Title: Shenandoah Vacation Home Rentals from CA $360: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Shenandoah Vacation Rentals

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## Check prices for these dates

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975866239&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975866239&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975866239&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975866239&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Shenandoah Vacation Homes

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w977h683x24y0-0a1c4108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w507h683x259y0-058eced6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w507h683x258y0-71f7754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w984h683x20y0-1854a468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

Poughkeepsie

10/10

Exceptional

(4)

"Our stay was only a couple nights but it was what we expected. I would recommend this property. Had a great stay."

CA $453

CA $868 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Poughkeepsie-Hotels-Beautiful.h101530700.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108480000/108478400/108478343/6b2d2281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108478400/108478343/897509a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/109000000/108480000/108478400/108478343/a1036266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108480000/108478400/108478343/e8896e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Point Family Retreat, 5 min walk to Thayer!

Highland Falls

9.8/10

Exceptional

(6)

"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"

CA $628

CA $1,143 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Highland-Falls-Hotels-West-Point-Family-Retreat.h108478343.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/6efe15bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/aa8099e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/22e8d7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/304f93b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### complete privacy vacation home \[private pool\]

Newburgh

9.8/10

Exceptional

(8)

"Wonderful property! The pool was so fun!"

CA $898

CA $1,588 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Newburgh-Hotels-Complete-Privacy-Vacation-Home-Private-Pool.h103193912.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1267h816x1y0-efb023de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1250h789x1y5-d69ff69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/dc2d11be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1280h786x2y0-10a0429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Highland

9.2/10

Wonderful

(7)

"My family and I had a great time at this property. Located on a beautiful property. Very relaxing and coordinating with the property owner was very easy. "

[](https://www.expedia.ca/Highland-Hotels-Our-Home-Is-Perfect-For-Relaxing-And-Having-Lots-Of-Fun.h96402683.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)

![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/21fb1fff.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)

### Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

9.0/10

Wonderful

(10)

"We had a fantastic stay at The Chapel. It was just the fun, different kind of place we were looking for. Pat and Christine were great hosts. We really appreciated their suggestions of hikes and places to visit. We actually had our trip planned out before, but changed it due to their suggestions. We had NO regrets. The bed was super comfy and we loved the s'more makings. "

CA $212

CA $360 total

includes taxes & fees

Oct 12 - Oct 13

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

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### "Country outside the city " 3 bedrooms 2 full bathrooms

Holmes

9.6/10

Exceptional

(4)

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

CA $314

CA $857 total

includes taxes & fees

Oct 20 - Oct 21

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

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/fd92cdbe.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)

### Sunkissed Escape Bright Sunroom + Hammock Fun

Poughkeepsie

CA $328

CA $528 total

includes taxes & fees

Oct 12 - Oct 13

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/89f3b131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/4b00451d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/7a401864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/b021107f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Converted Barn with Hot Tub!

Hyde Park

9.6/10

Exceptional

(5)

"The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property."

CA $1,254

CA $1,830 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hyde-Park-Hotels-Modern-Converted-Barn-With-Hot-Tub.h107252704.Hotel-Information)

![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/111000000/110990000/110986300/110986250/04bc58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/03441cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/8b35ed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Highland Falls

10/10

Exceptional

(1)

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

CA $248

CA $691 total

includes taxes & fees

Oct 29 - Oct 30

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/0589087f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4acf5981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4a677f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/59aad7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rustic Cabin in Fishkill!

Fishkill

10/10

Exceptional

(2)

"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "

CA $318

CA $499 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.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/105000000/104380000/104373800/104373791/239d3285.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)

### Awesome Lake Home with tons of fun!

New Fairfield

10/10

Exceptional

(2)

"Great spot "

CA $628

CA $1,073 total

includes taxes & fees

Oct 13 - Oct 14

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

![Interior](https://images.trvl-media.com/lodging/111000000/110240000/110235900/110235845/64ef1018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110240000/110235900/110235845/58e2ced5.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/111000000/110240000/110235900/110235845/21e387b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/111000000/110240000/110235900/110235845/a179a1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Dock & Pool - Candlewood Lake

New Milford

10/10

Exceptional

(3)

"The house was the best equipped that we’ve ever rented. We were sad to have our trip cut short due to adverse weather. We’d love to return here on a future trip—hopefully when the weather is warmer. "

CA $444

CA $1,194 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/New-Milford-Hotels-The-Candlewood-Lake-Retreat-Private-Dock-Pool.h110235845.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/111000000/110650000/110643700/110643700/6db641f1.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)

### Cozy Escape -Strong Wi-Fi -Prime Location

Poughkeepsie

7.4/10

Good

(3)

"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."

CA $141

CA $464 total

includes taxes & fees

Oct 13 - Oct 14

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

![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/9f0ce022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/22655253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/70096d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/c553f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large,Cozy,Bright Apartment, Business Themed.

Newburgh

9.0/10

Wonderful

(14)

"Very cozy stay with responsive host"

CA $565

CA $951 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/f4c5b854.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)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/599dbda5.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)

### Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

10/10

Exceptional

(6)

"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"

CA $268

CA $440 total

includes taxes & fees

Oct 15 - Oct 16

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/1ffbe7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.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)

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

### Fabulous 3bdrm Home w/parking!

Highland Falls

8.0/10

Very good

(2)

"Great place. Close to West Point activity. Clean and new."

CA $261

CA $425 total

includes taxes & fees

Oct 27 - Oct 28

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

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104860000/104859300/104859237/c865fa7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104860000/104859300/104859237/f06d5264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/105000000/104860000/104859300/104859237/b491d7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104860000/104859300/104859237/650aad1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Hudson Valley Estate

Hyde Park

CA $2,093

CA $2,984 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Hyde-Park-Hotels-Historic-Hudson-Valley-Estate.h104859237.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)

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

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.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)

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

Carmel Hamlet

10/10

Exceptional

(17)

"We had a great stay and had everything we needed!"

CA $627

CA $1,208 total

includes taxes & fees

Oct 14 - Oct 15

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

![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/23242491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

New Fairfield

10/10

Exceptional

(13)

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

CA $356

CA $816 total

includes taxes & fees

Oct 13 - Oct 14

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

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/c7d67b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Cozy Cottage

Lake Peekskill

10/10

Exceptional

(28)

"Very clean comfortable quiet place"

CA $314

CA $589 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.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=2025-10-23&endDate=2025-10-24&regionId=553248635975866239&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

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## Top Shenandoah Hotel Reviews

![The Thayer Hotel at West Point](//images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg)

### The Thayer Hotel at West Point

10/10 Excellent

"Historic hotel with plenty of things to do"

[](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information)

![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg)

### Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Spacious Bathroom "

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

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

### SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Pets welcome "

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

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

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"The room was very large and the price was great."

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

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](//images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"This hotel is well located to local historic sites. The room was spacious and sparkling clean. Breakfast was plentiful and delicious. Parking was convenient. The bar and tender were great. The concierge gave great alternative day trips because of the closure of the FDR Library and those suggestions were well worth it. Happy to have stayed here."

[](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing "

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

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

### Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Good stay. Nothing really special about the place except the breakfast which had more choices than usual."

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

![DoubleTree by Hilton Poughkeepsie Convention Center](//images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Lovely clean spacious room with beautiful view of the Hudson River and its bridges. Friendly welcoming staff."

[](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg)

### The Crossroads Hotel, Newburgh

10/10 Excellent

"Room was very clean but a little worn. Bed and linens were comfortable. Bathroom was clean. Very quiet. Staff were very welcoming, polite and accommodating. "

[](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information)

## Find out more about Shenandoah

## Shenandoah Vacation Homes information

| Number of reviews | 121 |
| --- | --- |
| Accommodation | 229 Vacation Homes |
| Lowest Price | CA $360 |
| Highest Price | CA $2,984 |

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