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Search the Best Cabins in Winter Park
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Our top choices for Winter Park cabin rentals
$299 nightly
The price is $338
Jan 4 - Jan 5, 2026
Total with taxes and fees

Cabin in Rendezvous
Peaks + Pines + Playtime | Your Iconic Retreat9.6 out of 10, Exceptional, (4)
$546 nightly
The price is $564
Jan 20 - Jan 21, 2026
Total with taxes and fees

Cabin in Winter Park Village
Winter Park condo w/ shared hot tub & views10.0 out of 10, Exceptional, (2)
$493 nightly
The price is $553
Jan 19 - Jan 20, 2026
Total with taxes and fees

Cabin in Downtown
One of a kind 5 bedroom cabin, downtown location,10.0 out of 10, Exceptional, (1)
$895 nightly
The price is $995
Jan 13 - Jan 14, 2026
Total with taxes and fees
$148 nightly
The price is $165
Dec 22 - Dec 23
Total with taxes and fees

Cabin in Lyons
The Hogan #1 - A Pathways Ranch Original10.0 out of 10, Exceptional, (1)
$128 nightly
The price is $136
Jan 14 - Jan 15, 2026
Total with taxes and fees

Cabin in Black Hawk
Cozy Updated Cabin w/ Barrel Sauna, EV Charger9.8 out of 10, Exceptional, (13)
$348 nightly
The price is $353
Dec 28 - Dec 29
Total with taxes and fees

Cabin in Lyons
The Hogan Cabin 3 at Pathways Ranch!10.0 out of 10, Exceptional, (2)
$167 nightly
The price is $177
Jan 14 - Jan 15, 2026
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Winter Park Chateau
10/10 Excellent
Find out more about Winter Park
Winter Park Cabin Rentals information
Number of reviews | 516 |
|---|---|
Accommodation | 15 Cabin Rentals |
Lowest Price | $136 |
Highest Price | $995 |
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