Monthly Rentals in Hillsdale

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Cabin in Hillsdale
4.81 out of 5 average rating, 318 reviews

Rustic, peaceful and affordable cabin

JonathanRating, 5 stars1 week ago
The house was the perfect combination of cozy cabin and modern accommodation. Plenty of space inside, beautiful property, and a short drive to everything we planned to do. We’d definitely stay again.
Guest favorite
Home in Copake
4.92 out of 5 average rating, 60 reviews

Yellow Door House

EstelleRating, 5 stars6 months ago
Yellow Door House was a fantastic stay, paired with an even more incredible host. The house itself was well-furnished and clean, with plenty of extra house supplies for us to use. Kathleen was also impeccable as a host, going above and beyond to make sure we had a great experience; one of our party left behind a water bottle, and she was so accommodating as to ship it back to us. I could not recommend this place more!
Top guest favorite
Home in Hillsdale
5 out of 5 average rating, 44 reviews

Sprawling Farmhouse + Cottage Perfect for Groups

AmyRating, 5 stars3 months ago
My family and a group of friends had the absolute best stay here! I cannot recommend this spot enough. The house and cottage are incredibly comfortable, cozy, and well designed. The home was suitable for adults and children, and we loved meandering around the gorgeous property or sitting around the fire playing board games. The hosts have curated such a warm and livable space! If you're looking for a quiet and spacious spot to host a group, this really is THE spot. It also could not be more conveniently located - right by the grocery store, a stone's throw from great restaurants and Catamount Ski Resort. 10/10 recommend!
Top guest favorite
Cottage in Hillsdale
4.95 out of 5 average rating, 194 reviews

Cozy Cottage Berkshires & Hudson Catamount

CristinaRating, 5 stars4 months ago
Highly recommend! Kelly is an attentive and responsive host. I have stayed in both the cottage and the Inn. The Inn will take you back in time as Kelly has preserved its history well. The cottage is cozy! Lovely to be in the heart of Hillsdale with the Rail Trail, Twisted Sisters coffee shop and Roe Jan Brewing Co. Thank you again, Kelly! I will be back!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Hillsdale's top sights

Crossroads Food Shop60 locals recommend
Roe Jan Brewing Co.51 locals recommend
Hillsdale Supermarket37 locals recommend
Hillsdale General Store34 locals recommend
Copake Hillsdale Farmers Market31 locals recommend
Roeliff Jansen Park11 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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