Holiday Homes in New Windsor

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for New Windsor holiday homes

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, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$591
includes taxes & fees
29 Mar - 30 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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
9.4 out of 10, Exceptional, (62 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is NZ$555
includes taxes & fees
30 Mar - 31 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is NZ$547
includes taxes & fees
2 Apr - 3 Apr
Luxury House Near West Point
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is NZ$713
includes taxes & fees
1 Apr - 2 Apr
Contemporary Cozy Cottage
Outdoor spa tub

Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (61 reviews)
"Very good host "
United States
Binyomin
The price is NZ$870
includes taxes & fees
31 Mar - 1 Apr
Country House w/Hot Tub, Deck, Grill & Fire Pit
Exterior

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (1 review)
The price is NZ$409
includes taxes & fees
29 Mar - 30 Mar
Luxury home near West Point
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (36 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is NZ$832
includes taxes & fees
29 Mar - 30 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
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 NZ$420
includes taxes & fees
7 Apr - 8 Apr
Cozy private suite in the heart of beautiful Gardiner.
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, (27 reviews)
"We stayed for wedding preparation. The space is clean and great layout for multiple guests. I am extremely satisfied with my reservation!"
United States
Jean G.
The price is NZ$556
includes taxes & fees
30 Mar - 31 Mar
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Smart TV, fireplace, video games, DVD player

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Lovely house with all the amenities. We had a wonderful time."
United States
Diana P.
The price is NZ$1,617
includes taxes & fees
29 Mar - 30 Mar
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
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, (7 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is NZ$630
includes taxes & fees
30 Mar - 31 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
The price is NZ$1,199
includes taxes & fees
29 Mar - 30 Mar
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Pool

complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.4 out of 10, Exceptional, (13 reviews)
"Our family thoroughly enjoyed our stay. The pool was so big and so much fun!"
United States
Devin O.
The price is NZ$2,084
includes taxes & fees
30 Mar - 31 Mar
complete privacy vacation home [private pool]
Private kitchen

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is NZ$1,271
includes taxes & fees
2 Apr - 3 Apr
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
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, (11 reviews)
"The house was great and the host was amazing!! We had a great time."
United States
Emma S.
The price is NZ$1,181
includes taxes & fees
29 Mar - 30 Mar
Our home is perfect for relaxing and having lots of fun, with near by activity’s
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 NZ$302
includes taxes & fees
1 Apr - 2 Apr
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
3 bedrooms, desk, iron/ironing board, free WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is NZ$742
includes taxes & fees
31 Mar - 1 Apr
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Fridge, microwave, oven, stovetop

Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
The price is NZ$818
includes taxes & fees
29 Mar - 30 Mar
Luxury 3BR with King Beds in Montgomery Village
Property grounds

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (7 reviews)
The price is NZ$685
includes taxes & fees
29 Mar - 30 Mar
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10 reviews)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is NZ$443
includes taxes & fees
28 Mar - 29 Mar
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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
"Clean room, nice staff: front desk Brittany is very nice. Breakfast staff super nice! The hotel looks like new."
Hong 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Poughkeepsie Convention Center

Find out more about New Windsor

New Windsor Holiday Homes information

Number of reviews
351
Accommodation
375 Holiday Homes
Lowest Price
NZ$302
Highest Price
NZ$2,084