Vacation rentals in Winter Park

Find and book unique accommodations on Airbnb

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Popular amenities for Winter Park vacation rentals

Stay near Winter Park's top sights

Winter Park Resort331 locals recommend
Cooper Creek Square55 locals recommend
Mary Jane Base10 locals recommend
Winter Park Mountain Lodge5 locals recommend
Coca Cola Tubing Hill At Winter Park26 locals recommend
Rendezvous Event Center24 locals recommend

Other great vacation rentals in Winter Park

Guest favourite

Condo in Winter Park

4.93 out of 5 average rating, 109 reviews

Ski In/Ski Out - Modern Cozy Condo in Winter Park

May 11 – 18

$273 CAD per night
Superhost

Condo in Winter Park

4.81 out of 5 average rating, 135 reviews

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

May 3 – 10

$196 CAD per night
Guest favourite

Condo in Fraser

4.9 out of 5 average rating, 120 reviews

Remodeled Condo w/ Hot Tub, Pool & Prime Location

Aug. 13 – 20

$196 CAD per night
Guest favourite

Apartment in Winter Park

4.8 out of 5 average rating, 123 reviews

Lovely one bedroom Apartment in an Aspen forest.

Sep. 29 – Oct. 6

$236 CAD per night
Superhost

Condo in Winter Park

4.86 out of 5 average rating, 83 reviews

Studio Condo in the Heart of Winter Park! lic#9602

May 18 – 25

$151 CAD per night
Guest favourite

Apartment in Winter Park

4.92 out of 5 average rating, 26 reviews

Ski-in/Ski-out Studio in WP!

Jun. 27 – Jul. 4

$184 CAD per night
Guest favourite

Condo in Winter Park

4.95 out of 5 average rating, 73 reviews

Cozy mountain retreat in downtown Winter Park

Apr. 30 – May 7

$141 CAD per night
Guest favourite

Condo in Winter Park

4.97 out of 5 average rating, 37 reviews

Elevation Station in Snowblaze condominiums

Jun. 3 – 10

$181 CAD per night

Quick stats about vacation rentals in Winter Park

  • Total rentals

    1.4K properties

  • Rentals with a pool

    570 properties have a pool

  • Pet-friendly rentals

    190 properties allow pets

  • Family-friendly rentals

    1K properties are a good fit for families

  • Total number of reviews

    37K reviews

  • Nightly prices starting at

    $69 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park