Title: Hillside Lake Vacation Home Rentals from CA $362: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Hillside Lake Vacation Rentals

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## Check prices for these dates

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634999245840&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634999245840&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634999245840&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634999245840&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Hillside Lake Vacation Homes

![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)

![Exterior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/42150b1e.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!"

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

Molly s.

CA $234

CA $395 total

includes taxes & fees

Oct 20 - Oct 21

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

![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)

![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)

 

### "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 "

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

pamela w.

CA $336

CA $881 total

includes taxes & fees

Oct 27 - Oct 28

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.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)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/ee686000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Highland Falls

10/10

Exceptional

(2)

"Good stay, awesome place"

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

Scott G.

CA $168

CA $526 total

includes taxes & fees

Oct 20 - Oct 21

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/b0376390.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/111000000/110370000/110365500/110365482/f4b866e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/08b045f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/5a6f8858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Meyer: spacious family home with hot tub minutes to downtown New Paltz

New Paltz

10/10

Exceptional

(9)

"Lovely, comfortable house. Everything on one level which was perfect for our group. Good location. Easy trip into town and to see the many historical sites in close proximity."

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

Nicholas M.

CA $149

CA $499 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/New-Paltz-Hotels-The-Meyer-Spacious-Family-Home-With-Hot-Tub.h110365482.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/3089dd8e.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 "

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

Audrey P.

CA $287

CA $730 total

includes taxes & fees

Oct 20 - Oct 21

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

![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)

![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. "

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

Camille C.

CA $213

CA $362 total

includes taxes & fees

Oct 20 - Oct 21

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

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/1b0ced6d.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)

 

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

Carmel Hamlet

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 $259

CA $530 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Joanne V.

CA $234

CA $399 total

includes taxes & fees

Oct 20 - Oct 21

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

![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)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/6db641f1.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)

### 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."

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

Andrea C.

CA $137

CA $460 total

includes taxes & fees

Oct 22 - Oct 23

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

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.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)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/3add8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

new paltz

10/10

Exceptional

(1)

"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 $252

CA $856 total

includes taxes & fees

Oct 27 - Oct 28

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

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121520000/121517200/121517104/90ee526b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121520000/121517200/121517104/b23f5052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121520000/121517200/121517104/bb310c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121520000/121517200/121517104/88e34fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

New Paltz

CA $175

CA $404 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/New-Paltz-Hotels-Perfect-Studio.h121517104.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)

![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)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.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)

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

Fishkill

9.8/10

Exceptional

(41)

"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"

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

Lisa B.

CA $363

CA $469 total

includes taxes & fees

Nov 1 - Nov 2

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

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.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)

### 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. "

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

Ellie M.

CA $237

CA $680 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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/b6c9432d.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

9.4/10

Exceptional

(3)

"Great spot "

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

Mike P.

CA $631

CA $1,073 total

includes taxes & fees

Oct 23 - Oct 24

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

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

Brandon C.

[](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/109000000/108480000/108478400/108478343/6b2d2281.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)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108478400/108478343/897509a7.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"

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

Randall T.

CA $631

CA $1,159 total

includes taxes & fees

Oct 20 - Oct 21

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

![Living area](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/377f36e9.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)

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

### Chestnut on Willow Lake

Fishkill

9.4/10

Exceptional

(3)

"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 $561

CA $816 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Fishkill-Hotels-Charming-3-Bedroom-Cottage-In-Wonderful-Fishkill.h112584776.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/d7ec344a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/009311c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/1719048e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b51bb581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac

10/10

Exceptional

(12)

"Our stay was wonderful - a cozy house with a good swath of rooms for people to spread out, play games, eat, etc. The outside part of the property was incredibly beautiful with some benches, a fire pit and a dock with a pergola. Great amount of yard space for lawn games and kayaks on-site to paddle on the lake with. "

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

Will F.

CA $505

CA $1,050 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.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)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/866b4112.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 $329

CA $524 total

includes taxes & fees

Oct 20 - Oct 21

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/852b7fdb.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)

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

Newburgh

9.0/10

Wonderful

(15)

"Very cozy stay with responsive host"

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

Adhith P.

CA $568

CA $956 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.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=2025-11-02&endDate=2025-11-03&regionId=553248634999245840&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHillside-Lake-Private-Vacation-Homes.d553248634999245840-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillside-Lake-Private-Vacation-Homes.d553248634999245840-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Hillside Lake Hotel Reviews

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

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Good"

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

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

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"New property in prime location. Good staff and rooms. "

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

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent

"The young man was so nice and helpful. Had a great stay. "

[](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.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

"Great staff"

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

![Home2 Suites By Hilton Poughkeepsie](//images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e_y.jpg)

### Home2 Suites By Hilton Poughkeepsie

10/10 Excellent

"Clean room"

[](https://expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information)

![Homewood Suites by Hilton Poughkeepsie](//images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg)

### Homewood Suites by Hilton Poughkeepsie

10/10 Excellent

"The hotel staff were very friendly and accommodating. The rooms were very clean. The breakfast buffet was very good."

[](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information)

![Ramada by Wyndham Newburgh/West Point](//images.trvl-media.com/lodging/1000000/20000/11400/11304/98af6d38_y.jpg)

### Ramada by Wyndham Newburgh/West Point

4/10 Poor

"V"

[](https://expedia.ca/Newburgh-Hotels-Ramada-By-Wyndham-NewburghWest-Point.h11304.Hotel-Information)

![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg)

### Americas Best Value Inn New Paltz

10/10 Excellent

"Great place for a stay on the way! "

[](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.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

"Clean room. Helpful staff. Breakfast was a typical Holiday Inn Express buffet - adequate and replenished as needed. No nearby restaurants so we had to drive 7-8 minutes to get dinner, which wasn’t a big inconvenience. We were there on a Sunday night and many places were closed. "

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

## Find out more about Hillside Lake

## Hillside Lake Vacation Homes information

| Number of reviews | 141 |
| --- | --- |
| Accommodation | 297 Vacation Homes |
| Lowest Price | CA $362 |
| Highest Price | CA $1,159 |

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-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)
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-   [Rental cars Dutchess County airport](https://www.expedia.ca/Car-Rentals-In-Dutchess-County.d6031206.Car-Rental-Guide)
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