Vacation rentals in Hillsdale
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Top-rated vacation rentals in Hillsdale
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Cottage in Hillsdale
4.83 out of 5 average rating, 235 reviewsBig Bliss Near Catamount Cottage w/Modern Flair
Find big bliss and sanctuary in every detail of this newly renovated cottage. The tranquil view of our yard and neighbor's orchard are complemented by the whitewashed wood floors and Moroccan tiled kitchen. The heated bathroom floor, Toto bidet, and central air/heat elevate to indulgence. Nestled between Hudson, NY, and the Berkshires, our cozy home is the perfect getaway with culture close by. Hiking trails and Catamount a short drive away. Search "Little Bliss" for our adjacent tiny house.
Nov 22 – 29
Apartment in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
Sep 14 – 21
Tiny home in Chatham
4.99 out of 5 average rating, 178 reviewsTiny House on 70 Private Acres in Hudson Valley
Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Although we'd encourage you to check out many the local eateries (see below)! The bathroom is full size and likely bigger than the one in your first NYC apartment.
Sep 13 – 20
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillsdale vacation rentals
Other great vacation rentals in Hillsdale
Apartment in Great Barrington
4.95 out of 5 average rating, 314 reviewsPrivate En Suite in Beautiful Victorian
Apr 30 – May 7
Cabin in Copake Lake
4.95 out of 5 average rating, 174 reviewsSecluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
May 11 – 18
Cottage in Great Barrington
4.91 out of 5 average rating, 223 reviewsCottage on Scenic Road
Mar 23 – 30
Apartment in Sheffield
4.92 out of 5 average rating, 120 reviewsPrivate Berkshire Barn Apartment
May 13 – 20
Apartment in Sheffield
5.0 out of 5 average rating, 318 reviewsHideaway with Spectacular Berkshire Views
Jun 18 – 25
Home in Egremont
4.97 out of 5 average rating, 112 reviewsA sunny, quiet chalet beautifully decorated.
Dec 20 – 27
Guesthouse in Hillsdale
4.82 out of 5 average rating, 88 reviewsCozy Cottage with Mountain Views
May 15 – 22
Apartment in Hillsdale
4.91 out of 5 average rating, 91 reviewsThe Studio at the Historic Hillsdale House
May 1 – 8
Home in Hillsdale
5.0 out of 5 average rating, 23 reviewsEnjoy all 4 Seasons
Nov 28 – Dec 5
Cottage in Hillsdale
4.98 out of 5 average rating, 42 reviewsUnderhill Cottage
Sep 11 – 18
Home in Hillsdale
4.92 out of 5 average rating, 61 reviewsSun-drenched cottage surrounded by farmland.
Dec 21 – 28
Home in Copake
4.92 out of 5 average rating, 37 reviewsYellow Door House
Nov 24 – Dec 1
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