New Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for New Windsor vacation rentals

Desk, WiFi, bed sheets

Rustic Lakefront Studio w/ Deck + Workspace

Rustic Lakefront Studio w/ Deck + Workspace
Monroe
8.0 out of 10, Very Good, (1 review)
"Clean room.good host"
United States
Ayman
The price is ￥10,730
￥38,337 total
includes taxes & fees
Apr 8 - Apr 9
Rustic Lakefront Studio w/ Deck + Workspace
Interior

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (9 reviews)
"The bed was very comfortable! Loved the sitting area in the room! The downstairs of this location is an excellent restaurant! "
United States
Annette L.
The price is ￥13,508
￥23,950 total
includes taxes & fees
Apr 5 - Apr 6
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (34 reviews)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is ￥14,107
￥29,659 total
includes taxes & fees
Apr 15 - Apr 16
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Interior

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (24 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is ￥13,056
￥28,594 total
includes taxes & fees
Apr 23 - Apr 24
Dream getaway apartment in the foot of Gunks Ridge
Interior

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is ￥13,364
￥27,319 total
includes taxes & fees
Apr 5 - Apr 6
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Property grounds

Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
8.8 out of 10, Excellent, (3 reviews)
"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"
United States
Megan
The price is ￥15,089
￥25,841 total
includes taxes & fees
Apr 18 - Apr 19
Glamping Tent & Campsite by Minnewaska State Park
Interior

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (43 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is ￥17,085
￥38,294 total
includes taxes & fees
Apr 6 - Apr 7
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Fireplace, books

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.4 out of 10, Exceptional, (13 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is ￥14,998
￥30,550 total
includes taxes & fees
Apr 27 - Apr 28
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is ￥13,700
￥53,823 total
includes taxes & fees
Apr 5 - Apr 6
King Bed | Private Parking | Strong WiFi
Exterior

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (3 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is ￥16,195
￥32,761 total
includes taxes & fees
Apr 19 - Apr 20
Historic Cabin with Pool & Fire Pit
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,555
￥43,952 total
includes taxes & fees
Apr 5 - Apr 6
Charming 1-bedroom apartment in Carmel with WiFi, AC
Interior

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (11 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is ￥13,221
￥23,628 total
includes taxes & fees
Apr 6 - Apr 7
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (18 reviews)
"Great Unit."
United States
Rudy R.
The price is ￥18,346
￥48,413 total
includes taxes & fees
Apr 8 - Apr 9
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Exterior detail

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is ￥19,550
￥38,869 total
includes taxes & fees
Apr 6 - Apr 7
Cozy private suite in the heart of beautiful Gardiner.
Interior

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (49 reviews)
"Great place!"
United States
Sara B.
The price is ￥18,362
￥39,707 total
includes taxes & fees
Apr 7 - Apr 8
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Exterior

Rustic Lakefront Studio with Deck & Workspace

Rustic Lakefront Studio with Deck & Workspace
Monroe
The price is ￥9,556
￥37,286 total
includes taxes & fees
Apr 9 - Apr 10
Rustic Lakefront Studio with Deck & Workspace
Exterior

Studio Retreat | Near Woodbury Commons & Legoland

Studio Retreat | Near Woodbury Commons & Legoland
Monroe
The price is ￥9,556
￥37,286 total
includes taxes & fees
Apr 9 - Apr 10
Studio Retreat | Near Woodbury Commons & Legoland
Room

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is ￥20,118
￥28,726 total
includes taxes & fees
Apr 15 - Apr 16
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Desk, WiFi, bed sheets

Cozy Modern Studio Near Lake • Porch & Fire Pit

Cozy Modern Studio Near Lake • Porch & Fire Pit
Monroe
The price is ￥10,059
￥38,175 total
includes taxes & fees
Apr 8 - Apr 9
Cozy Modern Studio Near Lake • Porch & Fire Pit
Smart TV

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is ￥14,402
￥50,719 total
includes taxes & fees
Apr 21 - Apr 22
Cozy Escape -Strong Wi-Fi -Prime Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Windsor Hotel Reviews

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"Definitely worth the stay, "
DAVID 1-night trip
Posted 2 hours ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Find out more about New Windsor

Search for holiday rentals in New Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in New Windsor using one of the methods below:

  • View our selection of featured holiday rentals in New Windsor
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  • Enter your travel dates to view the best deals on holiday rentals in New Windsor while they last

Look no further and take a look at our great range of rental properties in New Windsor!

Frequently asked questions

Can I find a vacation rental in New Windsor?

Yes, we have vacation rentals near the most popular local attractions in New Windsor, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in New Windsor. Allow lots of time to check out the lakeside and coffeehouses during your visit.

What's the top vacation rental in New Windsor?

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel. : Visitors give good reviews to this New Windsor vacation home rental, which is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in New Windsor?

Choose from 9 Expedia vacation rentals in New Windsor for a memorable vacation.

What can I see and do in New Windsor?

Cultural attractions to visit include National Purple Heart Hall of Honor and Knox's Headquarters State Historic Site. Other places in town to visit include New Windsor Cantonment State Historic Site and Schunnemunk State Park.

What are vacation rentals like in New Windsor?

Vacation rentals are private accommodations you can stay in for a short or long stay in New Windsor. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.