Monthly Rentals in Middlebury

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.

Top Guest favourite
Apartment in Goshen
4.99 out of 5 average rating, 188 reviews

Wildwood at the Ol' Barn

AmyRating, 5 stars1 week ago
This was our second stay at Wildwood and it was just as lovely as the first time. We wanted to spend some time in Shipshewana, Middlebury and Goshen and this location is perfect for all those places. It's so peaceful and has everything you could need. The cookies Lynette leaves are DELISH and she's so quick to respond if you should need anything. I'm sure we'll be back again some day!
Top Guest favourite
Home in Middlebury
5 out of 5 average rating, 33 reviews

Peaceful Home in Middlebury

ThadRating, 5 stars2 weeks ago
Thanks again very enjoyable and the Carmel corn was an unexpected treat. The house was clearly prepared for hosting.
Top Guest favourite
Loft in Shipshewana
4.97 out of 5 average rating, 235 reviews

Hidden Country Hide-A-Way

JillRating, 5 stars2 weeks ago
Nate and Autumn’s place was just perfect and exactly as described. We loved the private location and the beautiful surroundings. The pathways through the woods were awesome for a late afternoon walk, as well. We definitely will stay here again.
Guest favourite
Home in Middlebury
4.91 out of 5 average rating, 243 reviews

Mayberry on 8 In Amish Country Sleeps 12+

MarvinRating, 5 stars4 months ago
Very relaxing place to spend family time together, with room for everyone. Appreciate the owner’s and innkeeper’s response to questions about the thermostat setting, WiFi access (my bad on that one for not reading the whole Welcome board in the dining room!). Great family time, great accommodations!

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.

Stay near Middlebury's top sights

Das Dutchman Essenhaus43 locals recommend
Krider "World’s Fair" Garden11 locals recommend
The Legendary Grind11 locals recommend
41 Degrees North Restaurant and Bar10 locals recommend
Pumpkinvine Nature Trail Parking, CR 359 locals recommend
West on Warren Gallery + Grill9 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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