Monthly Rentals in Pine Plains

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

Nearby monthly rentals

Top guest favourite
Cottage in Pine Plains
4.99 out of 5 average rating, 137 reviews

Pine Plains Cottage

SophiaRating, 5 stars2 weeks ago
Cute little pad to explore the Hudson Valley from! Would recommend to anyone looking for an easy-going place to stay in Pine Plains.
Guest favourite
Home in Pine Plains
4.95 out of 5 average rating, 63 reviews

Charming Country House w/ fire pit & mtn views!

MeganRating, 5 stars6 days ago
We've been traveling to the Hudson Valley area a few times a year and Katie's house is by far the best Airbnb we have stayed in! We had a bottle of wine waiting for us when we arrived just after 5pm - perfect for a little happy hour upon arrival! The house had everything we needed for our family of four, including some kids toys and books. My son loved all the cozy throw blankets on every sofa and we all loved the outdoor swings. The furniture was comfortable and the house was spacious. We loved looking out the windows to a mountain view. We plan to come back in the future. Thank you, Katie!
Guest favourite
Cabin in Pine Plains
4.97 out of 5 average rating, 226 reviews

The Upstate A - Modern Luxury in the Hudson Valley

GinaRating, 5 stars3 weeks ago
Loved our stay, celebrated my 30th birthday and really enjoyed the A frame vibe! Perfect place to hide out in rainy weather, but we were able to do the recommend Thompson pond preserve hike and it exceeded expectations. Such a cool yet easy hike.
Top guest favourite
Apartment in Pine Plains
4.98 out of 5 average rating, 169 reviews

Newly renovated cutie

MargaretRating, 5 stars1 week ago
This was a very comfortable place to stay. It is set back from the road so was nice and quiet; peaceful. Although the unit is below the main house it felt very private. The kitchen is very well stocked for those of us that like to cook when travelling. Lisa provided clear information on the unit, making it easy to check in.

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

Travelling 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 Pine Plains's top sights

Stissing House72 locals recommend
Stissing Mountain Fire Tower Parking Area15 locals recommend
Peck's Food Market6 locals recommend
Hammertown Barn4 locals recommend
Lia's3 locals recommend
Tower Pizza5 locals recommend
*Some exclusions may apply in certain geographies and for some properties.