Monthly Rentals in Woodbury

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

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Nearby monthly rentals

Guest favourite
Home in Woodbury
4.89 out of 5 average rating, 64 reviews

Historic Country Retreat in Litchfield County

MeganRating, 5 stars3 months ago
Absolutely perfect stay! This cozy, historic home in Woodbury is a true hidden gem. Tucked away on a peaceful, quiet road, it offered a serene escape surrounded by nature. We loved waking up to views of wildlife and the sounds of nature—it felt like our own little private retreat. The owners were warm, welcoming, and ensured we had everything we needed for a comfortable stay. The charm of the home and its historic touches made it even more special. Highly recommend for anyone seeking tranquility and a memorable stay. Five stars!
Guest favourite
Flat in Middlebury
4.94 out of 5 average rating, 108 reviews

Cozy Apartment with Water View of Brook

TiffanyRating, 5 stars1 month ago
Traci’s place is a gem 💎! It was just as described plus more! It felt like you were tucked away in a winter wonderland forest because I was there during a snow storm. Traci even went above and beyond because she salted the ground and made sure it was clear and safe. The faucet water is filtered at this house which was a luxury for me! The bed was a dream to sleep on, and the propane heat made it nice and cozy inside! Perfect for a peaceful getaway or to catch up on much needed work because the wifi was fast. Also please check out the pizza place right around the corner, it’s absolutely delicious with great service!
Guest favourite
Loft in Woodbury
4.94 out of 5 average rating, 36 reviews

Country Loft

WilliamRating, 5 stars3 months ago
I really can't say enough about how much we have enjoyed being at Claire's "Country Loft." The apartment has everything you need, has unique features, beautiful light and we felt right at home for our 30 days here. Claire was a wonderful host, always available to answer questions. We will definitely stay here again the next time we are in the area.
Guest favourite
Guest suite in Washington
5 out of 5 average rating, 56 reviews

Custom industrial farmhouse Apt in Washington Dpt

AmyRating, 5 stars1 month ago
Joline’s place is a hidden gem. Very cozy/clean/quiet space near Steep Rock Preserve. It was a perfect stay for two of us. 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 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 Woodbury's top sights

Quassy Amusement Park & Waterpark38 locals recommend
Market Place Kitchen and Bar30 locals recommend
New Morning Market29 locals recommend
Good News Restaurant and Bar22 locals recommend
John's Cafe16 locals recommend
Flanders Nature Center13 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.