Monthly Rentals in North Canaan

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

Nearby monthly rentals

Top guest favorite
Guest suite in Falls Village
5 out of 5 average rating, 29 reviews

Cozy Railroad Street Retreat

SueRating, 5 stars1 week ago
A rare gem; Cute, adorable, cozy, impeccable cleanliness and a fabulous owner! What more does one, or, two need to become a great getaway? Nothing because Rebecca has thought of it all and you don’t need to! Everything is so comfortable and inviting. What a great time we had at her spot! Plenty to do in the area from shopping to dining to a rodeo and dog show. We packed it all into 3 days and had a great time. We’re thrilled to have found this peaceful and tranquil spot. Thank you, Rebecca, for making our getaway so wonderful and for your kindness and hospitality. Simply the best! Simply put, one of our best
Top guest favorite
Guesthouse in Sheffield
5 out of 5 average rating, 16 reviews

Black Bear Bungalow, Sheffield Mass. U Will Love!

KianRating, 5 stars4 weeks ago
Beautiful space in a beautiful setting! We had a wonderful stay in this comfortable and cozy bungalow surrounded by greenery. Karen was so accommodating and responsive with a last minute booking - we felt so lucky to end up in such a gorgeous place on an impromptu trip! Would definitely stay here again.
Top guest favorite
Farm stay in Canaan
4.98 out of 5 average rating, 87 reviews

A luxurious farm hideaway in the treetops

VictoriaRating, 5 stars1 week ago
We had a fantastic stay at Lara’s Place in South Canaan, Connecticut. The apartment was spotless, cozy, and came with incredibly clear instructions, Lara even put together a detailed manual that made using everything super easy. Lara was especially communicative and helpful throughout. She shared a generous list of general recommendations before our stay, and once she learned more about our interests, she followed up with even more tailored suggestions. Her thoughtfulness made a big difference in how we planned our weekend. The farm setting is absolutely stunning, gorgeous views in every direction. We originally booked Lara’s Place because of the pool and serene surroundings. Although it ended up raining all weekend, we still had a wonderful and relaxing time. The apartment was so comfortable and the area has no shortage of charming towns, shops, great restaurants, and things to do. Highly recommend, and I would absolutely stay at Lara’s Place again!
Top guest favorite
Home in Canaan
5 out of 5 average rating, 21 reviews

Fickle Fox Farm. Spring in the air, Summer is soon

BradRating, 5 stars5 months ago
Staying at Amanda and Andrew’s place in Canaan, CT is an exceptional airbnb experience. The home and property are in excellent condition, exactly as pictured in the airbnb profile . And, Amanda and Andrew are quintessential hosts, friendly and responsive. We cannot recommend staying here highly enough. Thank you Amanda & Andrew !

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