Monthly Rentals in Philipstown

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

Nearby monthly rentals

Guest favorite
Apartment in Philipstown
4.9 out of 5 average rating, 226 reviews

Foxglove Farm

MariaRating, 5 stars2 weeks ago
The property is beautiful, we really enjoyed our stay! The weather did not cooperate with us, it was drizzling most of the time, but we still made the best of the outdoors!
Top guest favorite
Guesthouse in Philipstown
5 out of 5 average rating, 87 reviews

Historic 1 bedroom home in Cold Spring, NY

MarinaRating, 5 stars1 week ago
Our weekend stay at Pieter's was WONDERFUL despite the rainy weather. The place is very cozy and clean, with the fireplace (wood stove) being a definite highlight. A treat after a day of exploring on a cold weekend. Pieter is a great host. Very accommodating and communicative. His hospitality is above and beyond. Highly recommend this place.
Guest favorite
Apartment in Nelsonville
4.85 out of 5 average rating, 158 reviews

Wooded stream side Retreat

JesseRating, 5 stars3 weeks ago
Lorelei was very responsive and kind. I really enjoyed staying, a particular highlight is the stream behind the home, which is quaint and peaceful. The space is cozy but nicely sized. I felt very welcomed.
Top guest favorite
Home in Philipstown
4.93 out of 5 average rating, 128 reviews

Cozy 3 bedroom house on quiet private road

ScottRating, 5 stars1 month ago
Having a current child / Cadet at West Point and also another child / graduate of West Point , we always make it a point to stay at different Airbnbs in small towns around the USMA on both sides of the Hudson River . Melanie ‘s place was wonderful. Plenty of rooms/ beds for our Parent Weekend visit. Peaceful and safe location , yet a short 20 minute drive to the Academy . We felt right at home and look forward to staying at Melanie’s place again . The house was very clean and we had no issues at all !! Thank you

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 Philipstown's top sights

The Roundhouse129 locals recommend
Boscobel House and Gardens96 locals recommend
Quinn's95 locals recommend
Dogwood84 locals recommend
Storm King Mountain33 locals recommend
Hudson Valley Brewery80 locals recommend

Destinations to explore

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