Monthly Rentals in Winchester
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favourite
Rental unit
5 out of 5 average rating, 5 reviewsUnit 8 Fox Flats Studios @ Neenah, WI
Guest favourite
Cabin
4.99 out of 5 average rating, 221 reviewsBarndominium with Goats, Hot Tub, Forest & River
Guest favourite
Home
4.96 out of 5 average rating, 26 reviewsCozy Two Bedroom Home
Guest favourite
Farm stay
4.89 out of 5 average rating, 73 reviewsComfy Cabin on 170 Beautiful Acres - Come Explore!
The comforts of home and great monthly rates
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.
Popular amenities for monthly rentals
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*Some exclusions may apply in certain geographies and for some properties.