Places to stay in New Windsor

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for New Windsor places to stay

Stay near New Windsor's top sights

Newburgh Brewing Company40 locals recommend
Hudson Taco70 locals recommend
Billy Joe's Ribworks20 locals recommend
Washington's Headquarters State Historic Site36 locals recommend
Ms. Fairfax28 locals recommend
Mama Roux13 locals recommend

Other great vacation rentals in New Windsor

Top guest favorite
The exterior of a spacious house is shown, featuring a light-colored facade and a neatly landscaped yard. A winding pathway leads to the entrance, surrounded by lush greenery and colorful flowers. A large window reflects the natural light filtering through the trees.
Home in Millerton
4.96 out of 5 average rating, 185 reviews

Vacation Home In Millerton

BettyRating, 5 stars2 weeks ago
We wanted to get away from the city for some peace and quiet and Corina’s place was exactly what we were looking for. It felt very tucked away. The home was stocked with pretty much anything I think one would need. The outdoor space is huge, nice and safe for our dog to frolic. Loved the large firepit - wish we had more time to sit outside. Corina was super friendly, accommodating, and extremely quick to respond to any inquiries, so you should be in good hands if you need any help. I like to try a new airbnb whenever I can, but when we return to Millerton, we’ll be going back to Corina’s!
Top guest favorite
Cottage in Livingston Manor
4.99 out of 5 average rating, 146 reviews

Cozy mountain top home - views, 5acres & a gym.

NikhilRating, 5 stars3 weeks ago
The cottage was lovely and very comfortable. Simon left us detailed instructions and we had no issues in finding it and settling in. As the weather took a turn for the worse, we spent most of a day cozy in the house. Our dogs were also very comfortable and loved the large backyard. The house decor is very tastefully done, and not only looks great but looks like special effort has been taken to make everything comfortable and easy to use. Thank you for sharing your home!!
Guest favorite
A welcoming living area features wooden walls and a high ceiling, illuminated by a rustic chandelier. A cozy black sofa is positioned next to a wooden coffee table on a textured rug. A white armchair and a stone fireplace add warmth to the space.
Cabin in Sparta Township
4.94 out of 5 average rating, 62 reviews

The Stonefire Cabin!

RobertRating, 5 stars2 months ago
I booked this property as a kind of ad hoc writing retreat. It was the perfect location to complete what work I needed to do. A quick drive into Sparta for restaurants and supplies also made this a great location.
Superhost
The entrance of Minerals Resort and Spa is showcased, featuring a prominent sign surrounded by vibrant autumn foliage and colorful flower beds. The building's stone accents and unique architecture complement the natural scenery of the lush mountains in the background.
Condo in Vernon Township
4.73 out of 5 average rating, 112 reviews

200 yds Minerals - great for hotel weddings

CindyRating, 5 stars1 week ago
The place was great and just as pictured/described. Joann gave great instructions and was very responsive. We were only there for a short stay for a race, but it looked like a great area I would’ve loved to explore if we had more time. The only thing I didn’t care for was the requirement for to wash and dry all towels before leaving. Since I already paid a hefty cleaning fee that seemed like a bit much. And the washer/dryer is small so this took a couple of loads to get done.
Guest favorite
A wooden home is surrounded by lush greenery and manicured gardens. Flower beds with colorful blooms are visible in the foreground, while the house features a large deck. Mature trees provide a natural backdrop, enhancing the serene outdoor atmosphere.
Cottage in Greenwood Lake
4.96 out of 5 average rating, 48 reviews

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski

JasonRating, 5 stars2 weeks ago
We had a great time at Carmine's place, highly recommend.
Guest favorite
A spacious wooden deck features a seating area with cozy chairs, a dining table, and an umbrella for shade. Potted plants adorn the space, and a grill is positioned nearby, creating an inviting area for outdoor gatherings.
Home in Woodstock
4.92 out of 5 average rating, 470 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

NiharRating, 5 stars3 weeks ago
fantastic host and super helpful whenever we had questions. my wife left her iPad there and they mailed it back. verry appreciative of that. first time using a wood fired sauna- I was skittish at first, but it was a great amenity. hot tub was clean and worked well as well. would definitely recommend if you're eyeing a rustic retreat.
Top guest favorite
Home in Greenwood Lake
5 out of 5 average rating, 121 reviews

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

LauraRating, 5 stars2 weeks ago
Our stay at Starlight Serene was everything we hoped it would be! John was very responsive and helpful, especially as this was our first time using AirBnB. The pictures are very accurate, there were plenty of towels, linens, and a VERY well equipped kitchen - much more than we expected (or I have in my own house, I think!). Lots of nice bonuses to this place - my kids loved the firepit and there was wood on hand as well as a s'mores kit; the hot tub was warm and ready when we arrived. You are at the narrower end of the lake, but still a beautiful view with plenty of wildlife. The location is great - roughly 30ish minutes to Bear Mountain, Legoland, and the Palisades Center (which had tons of rainy-day fun for kids). We even rented a pontoon boat from Murphy's Cove Marina - Richie was really wonderful to us and our kids and they loved their first time boating and fishing on the lake. Thanks for a great experience John!
Guest favorite
The cabin features a rustic wooden exterior complemented by stone accents. Surrounding foliage showcases vibrant autumn colors. A spacious driveway leads to the two-car garage and front entrance, enhanced by wooden steps and railings. The serene landscape contributes to a peaceful atmosphere.
Cabin in Shandaken
4.99 out of 5 average rating, 105 reviews

A Place Called Home in The Catskill

KateRating, 5 stars2 months ago
We just finished a two month rental of John’s wonderful home. Our family of 5 used the home primarily on the weekends when we were enjoying ski season at Belleayre Mountain. I can’t say enough great things about this home. Our family felt totally at home - every aspect was perfectly maintained and the home maximized comfort. Our favorite part of the home was the great room where we would watch movies on the huge family sofa in front of a crackling fire. It was the perfect way to end a day of skiing. Our kids loved the downstairs family room with the foosball table and there were lots of games to play and keep everyone busy and entertained. And the kitchen is huge and very well stocked with all the appliances you will ever need. So it was a fantastic 2 months and we look forward to renting this property again!

Quick stats about vacation rentals in New Windsor

  • Total rentals

    40 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Frequently Asked Questions

  • 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.

  • 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 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there apartment rentals with a dedicated workspace in New Windsor?

    Yes! Work meets play with ease at over 10 apartment rentals in New Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in New Windsor have wifi?

    Absolutely! We offer over 10 house rentals with wifi in New Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in New Windsor have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in New Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in New Windsor?

    Four-legged friends are welcome in New Windsor. Choose from more than 10 apartment rentals for guests traveling with pets.

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