Title: Wingdale Vacation Home Rentals from CA $357: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out.

#culture #culturephotocontest](https://images.trvl-media.com/place/553248635975862760/53b940fc-0a65-4ebe-8069-f8f2064c6482.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Anna Arsenault

# Wingdale 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=553248635975862760&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=553248635975862760&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=553248635975862760&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=553248635975862760&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 Wingdale vacation homes

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/3db87cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/31d52781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/1c3ab355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/1e32801e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

9.8/10

Exceptional

(7)

"The property was great and the house was huge even for all 12 of us "

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

Ryan L.

CA $131

CA $870 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/33b86b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3e0d1b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Holmes

[](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

9.6/10

Exceptional

(4)

"Great house! We had a fantastic weekend!! Thank you so much "

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

pamela w.

CA $232

CA $738 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/a7dbb900.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)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/393a7982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/eda946f5.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)

![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/280bea60.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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/8c15249f.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)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/cde347d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/3089dd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/8e1f1f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/e34b64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Fairfield

[](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information)

10/10

Exceptional

(16)

"The house worked very well for our family holiday. Very clean, had everything we needed "

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

Audrey P.

CA $284

CA $717 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/75b18da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### 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 16 - Dec 17

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

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/86da8ea2.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/fbb02298.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](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/e6a8de71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/07647859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/9f6d0429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/4ac89d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.ca/Goshen-Hotels-Sequoia-House-Charming-Goshen-Getaway-Quiet-Retreat-In-Litchfield-Hills.h123028859.Hotel-Information)

CA $344

CA $723 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Goshen-Hotels-Sequoia-House-Charming-Goshen-Getaway-Quiet-Retreat-In-Litchfield-Hills.h123028859.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99871300/99871289/9b2ca530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99880000/99871300/99871289/62d8f4dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99880000/99871300/99871289/3b701cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99880000/99871300/99871289/ce794d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Millerton

[](https://www.expedia.ca/Millerton-Hotels-Modern-Ranch-Retreat-In-Hudson-Valley.h99871289.Hotel-Information)

10/10

Exceptional

(4)

"Great communication and a fantastic property! The setting is quiet and short walk to downtown Millerton. The Harlem Valley Rail Trail Line is just down the road which offers excellent opportunities for adventures!"

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

Scott E.

CA $424

CA $761 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Millerton-Hotels-Modern-Ranch-Retreat-In-Hudson-Valley.h99871289.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/18bc41ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/9ccdb1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/98cb5754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/fd92cdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Sunkissed-Escape-Bright-Sunroom-Hammock-Fun.h120662144.Hotel-Information)

CA $325

CA $518 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Poughkeepsie-Hotels-Sunkissed-Escape-Bright-Sunroom-Hammock-Fun.h120662144.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/w1436h1440x0y0-175a22f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/16dfe03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/46f74edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/239d3285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Fairfield

[](https://www.expedia.ca/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information)

9.8/10

Exceptional

(7)

"Great spot "

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

Mike P.

CA $623

CA $1,062 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/9015258a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/8dd5c447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/dd7ed082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/52b7436e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information)

6.8/10

(5)

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

Andrea C.

CA $196

CA $533 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/b2662bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/fc97efe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/3c974e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/244ebd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information)

9.6/10

Exceptional

(4)

"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"

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

Rachel C.

CA $533

CA $752 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/0c5094d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/0ce6becf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/19bef9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/5351c67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Spacious-New-5-Bedroom-Holiday-House-In-Lovely-Hudson-Valley.h103302422.Hotel-Information)

9.8/10

Exceptional

(24)

"Amazing property and super helpful hosts. Can’t recommend enough! "

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

Lou D.

CA $530

CA $972 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Poughkeepsie-Hotels-Spacious-New-5-Bedroom-Holiday-House-In-Lovely-Hudson-Valley.h103302422.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/cef7f580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/48ee7521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/6584c339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/cc6d7fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stanfordville

[](https://www.expedia.ca/Stanfordville-Hotels-The-George-Is-An-Elegant-Restored-Home-In-The-Hudson-Valley.h104751955.Hotel-Information)

9.4/10

Exceptional

(6)

"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."

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

Polly J.

CA $997

CA $1,537 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Stanfordville-Hotels-The-George-Is-An-Elegant-Restored-Home-In-The-Hudson-Valley.h104751955.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/5e82ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/4589cf65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/003312bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/325abde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.ca/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information)

CA $723

CA $1,019 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h783x0y2-92eb770e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h783x0y0-6faa5ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Carmel Hamlet

[](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

10/10

Exceptional

(17)

"Fabulous property! Everything was as advertised with a great kitchen and grill. Tastefully decorated and comfortable. Great game room! "

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

Rachel F.

CA $691

CA $1,268 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

![Dining tables](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/7d1ae479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/0da715d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/ee5fa657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/f326c1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.ca/Fishkill-Hotels-Chestnut-On-Willow-Lake.h112584776.Hotel-Information)

9.6/10

Exceptional

(4)

"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."

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

Doria W.

CA $685

CA $976 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Fishkill-Hotels-Chestnut-On-Willow-Lake.h112584776.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.

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## Top Wingdale Hotel Reviews

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"Buisness friendly, breakfast, gym room, quiet, good customer service "

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![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)

![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg)

### SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Nice staff, large rooms "

[](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.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)

![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg)

### HYATT house Fishkill/Poughkeepsie

10/10 Excellent

"Clean rooms and great staff. I would definitely recommend it. "

[](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg)

### La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Staff was very helpful."

[](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information)

![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg)

### Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"The staff was very freindly and helpful. I thought this place was a great value. Clean room. Breakfast was good. I took advantage of the fitness room which was nice to have. Good location, close to restaurants and a grocery store. "

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information)

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg)

### Ethan Allen Hotel

10/10 Excellent

"Night manager on Nov 30th was incredibly helpful!"

[](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

## Find out more about Wingdale

## Wingdale Vacation Homes information

| Number of reviews | 157                |
| ----------------- | ------------------ |
| Accommodation     | 279 Vacation Homes |
| Lowest Price      | CA $357            |
| Highest Price     | CA $1,537          |

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