Monthly Rentals in Bear Mountain, Tomkins Cove

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

Nearby monthly rentals

Guest favorite
Guest suite in Fort Montgomery
4.96 out of 5 average rating, 110 reviews

West Point/Bear Mountain/Hudson Valley Getaway

MitchRating, 5 stars2 weeks ago
The Deer Run apartment in Fort Montgomery was an ideal base for our planned activities in the West Point area. Comfortable and nicely-outfitted space with all advertised amenities. Excellent exchange of communication with Glenn helped clarify a few minor issues and provided information specific to our better enjoyment of the region. Will be pleased to again consider this AirBnb if future travel brings us back to West Point.
Top guest favorite
Guest suite in Cornwall
4.96 out of 5 average rating, 102 reviews

Studio in Cornwall

SummerRating, 5 stars1 week ago
This Airbnb was an awesome spot for us! It had everything we needed. Both hosts were amazing and helpful. We will definitely be back! Great location if you are traveling to West Point.
Guest favorite
Home in Fort Montgomery
4.9 out of 5 average rating, 31 reviews

West Point Cottage

GeneRating, 5 stars3 weeks ago
Derek's place is exactly what we were looking for. We felt at ease from the moment that we entered the property. It was easy to find, easy to park, easy to gain entrance and very welcoming! The quiet neighborhood and comfortable bed made for a great night's sleep. We had everything that we needed plus more. We stayed here while visiting our West Point Cadet granddaughter. It was only a 12 minute drive from Derek's place to 606 Thayer Road where we met up with our Cadet. We had stayed in Highland Falls on other visits. It was worth the extra 2 or 3 minutes drive to stay in Derek's place in Ft. Montgomery. Highly recommended!
Guest favorite
Guesthouse in Peekskill
4.93 out of 5 average rating, 267 reviews

Peekskill Carriage House Downtown Studio

WalterRating, 5 stars2 weeks 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.

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 Bear Mountain, Tomkins Cove's top sights

Trailside Museums & Zoo20 locals recommend
Bear Mountain Ice Rink17 locals recommend
Fort Montgomery16 locals recommend
Perkins Memorial Tower9 locals recommend
Bear Mountain Inn - Overlook Lodge6 locals recommend
Bear Mountain Pool5 locals recommend
*Some exclusions may apply in certain geographies and for some properties.