Hillsdale Vacation Rentals

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Our top choices for Hillsdale vacation rentals

7.0 out of 10, Good, (4 reviews)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
$170 nightly
The price is $190
Mar 8 - Mar 9
Total with taxes and fees
The Brooks Motel: Exceptional Suite
9.2 out of 10, Wonderful, (5 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
$178 nightly
The price is $199
Mar 6 - Mar 7
Total with taxes and fees
The Brooks Motel: Exceptional Suite
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
$291 nightly
The price is $328
Mar 9 - Mar 10
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
$262 nightly
The price is $295
Mar 10 - Mar 11
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town
9.6 out of 10, Exceptional, (165 reviews)
"The cabin was very clean and cozy"
United States
Azma
$149 nightly
The price is $161
Mar 11 - Mar 12
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
8.0 out of 10, Very Good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
$145 nightly
The price is $162
Mar 8 - Mar 9
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Apartment in Hudson

All comforts of home
9.6 out of 10, Exceptional, (54 reviews)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
Mar 8 - Mar 9
Total with taxes and fees
All comforts of home
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
$189 nightly
The price is $212
Mar 11 - Mar 12
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
9.8 out of 10, Exceptional, (36 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
$303 nightly
The price is $339
Mar 8 - Mar 9
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Vacation Home in Hudson

All the comforts of home
9.2 out of 10, Wonderful, (29 reviews)
"Good for a quick overnight - host was very accommodating when we needed an early check-in."
United States
Katie B.
$126 nightly
The price is $141
Mar 6 - Mar 7
Total with taxes and fees
All the comforts of home
10.0 out of 10, Exceptional, (2 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
$450 nightly
The price is $504
Mar 6 - Mar 7
Total with taxes and fees
Umana's Cabin, cozy, comfy, 5+ acres of land
9.8 out of 10, Exceptional, (13 reviews)
"Very comfortable home"
United States
Holly
$287 nightly
The price is $310
Mar 6 - Mar 7
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
10.0 out of 10, Exceptional, (22 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
$316 nightly
The price is $354
Mar 6 - Mar 7
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
$276 nightly
The price is $308
Mar 9 - Mar 10
Total with taxes and fees
3-bedroom house in beautiful Berkshires, close to amenities!
10.0 out of 10, Exceptional, (15 reviews)
"Cozy and beautiful house. "
United States
Seung L.
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$616 nightly
The price is $688
Mar 8 - Mar 9
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
3.0 star property
$499 nightly
The price is $554
Mar 6 - Mar 7
Total with taxes and fees
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
10.0 out of 10, Exceptional, (40 reviews)
"Cute house in a great location. Thanks for the stay!"
United States
Nicole S.
$361 nightly
The price is $404
Mar 8 - Mar 9
Total with taxes and fees
Brand New House w gated backyard that is located right at the Saugerties Village
9.6 out of 10, Exceptional, (12 reviews)
"Host was very welcoming and house was cozy with all the amenities…I would come back again if in this area!"
United States
Sarah M.
$562 nightly
The price is $629
Mar 6 - Mar 7
Total with taxes and fees
Charming 2-bedroom Waterfront home with boat access in Saugerties

Vacation Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
$234 nightly
The price is $261
Mar 24 - Mar 25
Total with taxes and fees
Home in Great Barrington
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

Find out more about Hillsdale

Everything you need to know about Hillsdale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsdale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsdale. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hillsdale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsdale rentals

At Expedia, we put the best Hillsdale vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Hillsdale?

Yes, we have vacation rentals close to the most popular attractions in Hillsdale, or you can go with a more remote option if you'd like a relaxing place to stay. Hillsdale is known for its coffeehouses and ski areas.

What are some of the best vacation rentals that Hillsdale has to offer?

Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: This vacation home rental outside of Hillsdale is located on a river and has an arcade game room, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Hillsdale?

With 48 Expedia vacation rentals, you're sure to find just the right place for your Hillsdale stay.

What’s there to see and do in Hillsdale?

Copake Lake and Mosquito Island are a couple of lovely local spots to get outside and enjoy nature. While here, Catamount Aerial Adventure Park and Catamount Ski Area are other places worth a visit.

What’s a vacation rental in Hillsdale like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Hillsdale. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for families.