Monthly Rentals in Pleasant Valley

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

Nearby monthly rentals

Guest favourite
Flat in Millbrook
4.93 out of 5 average rating, 230 reviews

Red Tail Ridge

LizRating, 5 stars3 weeks ago
This place was really lovely. It was quiet and all was very peaceful. I will definitely be back!
Guest favourite
Cabin in Pleasant Valley
5 out of 5 average rating, 48 reviews

Secluded Mountaintop Getaway

JanetRating, 5 stars1 month ago
The charming cottage and grounds were perfect for our quiet retreat in a beautiful, private, and natural setting. The cottage is tastefully remodeled with obvious loving care displayed in the elegant simplicity. We enjoyed every aspect of each well thought-out and tastefully furnished room. The cottage was spotless and fully supplied. The many large windows provide a feeling of spaciousness that brings the outdoors indoors. The large covered deck provides an appealing outdoor living area. The large and artfully designed kitchen window takes maximum advantage of the mountain-top view. The large rolling grounds are kept in a very natural setting encouraging you to stroll out to the pond or sit and watch the birds and deer enjoy the surrounding forest. The hosts were very communicative, responsive, and pleasant to deal with. The day of our arrival, they suggested an SUV to deal with the very steep paved driveway, just in time for us to switch our rental car to an SUV which worked well.
Guest favourite
Home in Pleasant Valley
4.93 out of 5 average rating, 67 reviews

Cosmic Hollow

AndreaRating, 5 stars3 weeks ago
We had a wonderful stay at Cosmic Hollow in Pleasant Valley. The home was super private, cozy, and had everything we needed to have dinners and just relax. The grounds were super nice and we enjoyed walking around and looking at the old stone walls. We loved driving the country roads and going over to the Dover Stone Church. It was quite easy to get back over to the Vassar Campus. Our daughter graduated and we wanted a nice airbnb for the family. Disco ball was a funky touch. Thanks so much.
Superhost
Flat in Pleasant Valley
4.71 out of 5 average rating, 7 reviews

Beautiful Nature Getaway! 1.5h from Midtown NYC

LukeRating, 5 stars6 months ago
Jenny and Jose are. wonderful hosts!. They quickly resolve any issue you may have. The property is quiet, peaceful and full of nature. The residence is roomy. sunny, clean and homey with full kitchen and amenities. The property in Pleasant Valley NY is within short driving distances to FDR estate. Mills mansion, Washington's headquarters , The Culinary Institute and much more. If you plan to visit in the Dutchess County area, this is a perfect choice for a home Basa at a great price!

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 holiday 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.
*Some exclusions may apply in certain geographies and for some properties.