Monthly Rentals in Winter Park
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Top guest favourite
Flat in Winter Park
5 out of 5 average rating, 15 reviews1BR Condo in Winter Park, CO
Guest favourite
Apartment in Winter Park
4.97 out of 5 average rating, 75 reviewsMtn condo - hot tub, bus line, stocked kitchen
Top guest favourite
Flat in Winter Park
4.98 out of 5 average rating, 61 reviewsFraser Crossing Ski/in Out #3422
Guest favourite
Apartment in Winter Park
4.89 out of 5 average rating, 123 reviewsStudio Condo in the Heart of Winter Park! lic#9602
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
Stay near Winter Park's top sights
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- Rentals with an EV charger Winter Park
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- Rentals with a washing machine and dryer Winter Park
- Family-friendly rentals Winter Park
- Rentals with lake access Winter Park
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- Rentals with a kayak Winter Park
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- Pet-friendly rentals Winter Park
- Waterfront rentals Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
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*Some exclusions may apply in certain geographies and for some properties.