Skip to content
Sign up
Log in
Vacation rentals in Winter Park

Vacation rentals in Winter Park

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winter Park

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

  • 2 Bed 2 Bath w/ Mountain Views and Garage Parking
    SUPERHOSTEntire condominium · 6 guests · 3 beds · 2 baths
    2 Bed 2 Bath w/ Mountain Views and Garage Parking

    Updated 2 Bed 2 Bath w/ Mountain Views, Garage Parking, and on Ski Shuttle Route Please note that due to Covid-19, the condo amenities (pool area, game room, fitness center) will be closed for safety. Additionally, masks must be worn when in condo public areas and only family units should ride together in the elevators. This is per County rules. Our condo is a nicely updated kid friendly 2 bedroom / 2 bathroom 3rd floor unit with high ceilings at Silverado 2 resort. It features updated kitchen, bathrooms, and furniture. The master has a queen bed, HDTV, and on-suite bathroom. The 2nd bedroom has 2 twin beds and a bathroom across the hall. There is a comfortable queen inflatable air mattress for use as well. The condo is fully stocked with clean dishes, pots/pans, utensils, and linens/towels for a worry free stay. There is also a selection of DVD movies available to watch in the living room on the large HDTV with HD TV service. Additionally, there is a selection of board gam

    What guests are saying:

    “Great stay. Comfortably slept 5. Conveniently located. Well stocked and comfortable. Only drawback is you have to climb two flights of stairs with luggage.”

  • Cozy Downtown Winter Park Townhouse
    SUPERHOSTEntire townhouse · 4 guests · 1 bed · 1 bath
    Cozy Downtown Winter Park Townhouse

    Live like a local in our cozy townhouse in downtown Winter Park, CO. Awesome location with views of the ski hill and Perry and James peak out the back window. The townhome is walkable to restaurants, ski shops, movie theatre, Rec center and large network of hiking/biking trails. Park your car and walk or take the shuttle to wherever you'd like to go. 550 sq ft, with updated furniture and kitchen. 1 bed/1 bath. Ski or Hike all day, come back and cuddle up in our cozy condo perfect for two!

    What guests are saying:

    “The best townhouse in the best location! I highly recommend. Josh and Adrienne have great hospitality and thought of all the little things travelers need when they are away from home. This is in the perfect location in the heart of Winter Park. Walking distance to restaurants and about a 7 minute drive to the ski resort. We will be back!”

  • Peaceful Riverside Studio~Perfect Mountain Getaway
    SUPERHOSTEntire condominium · 4 guests · 2 beds · 1 bath
    Peaceful Riverside Studio~Perfect Mountain Getaway

    Fireside Haven is located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet. Walk to ski shuttle stop, hiking/biking trails, fishing, restaurants, grocer, bars, breweries & nightlife. Guests also have access to the Rec-Center providing 3 hot tubs, heated pool, workout facility, coin-operated laundry & billiards table.

    What guests are saying:

    “What a great space! Larger then we expected. Parking easy. The beds were comfortable and nice sheets and blankets! The kitchen had everything we needed and more. Little touches everywhere to make us feel warm and cozy on a cold winter night after skiing! Bus route was SO easy and the drive to the resort was short for drop off and pick up. I went CX skiing and it was also close. The rec center was a sort walk and very nice with two hot tubs and a fun pool for the kids. I hit the treadmill! There is a high end grocery with in walking too and our favorite pizza in Winter Park - Hernando's is walking too. Plus bowling and the movies! IT IS GREAT! Thanks to warm and welcoming hosts! Our stay was great~”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Winter Park vacation rentals

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

Other great vacation rentals in Winter Park

Memory Foam Bed, Hot Tub, Iconic Colorado Views!
Private room
Memory Foam Bed, Hot Tub, Iconic Colorado Views!
Price:€45 / night
2 Bed 2 Bath w/ Mountain Views and Garage Parking
SUPERHOSTEntire condominium
2 Bed 2 Bath w/ Mountain Views and Garage Parking
Price:€49 / night
Basecamp Suite + Hot Tub for Mountain Adventures
SUPERHOSTEntire guest suite
Basecamp Suite + Hot Tub for Mountain Adventures
Price:€33 / night
Top Floor! Village Resort With A View!
Entire condominium
Top Floor! Village Resort With A View!
Price:€84 / night
Hideaway Haus 1 Room w/breakfast- no cleaning fees
SUPERHOSTPrivate room
Hideaway Haus 1 Room w/breakfast- no cleaning fees
Price:€71 / night
Cozy Downtown Winter Park Townhouse
SUPERHOSTEntire townhouse
Cozy Downtown Winter Park Townhouse
Price:€69 / night
Cozy Condo Winter Park
SUPERHOSTEntire condominium
Cozy Condo Winter Park
Price:€74 / night
Peaceful Riverside Studio~Perfect Mountain Getaway
SUPERHOSTEntire condominium
Peaceful Riverside Studio~Perfect Mountain Getaway
Price:€84 / night
Stunning amenity deck level condo w/view & hot tub
SUPERHOSTEntire condominium
Stunning amenity deck level condo w/view & hot tub
Price:€98 / night
Peaceful condo on river in downtown WP
SUPERHOSTEntire condominium
Peaceful condo on river in downtown WP
Price:€64 / night
Comfy memory foam bed, steps to downtown/free bus!
Private room
Comfy memory foam bed, steps to downtown/free bus!
Price:€46 / night
Hideaway Village Condo - Arapaho National Forest
SUPERHOSTEntire condominium
Hideaway Village Condo - Arapaho National Forest
Price:€41 / night
Show all