Hillsdale Cottages

A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Our top choices for Hillsdale cottages

A kitchen with white cabinetry, granite countertops, and a window with blinds.

1. Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

Kanna S.

includes taxes & fees

30 Sept - 1 Oct

A single-story house with a black front door, two windows on either side, and two black trash bins in front.

2. Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill

Dave P.

includes taxes & fees

29 Sept - 30 Sept

A covered porch with a wooden bench, a wicker chair, and a sofa with cushions.

3. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Catskill

Ryan P.

includes taxes & fees

29 Sept - 30 Sept

A single-story house with a dark exterior, a chimney, and a small window.

4. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Catskill

Robert G.

includes taxes & fees

29 Sept - 30 Sept

A cabin with a wooden deck, a covered porch, and a gravel driveway.

5. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a balcony, a chimney, and a window with a view.

6. Berkshires farm, 30+ guests, 50 acres

New Lebanon

includes taxes & fees

27 Oct - 28 Oct

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Top Hillsdale Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"The problem with the suites is that the cooking smell of the adjoining kitchen can really permeate throughout the entire space. So whoever cooked like a tomato sauce or something before I was there, I could really smell it in the bedroom. The bed was very comfortable though. The room was clean. The bathroom could use some updating. The staff were very nice."

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