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Check prices for these dates

Next weekend
Apr 11 - Apr 13
In two weeks
Apr 18 - Apr 20
In one month
May 2 - May 4
In two months
May 30 - Jun 1

Browse Select Hillsdale Villas

The Kemble- Built by a US Secretary of State in Lenox
Exterior detail

The Kemble- Built by a US Secretary of State in Lenox

10.0 out of 10, Exceptional, (16)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
Catskill Villa/Pool with Hudson River View
Interior

Catskill Villa/Pool with Hudson River View

9.0 out of 10, Wonderful, (2)
"Really enjoyed our stay and the town."
Catskill Villa/Pool with Hudson River View
5k+ Sq Ft of Luxury Living on 54 Acres near Hudson
Property grounds

5k+ Sq Ft of Luxury Living on 54 Acres near Hudson

8.0 out of 10, Very good, (5)
"Property was perfect for our group trip. The house was clean, spread out, well air-conditioned during the summer, and provided a number of sleeping options (easily sleeping 10). The outside was perfect for our guys-trip - lots of space, nice patio with overhang, and the pool was incredible. Overall the house was great, and Gautam was a great host - easy to communicate with, providing additional air mattresses and towels in every room. The house is 15-20 minutes from Hudson/Catskill towns, and...
5k+ Sq Ft of Luxury Living on 54 Acres near Hudson
7 nights in our 1 br, full kitchen villa. Only 110 per night
Indoor pool, outdoor pool

7 nights in our 1 br, full kitchen villa. Only 110 per night

7 nights in our 1 br, full kitchen villa. Only 110 per night
Mountain-View Retreat @ Heart of Hudson with Decks, Designer Decor & Game
Terrace/patio

Mountain-View Retreat @ Heart of Hudson with Decks, Designer Decor & Game

Mountain-View Retreat @ Heart of Hudson with Decks, Designer Decor & Game
Secluded Art & Architecture in Nature Retreat - hi
Interior

Secluded Art & Architecture in Nature Retreat - hi

Secluded Art & Architecture in Nature Retreat - hi
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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Other property types in Hillsdale

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.4 out of 10, Very good, (5)
"We always live these cabins & we've been coming for years!"
The price is CA $250
CA $271 total
includes taxes & fees
Apr 2 - Apr 3
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is CA $186
CA $201 total
includes taxes & fees
Apr 17 - Apr 18
Micosta Leisure Inn
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (240)
"This beautiful carriage house is ingeniously designed with no wasted space. Surrounded by nature, it is totally private, yet it is two minutes from shops and restaurants. The window seats are sublime and the heated floors offered relief after afternoons spent hiking in the cold. "
The price is CA $215
CA $326 total
includes taxes & fees
Apr 2 - Apr 3
Berkshire Village Carriage House - Super Private!!
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.

Frequently asked questions

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Use Expedia to find your dream villa in Hillsdale. Traveling with the family? Make use of our filters to search for stays with amenities like a pool. If you’re on a budget, select how much you’d like to spend and the star rating of the property. We’ll help you find the perfect fit that suits your style and taste.
How can I find cheap villas in Hillsdale?
With Expedia’s helpful filter tool, booking cheap villas in Hillsdale is easy. To discover accommodations that give you the most bang for your buck, narrow your search results by amenities, budget and star rating.
What is there to do near my villa in Hillsdale?
The perfect travel accessory is a well-thought-out travel plan. Catamount Aerial Adventure Park is a wonderful spot to start your adventures in Hillsdale.