Title: Hillsdale Vacation Home Rentals from CA $198: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Hillsdale Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183683&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 one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183683&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)

## Browse Select Hillsdale Vacation Homes

![Exterior](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/4bb55136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/080b28d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/6b994e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/30c1c015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sioux Tipi on Chloe's Lake

Saugerties

9.8/10

Exceptional

(6)

"This was such a cool experience Id love to go back! "

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

Brandon

CA $154

CA $204 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Kingston-Hotels-Sioux-Tipi-On-Chloes-Lake.h39992472.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/15670ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-00a818b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All the comforts of home

Hudson

9.2/10

Wonderful

(26)

"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "

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

Marisa P.

CA $149

CA $198 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/43b40eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/c3446830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/8de4c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/10c07c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Tanglewood: Historic Summer Retreat

New Lebanon

9.6/10

Exceptional

(22)

"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."

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

Paul S.

CA $239

CA $585 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/257c1efe.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/113000000/112330000/112329100/112329053/w1134h754x20y0-0afaa8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/w1160h774x6y4-08649e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/w1116h773x4y3-f65b8cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom Waterfront home with boat access in Saugerties

Saugerties

9.4/10

Exceptional

(6)

"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "

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

Sean S.

CA $260

CA $683 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Saugerties-Hotels-Charming-2-Bedroom-Waterfront-Home-With-Boat-Access-In-Saugerties.h112329053.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/6a099f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/d75f5082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/08b843db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/d929aaa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy & Comfortable Water-view Home in Saugerties

Saugerties

9.6/10

Exceptional

(5)

"A very clean, spacious, and friendly environment with all the amenities you need. "

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

joshua m.

CA $236

CA $846 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Saugerties-Hotels-The-Longview-House-Near-Saugerties-Lighthouse.h83464810.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/e0f691bb.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/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home in Great Barrington

Great Barrington

9.8/10

Exceptional

(25)

"Crisp and clean with a great location.Wonderful choice."

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

Richard B.

CA $266

CA $426 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/665b8282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/f26544ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/af920cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/99d3f85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful 3-bedroom cottage with woodstove

Sheffield

10/10

Exceptional

(40)

"The property was centrally located for skiing, and was a comfortable stay."

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

Kelly R.

CA $275

CA $631 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Sheffield-Hotels-Cheerful-3-Bedroom-Cottage-With-Woodstove.h75599864.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/505c31c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/53261c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/8d87241a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/64f95c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Barrington Get Away

Great Barrington

9.4/10

Exceptional

(25)

"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "

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

Amy B.

CA $357

CA $672 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Great-Barrington-Hotels-Great-Barrington-Get-Away.h29615546.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/c0195267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/62efe3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/4c35929b.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/121000000/120660000/120659000/120658957/c605aa42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hudson Hot Tub & Pet Escape

Stottville

CA $153

CA $378 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Hudson-Hotels-Hudson-Hot-Tub-Pet-Escape.h120658957.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c945b9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/d16bb4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/fee8af1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/6b996d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill

10/10

Exceptional

(5)

"Great place. Exactly like the pictures. "

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

robert a.

CA $224

CA $477 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/a4dc2b95.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/110000000/109600000/109590900/109590815/32714507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/d3c8327e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/25e02c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

9.4/10

Exceptional

(3)

"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."

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

Sarah D.

CA $266

CA $654 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Sun-Filled-Lenox-Retreat-Minutes-To-Tanglewood.h109590815.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/329257ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/04c3bec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/e73088a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/a7b21f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bungalow in the Berkshires

Lee

10/10

Exceptional

(4)

"We had a lovely stay. Easy check in and communication was great. "

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

Dale G.

CA $420

CA $584 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Lee-Hotels-Bungalow-In-The-Berkshires.h111821595.Hotel-Information)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/a4748cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/e7dd0555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/fe1d7007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/b19ab5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New House w gated backyard that is located right at the Saugerties Village

Saugerties

10/10

Exceptional

(37)

"Newly remodeled and in a nice quiet neighborhood next to a store. Walking distance to downtown shops and restaurants."

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

Ben A.

CA $238

CA $566 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Saugerties-Hotels-Brand-New-House-W-Gated-Backyard-That-Is-Located-Right-At-The-Saugerties-Village.h69540561.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/a38bbe4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/adca2c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/44aa4835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/3fc8dc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

7.8/10

Good

(6)

"Very clean and spacious! We enjoyed our stay with our small pup!"

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

Ann C.

CA $376

CA $687 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113810000/113809600/113809565/7178c974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113810000/113809600/113809565/889ec0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113810000/113809600/113809565/20275f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113810000/113809600/113809565/ab9bf4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fabulous Fun Home w/ hot tub in Saugerties

Saugerties

10/10

Exceptional

(1)

"Great for a large group. Many areas for everyone to gather (indoors and out) but enough bedrooms for privacy. "

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

Patricia S.

CA $294

CA $1,099 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Saugerties-Hotels-NEW-Fabulous-Pool-Oasis-W-Hot-Tub-In-Saugerties.h113809565.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/c57b8d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/59edf6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet Friendly Riverfront Home in Great Barrington

Great Barrington

8.8/10

Excellent

(3)

"Close to a great bakery and near to a farm market and shopping mall. "

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

Cristine C.

CA $283

CA $362 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

![TV, video games](https://images.trvl-media.com/lodging/121000000/120450000/120449800/120449785/370d084b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120450000/120449800/120449785/34e259bf.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/121000000/120450000/120449800/120449785/588af754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120450000/120449800/120449785/969f8541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing

Saugerties

CA $239

CA $677 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Saugerties-Hotels-New-Denniston-Den.h120449785.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/98000000/97060000/97055200/97055159/8efeeea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/98000000/97060000/97055200/97055159/3dd1fe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97060000/97055200/97055159/74701211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97060000/97055200/97055159/93a62d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Victorian in the heart of Catskill Village - Close to All

Catskill

9.8/10

Exceptional

(7)

"We so enjoyed our stay at the house! It was so clean and spacious. The decorating is lovely as are the historic details of the house. It was very comfortable on very hot days and the pool was a delight. The host was very responsive when we had questions. We would welcome the opportunity to stay again!"

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

Patricia J.

CA $463

CA $734 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Catskill-Hotels-Spacious-Victorian-In-The-Heart-Of-Catskill-Village-Close-To-All.h97055159.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116730000/116728300/116728281/1f7567aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116728300/116728281/4ea11255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116730000/116728300/116728281/1c68b50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116728300/116728281/a40a7bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot tub on water, 5min HITS, 20mi to Hunter skiing

Malden

10/10

Exceptional

(3)

"It was terrific!"

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

Alexandra M.

CA $323

CA $1,094 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Malden-Hotels-River-Front-Luxury-Hot-Tub.h116728281.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102920000/102914100/102914020/7562bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102920000/102914100/102914020/b5b5d803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102920000/102914100/102914020/330b0784.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/103000000/102920000/102914100/102914020/9f7d3347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Modern waterfront home close to Catskill mountains, fire pit, EV charging

Saugerties

9.8/10

Exceptional

(27)

"We had a wonderful time. The house is clean, well-equipped and in a good location."

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

Jacob S.

CA $350

CA $796 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Saugerties-Hotels-NEW-Modern-Waterfront-Home-In-Saugerties.h102914020.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 Hillsdale Hotel Reviews

![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Excellent all the way around"

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Everything is clean "

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Very clean and roomy lodge (2 bedrooms); conveniently located; has kitchen; recreational facilities a bit dated. Will come back again. "

[](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Best Western Plus Berkshire Hills Inn & Suites](//images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg)

### Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent

"I have stayed here many times and it is consistently a comfortable, clean and quiet place."

[](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](//images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg)

### Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent

"Perfect spot for an overnight stay when coming to the area"

[](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"View of the lake was lovely! Breakfast was fine—yogurt, eggs, pancakes and cereal. Coffee was plentiful!"

[](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Great place. Friendly staff and very well located. Great breakfast options. "

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg)

### Quality Inn

10/10 Excellent

"Clean and convenient. Great front desk help. "

[](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"Had a lovely stay at the Berkshires Untold! We checked in late and the staff reached out to confirm our arrival time and accommodated us without issue. The lobby was absolutely gorgeous and this renovated motel was very well done. We didn’t get to enjoy the fire pits outside but they looked cozy. We also did not have any food or beverage. The room was perfect for two of us, had all the basic amenities and was charming. Overall had a very pleasant stay! "

[](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

## Find out more about Hillsdale

## Hillsdale Vacation Homes information

| Number of reviews | 240 |
| --- | --- |
| Accommodation | 673 Vacation Homes |
| Lowest Price | CA $198 |
| Highest Price | CA $1,099 |

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