Monthly Rentals in Benson

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Guest favourite
Apartment in Whitehall
4.97 out of 5 average rating, 37 reviews

Apartment B, Historic building

JamesRating, 5 stars1 month ago
Third time staying and would highly recommend. Peggy is an amazing host making things easy. Feels like a second home to us!
Top Guest favourite
Guest suite in Lake Bomoseen
4.97 out of 5 average rating, 189 reviews

My house is your house!

GavinRating, 5 stars1 week ago
This place is a gem of a find. If you’re looking for something serene, unique, and comfortable, look no further. Both the interior and exterior of the space are as picturesque as the surrounding area, and David as a host makes the experience exceptional. He has curated a space with a lot of character and passion, and graciously shares that space with his guests with a clear aim that we feel comfortable. Would absolutely stay again in the future.
Top Guest favourite
Home in Castleton
5 out of 5 average rating, 10 reviews

Main Street Retreat

LoriRating, 5 stars3 weeks ago
We traveled from the Berkshires to Castleton for my daughters AAU Basketball tournament . Julie texted and asked what time was our arrival Friday night , she went and had lights on for us . The house was beautiful , spotless and very roomy for us all . Was centrally located and easy to get to all the games and was able to go back to in between games .. Definitely enjoyed our stay in Vermont
Superhost
Cabin in Orwell
4.8 out of 5 average rating, 81 reviews

Cabins on Lake Sunset W/Large Boathouse

TracieRating, 5 stars7 months ago
This is a place that we are fortunate to go to each year. Our entire family loves the cabin and peaceful lake. I think this is our 7th year. If you’re looking for tranquil, this is the perfect place. I’m so grateful Sharon makes this home available for people to enjoy. We will continue to make sure we fit in a time each year to take advantage of the opportunity to stay and truly rest, we truly enjoy her place ! 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 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 Wi-Fi 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.
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