Hillsdale Apartments
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Featured Apartments in Hillsdale
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Lee MA
With a stay at this apartment in Lee, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
Red Hook NY
Located in Red Hook, this apartment is on a lake, within a 15-minute drive of Tousey Winery and Red Hook Golf Club.
Apartment In Historic 1785 Thomas Jenkins House
Hudson NY
With a stay at this apartment in Hudson, you'll be a 3-minute walk from Hudson Opera House and 8 minutes by foot from Hudson Area Library.
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Downtown Gateway to the Berkshires. Walk to Everything.
Lee MA
With a stay at this apartment in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Lee Library.
All comforts of home
Hudson NY
The price is AU$200 per night from 3 Jan to 4 Jan
AU$200
3 Jan - 4 Jan 2026
includes taxes & fees
Located in Hudson, this apartment is on a river, within a 10-minute drive of Hudson River Islands State Park and FASNY Museum of Firefighting.
Heart of Lenox!! - renovated downtown apartment
Lenox MA
With a stay at this apartment in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Sheffield MA
With a stay at this apartment in Sheffield, you'll be steps from Housatonic River and a 4-minute drive from Thom Reed UFO Monument Park.
Modern Copake Falls Getaway
Copake Falls NY
Located in Copake Falls, this apartment is in a rural location, within a 5-minute drive of Taconic State Park and Community Library.
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook NY
The price is AU$328 per night from 25 Dec to 26 Dec
AU$328
25 Dec - 26 Dec
includes taxes & fees
With a stay at this apartment in Red Hook, you'll be within a 10-minute drive of Red Hook Golf Club and Museum of Rhinebeck History.
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.
Hillsdale Apartments essential information
Accommodation | 104 Apartments |
|---|---|
Lowest Price | AU$154 |
Highest Price | AU$328 |
Popular accommodation | Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO, Apartment In Historic 1785 Thomas Jenkins House, Downtown Gateway to the Berkshires. Walk to Everything., All comforts of home, Heart of Lenox!! - renovated downtown apartment, Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails, Modern Copake Falls Getaway, THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi |
Top trending hotels in Hillsdale
The Brooks Motel
2871 New York 23 Hillsdale NY
Fully refundableReserve now, pay when you stay
When you stay at The Brooks Motel in Hillsdale, you'll be near ski lifts, within a 5-minute drive of Catamount Aerial Adventure Park and Catamount Ski Area.
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 4 Jan to 5 Jan
AU$154
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 2 Jan to 3 Jan
AU$163
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center ...
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Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
The price is AU$272 per night from 7 Jan to 8 Jan
AU$272
7 Jan - 8 Jan 2026
includes taxes & fees
Located in Catskill, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy is in a regional park, within a 10-minute drive of Catskill Golf ...
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.
More ways to explore Hillsdale
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