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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.

  • 2B 2B, Winter Park CO
    SUPERHOSTEntire condominium · 8 guests · 4 beds · 2 baths
    2B 2B, Winter Park CO

    Beautifuly remodeled condo located right off main street in Winter Park, CO. Within walking distance to restaurants, shops and parks. The bus stop for the ski resort is right outside. All new furniture, fixtures and appliances. The two bedrooms can sleep 8 people with 6 in one room. There is one reserved covered parking spot located in the back of the building. There are two entrances, one with and elevator in front and the back entrance is stairs only. Our unit is on the third floor.

    What guests are saying:

    “We were really impressed with how comfortable and stylish Jenny’s place was. We didn’t have to drive anywhere... we had dining, groceries, shopping and access to the shuttle in walking distance. The carport was an added bonus for our not so snow capable rental car. I would highly recommend staying here!”

  • Cozy Downtown Winter Park Townhouse
    SUPERHOSTEntire townhouse · 2 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 condo was perfect for our mini-honeymoon! There were excellent restaurants and bars within walking distance. The bus stop was close by and convenient to use to get the the Winter Park resort. On top of that the townhome was perfectly equipped with everything we needed for a cozy stay out of the snow!”

  • Gorgeous Winter Park Condo
    SUPERHOSTEntire condominium · 4 guests · 1 bed · 1 bath
    Gorgeous Winter Park Condo

    Gorgeous one bedroom one full bathroom condominium/apartment in the heart of Winter Park, Colorado. Walking distance to concerts, 100 walking and biking trails, all restaurants and shopping and free Ski Area bus. Heated swimming pool and Hot Tub.

    What guests are saying:

    “We really enjoyed our stay at Roger and Sharon’s. The location is great! We walked to Rollin’ Street Bakery which has amazing sandwiches for both breakfast and lunch. We also walked to Deno’s for dinner which was delicious. We saw the ski pick up and drop off, but didn’t end up using it. It looked super easy though and is close to the condo. It also has some great snow shoe trails and cross country ski trails nearby. The beds were comfy and the place was super clean. Enjoy!”

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

Winter Park Studio: On the River~ Walk to Downtown
SUPERHOSTEntire condominium
Winter Park Studio: On the River~ Walk to Downtown
Price:$129 / night
2 Bed 2 Bath w/ Mountain Views and Garage Parking
SUPERHOSTEntire condominium
2 Bed 2 Bath w/ Mountain Views and Garage Parking
Price:$73 / night
Winter Park Ski/Bike in/out OvrSz Zephyr-1 B/1B
SUPERHOSTEntire condominium
Winter Park Ski/Bike in/out OvrSz Zephyr-1 B/1B
Price:$104 / night
Awesome Over-sized Studio on Amenity Deck w/views
SUPERHOSTEntire condominium
Awesome Over-sized Studio on Amenity Deck w/views
Price:$99 / night
2BR Cozy Convenience-In town! Steps to WP Shuttle!
SUPERHOSTEntire condominium
2BR Cozy Convenience-In town! Steps to WP Shuttle!
Price:$74 / night
Village of Winter Park Condo
SUPERHOSTEntire apartment
Village of Winter Park Condo
Price:$110 / night
Wonderful Winter Park Studio Unit Newly Updated
SUPERHOSTEntire condominium
Wonderful Winter Park Studio Unit Newly Updated
Price:$94 / night
Peaceful condo on river in downtown WP
SUPERHOSTEntire condominium
Peaceful condo on river in downtown WP
Price:$75 / night
Summer Deal - King Bed - On Fraser River
SUPERHOSTEntire condominium
Summer Deal - King Bed - On Fraser River
Price:$74 / night
Studio in Fraser, Colorado
SUPERHOSTEntire guest suite
Studio in Fraser, Colorado
Price:$50 / night
Ron's Riverfront -1bdrm, in downtown Winter Park.
SUPERHOSTEntire condominium
Ron's Riverfront -1bdrm, in downtown Winter Park.
Price:$80 / night
Stylish, modern, family-friendly. 25+ 5* reviews!
SUPERHOSTEntire condominium
Stylish, modern, family-friendly. 25+ 5* reviews!
Price:$119 / night
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