Monthly Rentals in Middlebury

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

Nearby monthly rentals

Guest favorite
Apartment in Middlebury
4.95 out of 5 average rating, 21 reviews

Chipman Hill Apartment.

SabrinaRating, 5 stars2 months ago
Paul was a great host; he even left us some fresh local donuts! The place was perfect for our 2-day stay, close to town and Middlebury Ski Bowl. He was also flexible with me changing the dates.
Top guest favorite
Cottage in New Haven
4.99 out of 5 average rating, 173 reviews

Hilltop Cottage With a View

JenRating, 5 stars2 months ago
I really enjoyed my stay! The hosts are gracious and thoughtful, providing all the little extra things you might need to shop for otherwise and a few little to treats to enjoy during my stay. The cottage was conveniently located from Burlington International and about 10 minutes from the town of Middlebury. It was impeccably clean. I really liked the cathedral ceilings and the little back porch that faces the Adirondacks. I hope to be back in the future when it's warmer and the snow melts so I can spend more time outside.
Top guest favorite
Apartment in Middlebury
4.89 out of 5 average rating, 57 reviews

Park-like Neighborhood in Middlebury

ClareRating, 5 stars3 weeks ago
I couldn't have been happier with my stay in this charming apartment. Clean, lovely furnishings, thoughtful and welcoming touches throughout. Abundance of natural light, quiet and private, less than 5 -minute drive to town. Theresa and Ben are friendly and helpful, immediately responsive to any questions. Would definitely stay here again and recommend it highly.
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 432 reviews

Nice one bedroom cottage

JeanRating, 5 stars6 days ago
Fantastic little place close to Middlebury college. Julia’s cottage was cute and cozy. My boyfriend and I only needed one night because of our travel plans but we would have loved a longer stay. Next time! Julia was a great host with thoughtful touches like snacks and fruit and toiletries waiting for us. Definitely would stay here again and recommend to anyone visiting the area.

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

Two Brothers Tavern64 locals recommend
Fire & Ice53 locals recommend
Middlebury Natural Foods Co-Op46 locals recommend
The Otter Creek Brewery43 locals recommend
Shaw's40 locals recommend
Woodchuck® Cider34 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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