Monthly Rentals in Woodbury

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

Nearby monthly rentals

Guest favourite
Home in Woodbury
4.89 out of 5 average rating, 66 reviews

Historic Country Retreat in Litchfield County

TiffanyRating, 5 stars2 months ago
My family absolutely loved our stay! The home has been beautifully restored and is comfortable and clean. It was the perfect quiet getaway we were hoping for, while being close to all conveniences such as grocery stores, restaurants and coffee shops.
Guest favourite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Superhost
Holiday home in Woodbury
4.86 out of 5 average rating, 21 reviews

UNIQUE and GORGEOUS historic loft style rental

DavidRating, 5 stars2 days ago
My partner and I had an amazing time at Jamie’s home. It was charming, spacious and very cozy! You can tell that the space was carefully designed to create a warm and inviting environment. Jamie is so kind, quick to respond to our questions, and very accommodating. This is a special place, absolutely worth the money.
Guest favourite
Loft in Woodbury
4.94 out of 5 average rating, 36 reviews

Country Loft

WilliamRating, 5 stars5 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.

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 & Waterpark39 locals recommend
New Morning Market4 locals recommend
Good News Restaurant and Bar6 locals recommend
John's Cafe4 locals recommend
Flanders Nature Center4 locals recommend
Hollister House Garden6 locals recommend
*Some exclusions may apply in certain geographies and for some properties.