Monthly Rentals in Winter Park

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

Nearby monthly rentals

Guest favourite
Townhouse in Fraser
4.96 out of 5 average rating, 156 reviews

Mountain View Getaway

TomRating, 5 stars4 months ago
Clean, warm and cozy townhome. Great value. One of the best stays my family and I have experienced with Air BnB. Good memories. Thanks Jimmy, we'll be back. Tom, Calvin & Katy
Guest favourite
Flat in Winter Park
4.95 out of 5 average rating, 241 reviews

Founder’s Pointe Ski/In Out #4467

AnsarRating, 5 stars1 week ago
This place was great! Right across the Winter Park resort, literally a 3 min walk across the street to get to the village. The host was very responsive and helpful. The place was great too! Very clean and comfortable
Guest favourite
Apartment in Fraser
4.89 out of 5 average rating, 96 reviews

Mountain Modern Cozyville

MercedesRating, 5 stars1 week ago
This couldn't have been a more perfect spot for our end of season snowboarding trip to Winter Park. The bed was SO comfortable (even the pull out sofa bed was dreamy!). the kitchen was very well equipped and the location is perfect for a quick walk to the hot tub or a short venture in to town for groceries. All in all it couldn't have been more perfect and we look forward to booking again when the opportunity arises!
Top guest favourite
Apartment in Winter Park
4.97 out of 5 average rating, 123 reviews

Top floor, larger 1 bedroom in Winter Park Village

ReginaRating, 5 stars2 weeks ago
Thanks so mucho to Ben and Michelle. They were so attentive to my needs and questions about the place. Their place was so cozy and warm with a lot of board games which we did not use because we were exhausted from skiing lol. The BEST LOCATION. I’m so grateful I got to rent this place and will be renting it next year for sure! Thanks!

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.

Stay near Winter Park's top sights

Mountain Grind Coffee & Bistro168 locals recommend
Hernando's Pizza Pub62 locals recommend
The Foundry Cinema & Bowl52 locals recommend
Fraser Tubing Hill73 locals recommend
Pepe Osaka's Fishtaco Tequila Bar & Grill49 locals recommend
Hideaway Park Brewery31 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
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