Monthly Rentals in Peekskill

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

Nearby monthly rentals

Top guest favorite
Home in Mohegan Lake
4.95 out of 5 average rating, 56 reviews

A nice place to getaway

LizRating, 5 stars4 days ago
We’ve stayed at Filiz’s place a few times and it’s perfect! Quiet, clean, and easy to get to where we needed to be. We’ll be back!
Guest favorite
Guesthouse in Peekskill
4.93 out of 5 average rating, 267 reviews

Peekskill Carriage House Downtown Studio

WalterRating, 5 stars1 week ago
I really enjoyed my stay at John's Carriage House in April 2025. It is the perfect spot for one or two people. The unit is nicely designed, spacious, very clean and very comfortable. The house is completely separate from the owner's main house, so you have privacy but you know the owner is just a stone's throw away if you need anything. Getting in and out of the driveway was easy and there is a dedicated parking area for guests. You are in easy walking distance to the center of Peekskill if you want to go shopping or eat out. Really enjoyed my stay at the Carriage House and will stay there again next time I need to be in Peekskill.
Superhost
Apartment in Peekskill
4.8 out of 5 average rating, 164 reviews

Little haven by the woods

SamuelRating, 5 stars2 weeks ago
We needed a place to stay locally at the last minute and Suzette's place was available for 3 nights. Even being locals, we thought the location was premium, being very close to the amenities of downtown Peekskill as well as the beautiful Blue Mountain Reserve area. There is a walkable trail right by the house. The pet friendly listing was another bonus as we needed to be with our cats. We would definitely stay here again if we were in a similar situation, and I can see how out of town visitors would enjoy it as well.
Guest favorite
Apartment in Ossining
4.87 out of 5 average rating, 84 reviews

Studio Apartment with Private Deck

DanielRating, 5 stars7 months ago
We enjoyed our stay in Gretchen's studio. While small, it had everything we needed for our 3-day stay. It's in an old, 19th century house in an historic neighborhood, but very close to downtown Ossining, where there are several good restaurants, shops, and services. It's an easy, 5-minute walk downhill to downtown - coming back up is a bit of a climb, but good exercise! The studio looks out on a nice backyard garden, and is very private and safe feeling. Gretchen was very responsive and helpful.

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 Peekskill's top sights

The Peekskill Brewery37 locals recommend
Birdsall House19 locals recommend
Paramount Hudson Valley Theater16 locals recommend
Taco Dive Bar16 locals recommend
The Peekskill Coffee House15 locals recommend
Peekskill12 locals recommend
*Some exclusions may apply in certain geographies and for some properties.