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 self check-in, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

How much does it cost to stay in house rentals in New Windsor?

Experience the best of New Windsor with our house rentals, starting at about $80 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 vacation rentals in New Windsor?

New Windsor has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Do apartment rentals in New Windsor have self check-in?

Absolutely! We offer over 10 apartment rentals with self check-in in New Windsor. Enjoy a tailored experience with all the comforts you desire.

Are there vacation rentals with a dedicated workspace in New Windsor?

Yes! Work meets play with ease at over 20 vacation rentals in New Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in New Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in New Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

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.

Apartment in Cornwall-on-Hudson

4.92 out of 5 average rating, 114 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.

Superhost

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.

Apartment in Newburgh

4.82 out of 5 average rating, 158 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!

Top guest favorite

A two-story white house is framed by lush green trees. The front porch features red rocking chairs and hanging flower baskets. An American flag is displayed on the porch. A pathway leads to the entrance, which is highlighted by white railings and steps.

Home in Cornwall-on-Hudson

4.99 out of 5 average rating, 108 reviews

Your West Point Academy Home Away from Home

Make yourselves at home in this lovely, privately-owned residence as you attend West Point Academy events and tour scenic Hudson Valley. Build in 1900 and renovated in 2019, this house combines historic charm (original wood floors) with modern conveniences. The home's location is a twelve-minute drive to West Point's Washington Gate and within walking distance to the restaurants and shops of Cornwall. Enjoy 4th of July fireworks and weekly summer concerts with ease relaxing on the front porch!

Guest favorite

A stained glass window adorns the top of the image, displaying intricate patterns in soft colors. Below, a large window frames a serene view of the Hudson River, with a cargo ship gliding across the water. Mountains rise gently in the distance under a pastel sky.

Apartment in Newburgh

4.87 out of 5 average rating, 206 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.

Top guest favorite

A tiny house with large windows is nestled among the trees, offering a secluded retreat. A wooden deck with stairs leads to the entrance. An outdoor dining space with an umbrella and a propane grill is visible alongside a gravel area, complemented by a playful dog on the lawn.

Tiny home in Wallkill

4.99 out of 5 average rating, 303 reviews

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.

Top guest favorite

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.

Apartment in Marlboro Township

4.98 out of 5 average rating, 384 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.

Guest favorite

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.

Apartment in Cornwall-on-Hudson

4.98 out of 5 average rating, 223 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.

Top guest favorite

The sleeping area features two spacious beds, each with coordinating linens in calming green tones. Warm light is provided by two bedside lamps, enhancing a cozy ambiance. A decorative ottoman and a circular rug add texture and comfort to the inviting space.

Guest suite in New Windsor

4.96 out of 5 average rating, 227 reviews

Large Sunny Studio Peaceful Private Baked Goodies

Large high-ceilinged sunny loft studio. Totally private. Located in Cornwall/New Windsor neighborhood -Ask about our Single Traveler Discount Features -Two super comfy queen sized beds. -Heated Jacuzzi bathtub with bath salts. -Coffee/Tea Bar/Snacks -Home Baked Goodies -Safe. Secure. Private driveway. Parking at door. -Dedicated work desk. -Must be 25 years or older. No parties or gatherings. -2 guest maximum -No 3rd party bookings -Overnight stay - not a hang out.

Superhost

A charming two-story house is featured with a light yellow facade and white trim. A welcoming front porch with a bench overlooks the neatly landscaped yard, filled with greenery and flower beds. The inviting entrance is flanked by large windows and decorative shutters.

Home in Newburgh

4.89 out of 5 average rating, 102 reviews

Lady Montgomery

Enjoy this trendy and comfortable space overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge and Newburgh waterfront. Perfect for friends and couples who want to explore all the Hudson Valley has to offer like shopping, hiking or dining. Equipped with an outdoor patio, fire pit and two bikes to help you explore the surrounding areas. Everyone will enjoy their time in this comfortable artistic home.

Top guest favorite

A sunlit open space features a light-colored wooden floor and white walls. Two large windows invite natural light, while a patterned area rug adds warmth. A small table and chairs are arranged nearby, creating a versatile area for dining or work.

Guesthouse in Cold Spring

4.99 out of 5 average rating, 170 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.

Guest favorite

A staircase is depicted, featuring dark wooden steps and a polished handrail. Natural light enters through a nearby window, illuminating the neutral-colored walls. The staircase leads upward, accentuating the vintage charm of the home.

Guest suite in Newburgh

4.93 out of 5 average rating, 584 reviews

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.

Top guest favorite

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

4.99 out of 5 average rating, 328 reviews

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 vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in New Windsor

Guest favorite

A newly renovated kitchen features white cabinetry and a tiled backsplash. Stainless steel appliances, including a gas stove and microwave, are visible. The open layout connects to a hallway with double French doors leading to the living area, showcasing natural light on the warm wooden flooring.

Apartment in Cornwall

5 out of 5 average rating, 8 reviews

Three Bedroom Condo, with loft

An open-concept living area is shown, featuring a red sectional sofa adorned with patterned cushions. Two modern glass tables sit on a patterned area rug. In the background, a staircase leads to an upper level, and the kitchen is visible with stainless steel appliances and a washer/dryer unit.

Apartment in Salisbury Mills

4.7 out of 5 average rating, 10 reviews

Charming 3BR/2BA Attic Retreat!

Top guest favorite

A spacious living area is highlighted by a large sectional sofa, arranged around a central coffee table. The walls are painted in a soft grey, while the hardwood floor adds warmth. A modern kitchen area is visible in the background, equipped with white cabinets and stainless-steel appliances.

Apartment in New Windsor

5 out of 5 average rating, 6 reviews

Cozy 1 bedroom in Hudson valley

Guest favorite

Private room in New Windsor

4.92 out of 5 average rating, 262 reviews

Hudson Valley Historic, Rose Room

A bright living area features a cozy gray sofa complemented by two white armchairs with wooden frames. Lush green plants add a natural touch beside a small black table. Light pours in from large windows adorned with light curtains, creating a tranquil atmosphere.

Guest suite in New Windsor

5 out of 5 average rating, 3 reviews

Luxury Bungalow w. Scenic Views | The Nook

Guest favorite

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

4.96 out of 5 average rating, 111 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

A bright and airy solarium features a dining area with a circular table and several brightly colored chairs. Natural light floods the space through multiple windows adorned with sheer curtains. Additional seating is available with a wicker chair and a sideboard is positioned nearby.

Place to stay in Marlboro Township

4.83 out of 5 average rating, 18 reviews

Solarium/Art studio

A light-filled corner of the studio features a spacious bed adorned with a colorful quilt. A cozy chair is positioned by the large bay windows, allowing for ample natural light to enhance the room's brightness. Wooden flooring complements the modern furnishings.

Apartment in Newburgh

4.97 out of 5 average rating, 32 reviews

Chic Design Studio for a History-Filled Visit

Show all

Quick stats about vacation rentals in New Windsor

Total rentals
40 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

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 self check-in, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in New Windsor?
Experience the best of New Windsor with our house rentals, starting at about $80 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 vacation rentals in New Windsor?
New Windsor has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in New Windsor have self check-in?
Absolutely! We offer over 10 apartment rentals with self check-in in New Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in New Windsor?
Yes! Work meets play with ease at over 20 vacation rentals in New Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in New Windsor

Top-rated vacation rentals in New Windsor

Vacation rentals for every style

Popular amenities for New Windsor vacation rentals

Other great vacation rentals in New Windsor

Quick stats about vacation rentals in New Windsor

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore