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

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Hillsdale cottages

Interior

1. Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
Mtn-view Retreat in Huson Valley: Great for Groups
Front of property

2. Sleepy Hollow Lake Home w/ Deck, Pool Access!

Sleepy Hollow Lake Home w/ Deck, Pool Access!
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (2 reviews)
"The house was convenient to our friend’s wedding venue. It was spacious, clean and comfortable! There were many great amenities that we didn’t have time use due to our schedule and rainy weather."
United States
audrey
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Interior

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"My husband and I just wanted to get away to quiet. Did we get that! The check in was flawless. They communicated via text daily if we needed and resupplies. The unit was nestled in a secluded spot. We did not see anyone else. The unit was clean and well appointed. The bathroom was generous considering the situation. The touches from a 'phone lock box' and books on how to relax or play cards were wonderful. The bed took a little to get used to but slept so well! It was a wonderful time in nature. We loved the dry wood and smores kits!!!"
Kristina 3-night trip
Posted 2 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

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What is there to do in Hillsdale near my cottage?
The ideal travel accessory is a well-thought-out travel plan. Catamount Aerial Adventure Park is a wonderful spot to kick off your exploration of Hillsdale.

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