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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Hillsdale cottages

Exterior

Cottage in Nassau

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
10.0 out of 10, Exceptional, (2 reviews)
"Cozy home on the lake."
United States
Terry O.
The price is €323
includes taxes & fees
19 Jan - 20 Jan
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Interior

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is €189
includes taxes & fees
21 Jan - 22 Jan
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
The price is €216
includes taxes & fees
18 Jan - 19 Jan
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Cottage in Catskill

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
9.8 out of 10, Exceptional, (10 reviews)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is €245
includes taxes & fees
19 Jan - 20 Jan
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Exterior

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
The price is €170
includes taxes & fees
19 Jan - 20 Jan
Country Cottage with beautiful views and easy access to Catskills activities.
House (3 Bedrooms) | Interior

Cottage in Stephentown

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
The price is €475
includes taxes & fees
19 Jan - 20 Jan
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Terrace/patio

Cottage in Stottville

Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
The price is €304
includes taxes & fees
9 Feb - 10 Feb
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior

Cottage in Saugerties

Hits Adjacent | Pet Friendly | Caraway Cottage
9.8 out of 10, Exceptional, (16 reviews)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is €423
includes taxes & fees
22 Jan - 23 Jan
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Cottage in New Lebanon

Berkshires farm, 30+ guests, 50 acres
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is €1,619
includes taxes & fees
26 Jan - 27 Jan
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.
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Top Hillsdale Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Great food, nice room, nice staff. "
Shelby 2-night trip
Posted 2 days ago
Berkshires Untold

Find out more about Hillsdale

Hillsdale Cottages information

Number of reviews
67
Accommodation
156 Cottages
Lowest Price
€170
Highest Price
€1,619

Frequently asked questions

Why book your cottage in Hillsdale with Expedia?
We think that holidays should be easy, so if you're looking for cottages in Hillsdale at an affordable rate, Expedia has got your back. Keep the budget under control and check in to an inexpensive option far away from the city rush, or splurge on a 5-star cottage to treat your loved ones.
How can I find cheap cottages in Hillsdale?
The quickest way to score cheap cottages in Hillsdale is with Expedia's user-friendly filter tool. Refine your search results by star rating, budget and amenities to take advantage of awesome rates with only a few clicks.
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.