Hillsdale Holiday Rentals

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Our top choices for Hillsdale holiday 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.
The price is AU$284
includes taxes & fees
2 Mar - 3 Mar
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.
The price is AU$283
includes taxes & fees
2 Mar - 3 Mar
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.
The price is AU$467
includes taxes & fees
1 Apr - 2 Apr
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.
The price is AU$467
includes taxes & fees
1 Apr - 2 Apr
BLUSH: Boutique TINY home*private spa*walk to town
9.6 out of 10, Exceptional, (159 reviews)
"The cabin was very clean and cozy"
United States
Azma
The price is AU$226
includes taxes & fees
3 Mar - 4 Mar
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.
The price is AU$231
includes taxes & fees
4 Mar - 5 Mar
'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
The price is AU$189
includes taxes & fees
2 Mar - 3 Mar
All comforts of home
10.0 out of 10, Exceptional, (9 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is AU$305
includes taxes & fees
2 Mar - 3 Mar
Charming loft cottage in tranquil Germantown with WiFi, AC
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
The price is AU$481
includes taxes & fees
2 Mar - 3 Mar
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Holiday 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.
The price is AU$201
includes taxes & fees
2 Mar - 3 Mar
All the comforts of home
10.0 out of 10, Exceptional, (1 review)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is AU$703
includes taxes & fees
2 Mar - 3 Mar
Umana's Cabin, cozy, comfy, 5+ acres of land
9.8 out of 10, Exceptional, (13 reviews)
"Very comfortable home"
United States
Holly
The price is AU$442
includes taxes & fees
2 Mar - 3 Mar
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.
The price is AU$501
includes taxes & fees
2 Mar - 3 Mar
Charming Cottage in the Heart of Catskill & Pet Friendly
The price is AU$428
includes taxes & fees
2 Mar - 3 Mar
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.
The price is AU$275
includes taxes & fees
2 Mar - 3 Mar
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.
The price is AU$974
includes taxes & fees
2 Mar - 3 Mar
Guesthouse Cabin vacation rentals in Berkshire County
3.0 star property
The price is AU$778
includes taxes & fees
2 Mar - 3 Mar
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
10.0 out of 10, Exceptional, (39 reviews)
"Cute house in a great location. Thanks for the stay!"
United States
Nicole S.
The price is AU$565
includes taxes & fees
2 Mar - 3 Mar
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.
The price is AU$794
includes taxes & fees
2 Mar - 3 Mar
Charming 2-bedroom Waterfront home with boat access in Saugerties

Holiday Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is AU$377
includes taxes & fees
3 Mar - 4 Mar
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsdale holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsdale holiday rentals we have selected for you start as low as AU$204 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsdale rentals

At Expedia, we put the best Hillsdale holiday 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 holiday.

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 holiday rental in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay. Hillsdale is known for its coffee shops and ski areas.

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

Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: This holiday home rental outside of Hillsdale is located on a river, and has an arcade/games room, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Hillsdale?

With 48 Expedia holiday rentals, you're guaranteed 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 holiday rental in Hillsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsdale. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for families.