Monthly Rentals in Brewster

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

Nearby monthly rentals

Guest favourite
Cabin in Carmel Hamlet
4.96 out of 5 average rating, 55 reviews

Cozy Log Cabin Getaway

CarterRating, 5 stars4 weeks ago
Amy and Kevin were absolutely wonderful! It was so nice to get out of the city and stay in such a beautiful cabin. It has a rustic feel while having all of the amenities and conveniences that you are looking for. Amy and Kevin are also such wonderful people they made sure that the trip was easy and fun and responded immediately anytime I had a question. The area was private but also close to a bunch of great restaurants, grocery stores, and gas stations. I couldn’t have asked for a better place to stay!
Guest favourite
Cottage in Carmel Hamlet
4.98 out of 5 average rating, 54 reviews

Quiet cottage among the trees (30 night minimum)

SherrieRating, 5 stars1 month ago
One of the cleanest Airbnb's I've seen - the hosts are very nice and meet you to explain how things work. The bed upstairs was really comfortable. The spiral staircase is wide and sturdy. The shower had plenty of hot water. The kitchen has a large oven and an excellent dishwasher. If you prefer takeout - I suggest - DeCicco's for prepared foods, a bakery and extensive beer selection. 8 miles beyond that are Trader Joes, Whole Foods and the Shake Shack (take the side streets, not the highway).
Top guest favourite
Guesthouse in Mahopac
4.95 out of 5 average rating, 223 reviews

Lakeview Guesthouse with Sauna

CatherineRating, 5 stars1 week ago
This is a gorgeous guest house with a lovely view of the lake. Didn’t get to try the sauna but appreciated that it was available all hours. Shower and bed were nice! We traveled here on bike while going from Poughkeepsie to NYC on the Empire State Trail. The house is close to the trail and they gave us good bike directions. Great place to stop to split up the 100 mile journey - right in the middle!
Guest favourite
Guesthouse in Brewster
4.94 out of 5 average rating, 140 reviews

Sherwood Barn - close to ski mountain

JenniferRating, 5 stars3 weeks ago
Beth was very kind and responsive. Great place to stay!

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 Brewster's top sights

Southeast Train Station Parking8 locals recommend
Putnam Trailway Parking6 locals recommend
Bull and Barrel Brew Pub5 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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