Title: New Windsor Vacation Home Rentals from CA $205: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Gloomy cloud over Storm King sunset. Landscape architecture juxtaposed in the Northeast's Autumn. #GoldenHour](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Wanderlustfemale

# New Windsor Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for New Windsor vacation homes

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/e4cec53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/4cc093aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/80ec6f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/d8b7ae3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Warwick

[](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.Hotel-Information)

9.2/10

Wonderful

(7)

"Nice to have top notch bar/restaurant downstairs!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John E

CA $115

CA $205 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Carmel Hamlet

[](https://www.expedia.ca/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

9.8/10

Exceptional

(12)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah P.

CA $231

CA $491 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/315d7b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/2dce554c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/cdecc2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/d9bc7fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kerhonkson

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information)

10/10

Exceptional

(32)

"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julia K.

CA $123

CA $272 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/7ad8e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/b762fce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/82ecc5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Highland Falls

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

10/10

Exceptional

(2)

"Looked like this property was recently renovated. Very clean and nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellie M.

CA $140

CA $570 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/ebfc1676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/afe3fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in new paltz

[](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

9.6/10

Exceptional

(5)

"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fantasia

CA $249

CA $983 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/d2d9d4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/537494b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/4ff0b13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/5a612bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.ca/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information)

10/10

Exceptional

(58)

"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer K.

CA $343

CA $683 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/92f8429f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Highland Falls

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

10/10

Exceptional

(5)

CA $227

CA $607 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/161ac482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/e2171280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/0dcdc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/cbf53a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hopewell Junction

[](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

9.0/10

Wonderful

(10)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Esther P.

CA $211

CA $357 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/1fe9eea3_edited_074f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92eb238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/5eb61507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/7b146adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Paltz

[](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

10/10

Exceptional

(7)

"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chanah B.

CA $177

CA $355 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/03e4ca4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/18d8bd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/a3861e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/ba65c6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Warwick

[](https://www.expedia.ca/Warwick-Hotels-5-Min-To-Downtown-Warwick.h107753545.Hotel-Information)

10/10

Exceptional

(5)

CA $195

CA $514 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Warwick-Hotels-5-Min-To-Downtown-Warwick.h107753545.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735677/3f1be5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735677/da7ad181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735677/b5059923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735677/f762b52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Paltz

[](https://www.expedia.ca/New-Paltz-Hotels-Quaint-Cozy-Cottage-Close-To-Town-Pet-Friendly.h116735677.Hotel-Information)

10/10

Exceptional

(3)

"Lovely home in a beautiful area of New York state. Would stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason W.

CA $203

CA $755 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/New-Paltz-Hotels-Quaint-Cozy-Cottage-Close-To-Town-Pet-Friendly.h116735677.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/6a09d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/719e347a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/e5c54a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/3207c5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Highland Falls

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

10/10

Exceptional

(7)

"Convenient location. Nice to have 3 queen beds. One parking space is in a lot, but street for any additional. Plenty of availability though. Excellent washer and dryer, dishwasher. Internet worked well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt D.

CA $198

CA $408 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/ef9b23f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/02671128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/b07ff9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/d5087de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

9.6/10

Exceptional

(49)

"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen K.

CA $343

CA $438 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/ab2c7ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/8cbcd139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/116022ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Highland Falls

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

9.0/10

Wonderful

(4)

"Clean home, conveniently located to West Point. Very comfortable beds. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle B.

CA $198

CA $398 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/014c4095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/de7c41a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/5ac5c592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/e24d9d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Paltz

[](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information)

9.4/10

Exceptional

(24)

"Beautiful comfortable, clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michal G.

CA $361

CA $612 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/9c93ce23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/1c692607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/62a1e2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/f3de8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information)

10/10

Exceptional

(2)

"Great host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey F.

CA $228

CA $804 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/854fb988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/05913227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/0e7ff094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/1e208a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughquag

[](https://www.expedia.ca/Poughquag-Hotels-Tranquil-4-Bedroom-House-In-Welcoming-Poughquag-Neighborhood.h123607576.Hotel-Information)

CA $247

CA $445 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Poughquag-Hotels-Tranquil-4-Bedroom-House-In-Welcoming-Poughquag-Neighborhood.h123607576.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6f93013a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ae162913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/973f29b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Highland Falls

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

7.6/10

Good

(5)

"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lixing

CA $256

CA $733 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/101000000/100770000/100762700/100762634/06e081ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/101000000/100770000/100762700/100762634/w1536h1019x0y3-1b476f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100770000/100762700/100762634/aab2cb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100770000/100762700/100762634/19837421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.ca/Goshen-Hotels-Spectacular-Mansion-WPoolTennis.h100762634.Hotel-Information)

10/10

Exceptional

(17)

"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aditya U.

CA $3,053

CA $4,633 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Goshen-Hotels-Spectacular-Mansion-WPoolTennis.h100762634.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/5b4bebd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/e6f59d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/658a4c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/885ee2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.ca/Goshen-Hotels-Luxury-3-Bedroom-Fully-Renovated-House-In-Goshen-With-Brand-New-Furniture.h106647189.Hotel-Information)

9.0/10

Wonderful

(12)

"Great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alozie E.

CA $399

CA $611 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Goshen-Hotels-Luxury-3-Bedroom-Fully-Renovated-House-In-Goshen-With-Brand-New-Furniture.h106647189.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-24&endDate=2025-12-25&regionId=10021&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top New Windsor Hotel Reviews

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"😍"

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg)

### Windrose On Hudson

10/10 Excellent

"Clean room, staff were very welcoming"

[](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information)

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"The staff was excellent "

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Clean, friendly "

[](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"He was excellent our two nights and thank again, see you soon."

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg)

### Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"The was extremely clean"

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"great amenities, staff was super helpful. Clean room"

[](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"The hotel is quiet and clean and had a very comfortable bed."

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg)

### Hampton Inn by Hilton Middletown

10/10 Excellent

"Great kind staff and clean facility. The staff really take pride in what they do. Would highly recommend!"

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information)

## Find out more about New Windsor

## New Windsor Vacation Homes information

| Number of reviews | 252                |
| ----------------- | ------------------ |
| Accommodation     | 375 Vacation Homes |
| Lowest Price      | CA $205            |
| Highest Price     | CA $4,633          |

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