"I want to spend one winter in Winter Park" is one of the most common searches in town, and one of the hardest to satisfy. Here's what exists, and how to find it.
What exists
| Option | Length | How it's priced | Furnished |
|---|---|---|---|
| 12-month lease | A year | Monthly rent | Varies |
| 6-month lease | A season | Monthly rent, when offered | Varies |
| Monthly or short-term rental | Nights to a few months | From nightly rates | Yes |
Most searches for "seasonal rentals" land on the third option, because it's the one with inventory.
Why seasonal leases are scarce
The numbers explain it. Winter Park nightly rentals averaged $379 a night with 43% occupancy over the year to July 2026, and nightly rates peak in March (AirDNA). An owner who rents to one tenant from November to April gives up the most valuable nights of the year, then has to find another tenant for mud season.
So most owners pick one of two models: nightly rental all year, or a 12-month tenant. The six-month winter lease sits in between, and few offer it.
What a six-month lease looks like
When landlords do offer six months, it's usually:
- For a winter, roughly November to April or December to May
- Arranged directly, not advertised; you have to ask
- Often priced above the equivalent 12-month rent, to cover the months the owner can't fill
At U9200, 12-month leases are standard, and six-month leases are sometimes possible. Ask about them early; they depend on what's available.
Furnished or unfurnished
For a season, furnished is almost essential. Nobody wants to move a sofa over Berthoud Pass for six months. Furnished long-term rentals are less common than unfurnished ones in older condos. At U9200, all but two residences are furnished.
Anything under six months
For a month or two, you're booking a short-term or monthly vacation rental:
- Property managers offer furnished homes for 30 days or longer. Winter Park Lodging Company, for example, advertises tax-free rates for stays of 30 days or longer (Winter Park Lodging Company).
- Vrbo lists furnished monthly rentals in the Winter Park area.
These are the most flexible option and the most expensive per month. For a full winter, compare the monthly total against a 12-month lease. The lease often wins even if you're away for the summer.
When to look
Earlier than you think. Long-term listings in Winter Park are scarce, with nine on Zillow in September 2026, and they go quickly. For a lease starting in the fall, look in spring and summer. How to rent long-term in Winter Park covers the whole search.
Leasing at U9200
U9200 is on the Corridor trail between Winter Park and Mary Jane. Ski to The Gondola in the morning, ski home down the Mary Jane trail and the Corridor. There are 7 residences available now.
| Residence | Size | From |
|---|---|---|
| Studio / 1 Bath | 430 sq ft | $2,200 / mo |
| One Bedroom / 1 Bath / Den | 850 sq ft | $3,400 / mo |
| Two Bedroom / 2 Bath / Den | 1,280 sq ft | $5,500 / mo |
| Deluxe Two Bedroom / 2 Bath / Den | 1,476 sq ft | $6,500 / mo |
Starting rates on leases of 6, 12 or 15 months.
For the costs beyond rent, see what a year in Winter Park actually costs.


