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Our top choices for Hillsdale cottages

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

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (17 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is NZ$436
includes taxes & fees
16 Nov - 17 Nov
Charming loft cottage in tranquil Germantown with WiFi, AC

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

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (31 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is NZ$630
includes taxes & fees
15 Nov - 16 Nov
Charming Cottage in the Heart of Catskill & Pet Friendly

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

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
The price is NZ$577
includes taxes & fees
16 Nov - 17 Nov
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

4. 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
The price is NZ$1,060
includes taxes & fees
15 Nov - 16 Nov
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

5. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is NZ$842
includes taxes & fees
29 Nov - 30 Nov
Sharon Retreat w/ Private Yard

6. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is NZ$873
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-bedroom cottage in enchanting Catskill Mountains

7. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is NZ$3,263
includes taxes & fees
18 Nov - 19 Nov
Berkshires farm, 30+ guests, 50 acres
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.

Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top reviews in Hillsdale

Frequently Asked Questions

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.