House is depicted, showcasing the historic brick façade with a classic sign. Large black-framed windows are evenly spaced along the front, and a set of steps leads to the main entrance. Flowers add a touch of color near the entrance.

4.95 out of 5 average rating, 306 reviews

Historic Strand House - Unit 3 Forst Suite

A cozy living area features a large sectional sofa adorned with blue cushions. A coffee table sits in the middle, complemented by a flat-screen television mounted on the wall. Natural light enters through the windows, enhancing the neutral-toned walls.

4.99 out of 5 average rating, 78 reviews

Cornwall on Hudson Private Apartment

An open living area and kitchen is presented, featuring a modern design with natural light streaming through large windows. Green accent chairs are paired with wood stools, while a plush couch is adorned with patterned pillows. Houseplants add a touch of greenery to the space.

4.78 out of 5 average rating, 158 reviews

Cozy Home near Beacon, Woodbury Common, Storm King

Apartment rentals with a hot tub

4.9 out of 5 average rating, 265 reviews

The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.

Flat in Philipstown

Foxglove Farm

4.96 out of 5 average rating, 105 reviews

The exterior of The Appalachian Hotel showcases a charming combination of red and yellow hues. The building features a pitched roof and multiple balconies. In the foreground, a clear blue pool reflects the evening sky, while landscaped greenery surrounds the area.

Flat in Vernon Township

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

4.96 out of 5 average rating, 45 reviews

Flat in Vernon Township

Swiss Spot

4.97 out of 5 average rating, 619 reviews

A hot tub is positioned on a wooden deck, surrounded by lush greenery and trees. It offers expansive views of the natural landscape, with gentle hills visible in the distance under a soft, overcast sky.

Flat in New Paltz

Relaxing Spa Retreat~Gorgeous View~Walk to Village

An outdoor space features a hot tub surrounded by a gravel area. Two lounge chairs and a glass table are placed near a striped rug. Potted plants are hung along the wooden fence, enhancing the cozy atmosphere.

4.88 out of 5 average rating, 219 reviews

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

5 out of 5 average rating, 54 reviews

A cozy living area features a modern fireplace with a stone surround, providing a warm focal point. A dark gray sofa and accent chair with cushions invite relaxation. A bookshelf is positioned nearby, and artwork adorns the walls, contributing to a comfortable atmosphere.

Flat in Pine Bush

Dragonfly Den at The Fern Haven

4.98 out of 5 average rating, 48 reviews

The living area features a dining table with four chairs, providing a comfortable space for meals. A side cabinet and lamp are positioned nearby. Light filters through the windows, illuminating the room, which is accented by a cozy sofa placed on a wood floor.

Flat in Vernon Township

Country Charm 1 Bd Balcony Views