Skip to content

Holiday rentals in Winter Park

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winter Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

Winter Park Getaway.  Cozy. Comfort. 2bd/2bath
SUPERHOST
Entire apartment · 5 guests · 5 beds · 2 bathrooms

Winter Park Getaway. Cozy. Comfort. 2bd/2bathFantastic location. Bus stop comes right to the driveway or 8 minute drive to Winter Park Ski Resort. Close to downtown Winter Park restaurants, recreation center and Rendezvous Event Center. Covered parking. Pool, hot tub, game room and gym. TV's in each room with cable, and smart TV. Games, movies and books. Each room has a deck. Top floor space for less neighbors noise. Come to relax and enjoy all Winter Park has to offer.

AlpenRose with the view
Entire flat · 4 guests · 2 beds · 2 bathrooms

AlpenRose with the viewI’m happy to be able to share my newly updated mountain retreat. This space feels cozy, airy & light. There are wonderful views of the Continental Divide as well as Winter Park Resort. The kitchen is fully stocked and ready to be cooked in. The sofa is comfy for a movie & for cozying up by the fire. There is a deck which is nestled amongst the aspens & is perfect for watching the world go by. Both beds have new mattresses, there are Sonos wifi speakers to use & lots of little extras.

Spacious New Built Condo in Winter Park
SUPERHOST
Entire apartment · 6 guests · 3 beds · 2 bathrooms

Spacious New Built Condo in Winter ParkMy Condo locates in center Winter Park, close to almost everything. 7 minutes to Safeway Few minutes to restaurants and local shops 7 minutes to Winter Park Resort Feel free to ask me everything you need

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Winter Park holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Winter Park

SUPERHOST
  1. Entire apartment
  2. Winter Park
Winter Park Studio: On the River~ Walk to Downtown
SUPERHOST
  1. Entire apartment
  2. Winter Park
Wonderful Winter Park Studio Unit Newly Updated
SUPERHOST
  1. Entire apartment
  2. Winter Park
ALL NEW Cozy Ski in/out Iron Horse Condo w/parking
SUPERHOST
  1. Entire guest suite
  2. Fraser
Studio in Fraser, Colorado
  1. Entire apartment
  2. Fraser
Cozy 2BR/2BA Condo w/ Club MeadowRidge Access
  1. Entire apartment
  2. Winter Park
Winter Park Renovated Studio | Summer Cozy Retreat
SUPERHOST
  1. Entire flat
  2. Winter Park
Studio resort-HOT TUB OPEN-Wlk 2 gondola, dining
SUPERHOST
  1. Entire flat
  2. Winter Park
↟Sleeper@SnowBlaze Re Done Pool/Amenities June 15↟
SUPERHOST
  1. Entire apartment
  2. Winter Park
Winter Park Riverside Retreat
SUPERHOST
  1. Entire apartment
  2. Winter Park
❤ WP✦INCREDIBLE RIVER VIEWS✦Private Top Flr✦Hideaway Park✦Nightlife✦Cozy
  1. Entire apartment
  2. Fraser
Relaxing Getaway ❄ Mountain Views
SUPERHOST
  1. Treehouse
  2. Fraser
Tree Top on River Bend

Top-rated things to do in Winter Park

Unique activities hosted by local experts vetted for quality

Nearby destinations