Monthly Rentals in Middlebury

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

Nearby monthly rentals

Superhost
Vacation home in Woodbury
4.85 out of 5 average rating, 20 reviews

UNIQUE and GORGEOUS historic loft style rental

AdamRating, 5 stars3 weeks ago
Jamie is a fantastic host! She is also kind-hearted and very hospitable. For example, Jamie asked me to let her know if I would be arriving after dark during check-in in order to leave the lights on for me and she checked in with me during this longer stay to see how everything was going, offering me recommendations for restaurants in the area or nearby hiking spots. If you get the opportunity to stay at her beautiful home I highly recommend it! Thank you Jamie!
Guest favorite
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars5 days ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Top guest favorite
Barn in Roxbury
5 out of 5 average rating, 36 reviews

Fully Renovated Rural Barn

AndrewRating, 5 stars2 weeks ago
Kevin and Mina’s barn is incredible. Lots of time and effort put into making it such a great space.
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 11 reviews

New England Charm!

DavidRating, 5 stars5 days ago
I've stayed her many times for business trips. Always convenient, comfortable and quiet. Meets my needs ideally.

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 Middlebury's top sights

Quassy Amusement Park & Waterpark39 locals recommend
Hop Brook Lake10 locals recommend
Mill House Antiques3 locals recommend
Dunkin'7 locals recommend
Vyne Restaurant & Bar5 locals recommend
Waterbury Hospital5 locals recommend
*Some exclusions may apply in certain geographies and for some properties.