A large suspension bridge at night with illuminated cables and a central tower.

Holiday Homes in New Windsor

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for New Windsor holiday homes

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, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
The price is €184
includes taxes & fees
11 Aug - 12 Aug
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
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, (39 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is €155
includes taxes & fees
15 Jul - 16 Jul
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (10 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is €404
includes taxes & fees
23 Jul - 24 Jul
House on the Babbling Brook- Quiet 2BR + King Bed!
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 €137
includes taxes & fees
13 Jul - 14 Jul
Glamping Tent & Campsite by Minnewaska State Park
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is €379
includes taxes & fees
23 Jul - 24 Jul
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Private kitchen

Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is €537
includes taxes & fees
10 Aug - 11 Aug
Amazing 3-bedroom house with AC in adorable Highland
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is €429
includes taxes & fees
14 Jul - 15 Jul
Fabulous 3bdrm Home w/parking!
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, (17 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is €172
includes taxes & fees
13 Jul - 14 Jul
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is €180
includes taxes & fees
13 Jul - 14 Jul
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (70 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is €286
includes taxes & fees
13 Jul - 14 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Smart TV, fireplace, books

Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.6 out of 10, Exceptional, (4 reviews)
"I have been sharing with everyone that we found a cabin in the woods with a movie theater. Our boys loved it and had a fantastic time."
United States
Sumit S.
The price is €245
includes taxes & fees
20 Jul - 21 Jul
Zen House at the Mountain Ridge
Fridge, oven, stovetop, dishwasher

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and really cute place. "
United States
Katie C.
The price is €492
includes taxes & fees
19 Jul - 20 Jul
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is €406
includes taxes & fees
27 Jul - 28 Jul
Contemporary Cozy Cottage
Property grounds

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (59 reviews)
"This is a wonderful property. Very clean and well maintained. It was centrally located to everything we needed. The outdoor area is amazing! We really enjoyed sitting by the river and having coffee in the morning"
United States
Nate B.
The price is €370
includes taxes & fees
20 Jul - 21 Jul
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Interior

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 €285
includes taxes & fees
13 Jul - 14 Jul
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Fridge, microwave, oven, stovetop

Bright Contemporary Near The Best Hiking Trails

Bright Contemporary Near The Best Hiking Trails
Pine Bush
10.0 out of 10, Exceptional, (4 reviews)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is €613
includes taxes & fees
5 Aug - 6 Aug
Bright Contemporary Near The Best Hiking Trails
Outdoor spa tub

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
New Paltz
9.6 out of 10, Exceptional, (33 reviews)
"Exactly as listed, great property and host."
United Kingdom
Neil C.
The price is €491
includes taxes & fees
16 Jul - 17 Jul
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Fridge, microwave, oven, stovetop

3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (3 reviews)
"The property is meticulously maintained, offering a serene and tranquil environment with convenient access to major highways and local attractions. I would unequivocally recommend this establishment for future accommodations."
United States
DR J L.
The price is €438
includes taxes & fees
14 Jul - 15 Jul
3BR Hudson Valley home perfect for families!
Interior

Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (12 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is €699
includes taxes & fees
15 Jul - 16 Jul
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Interior

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is €546
includes taxes & fees
13 Jul - 14 Jul
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"The staff were so friendly & helpful! We had a great evening at the restaurant, and the food & cocktails were delicious!"
Michelle 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center

Find out more about New Windsor

New Windsor Holiday Homes information

Number of reviews
337
Accommodation
374 Holiday Homes
Lowest Price
€137
Highest Price
€699