Monthly Rentals in Winsted

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

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Nearby monthly rentals

Guest favorite
Loft in Litchfield
4.72 out of 5 average rating, 39 reviews

Lovely 2 bedroom loft on historic main street

SteveRating, 5 stars2 months ago
We want to thank the hosts for being flexible and responsive as we welcomed our first grandchild. Everything worked and was clean. No complaints.
Top guest favorite
Home in Watertown
5 out of 5 average rating, 14 reviews

Vintage Retreat

AimeeRating, 5 stars4 months ago
We could have stayed FOREVER!! So beautiful. We cooked the weekend away and enjoyed every minute!! Thank you so much! Looking forward to booking again!
Guest favorite
Apartment in Glencoe
5 out of 5 average rating, 29 reviews

Charming Apartment in Glencoe

BriannaRating, 5 stars1 month ago
The place was absolutely adorable. I loved the open brickwork design. It was a very spacious apartment and had a lot of space for a lot of people. It felt very clean. There is a nice big table to comfortably accommodate all guests. The stairs going up to the apartment are fairly narrow, and there are a lot of them, which is mentioned in the description, so keep that in mind. Also, the kitchen cabinets and drawers felt a bit disorganized, but that’s probably to be expected with so many people coming and going. While we were there, the shop beneath us was taking down Christmas decorations, and it was quite loud. However, they did not do it during quiet hours, so it’s not anyone’s fault, I just didn’t want to be woken up at seven am to a drill. 🙃 Other than that, I absolutely loved this little place and would totally stay here again. It’s right down the street, within walking distance, from an adorable little coffee shop called Rhema Coffee. I would highly recommend it.
Guest favorite
Guest suite in Dassel
4.89 out of 5 average rating, 219 reviews

Peace of Nature Rustic Retreat

ClaireRating, 5 stars1 week ago
Thanks for a relaxing stay & for providing fun activities for our little one! Take care.

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.
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