Monthly Rentals in Simsbury

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

Nearby monthly rentals

Guest favorite
Cottage in Granby
4.89 out of 5 average rating, 193 reviews

The Little Red Schoolhouse ~ Circa 1877

KarenRating, 5 stars2 weeks ago
This is a lovely historic building in peaceful surroundings. It's spacious and clean inside, with comfortable beds and couches. If you have problems with steep stairs it might be tricky, but there are two handrails to help. The only bathroom is downstairs - something to keep in mind if you need to get up at night. The host was very responsive about some minor repair issues we reported. I'd be happy to stay there again!
Top guest favorite
Farm stay in West Simsbury
4.96 out of 5 average rating, 481 reviews

Flamig Farm Staycation

JessicaRating, 5 stars1 week ago
Had a great stay with my family. My city kids will remember the experience! We really enjoyed participating in farm life for a morning and spending time with the people and animals and this beautiful place. “Farm chores” were optional but more substantial than I imagined — on our stay, it wasn’t like a brief experience crafted for tourists, but more like “shadowing” a whole morning of duties in the care of a variety of animals and their habitats. There’s also a small but thoughtfully designed playground on site which was a conducive stage for imaginative play.
Top guest favorite
Guest suite in Bloomfield
5 out of 5 average rating, 113 reviews

Guest Suite with Private Entrance & View

TakaRating, 5 stars1 month ago
Christine's place was wonderful and I would recommend it to anyone looking for a place to stay in the area. The suite was quiet, clean, and peaceful. She was also very quick to respond to any concerns. I hope to be back soon!
Superhost
Farm stay in Bloomfield
4.79 out of 5 average rating, 29 reviews

Auerfarm Farmstay Crispin Cottage (173)

KenRating, 5 stars3 months ago
Had a great stay at the Crispin Cabin. Erica was awesome and was there to answer any question I had. We took a farm tour and my 2 sons could not have been more thrilled with their experience. Thanks- we will be back!

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 Simsbury's top sights

Heublein Tower37 locals recommend
Talcott Mountain State Park34 locals recommend
The Shoppes at Farmington Valley18 locals recommend
Millwright's Restaurant and Tavern15 locals recommend
Abigail's Grille and Wine Bar14 locals recommend
Harvest Cafe & Bakery12 locals recommend
*Some exclusions may apply in certain geographies and for some properties.