Monthly Rentals in Chester
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favorite
Guesthouse in Cavendish
4.95 out of 5 average rating, 131 reviewsCozy Cavendish Bunkhouse
Guest favorite
Home in Chester
4.95 out of 5 average rating, 39 reviewsStunning farmhouse-Historic village-Mins to Skiing
Guest favorite
Guesthouse in Chester
4.92 out of 5 average rating, 170 reviewsHistoric Carriage House-20 Min to Okemo-Cozy Stay
Guest favorite
Barn in Chester
4.99 out of 5 average rating, 574 reviewsInviting studio apartment above barn in Vermont
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 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.
Popular amenities for monthly rentals
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- Rentals with a fireplace Chester
- Rentals with outdoor seating Chester
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- Kid-friendly rentals Chester
- House rentals Chester
- Family-friendly rentals Chester
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- Monthly Rentals Windsor County
*Some exclusions may apply in certain geographies and for some properties.