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Vacation rentals in Winter Park

Vacation 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.

  • 2B 2B, Winter Park CO
    SUPERHOSTEntire apartment · 8 guests · 4 beds · 2 bathrooms
    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!”

  • Winter Park Studio: On the River~ Walk to Downtown
    SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bathroom
    Winter Park Studio: On the River~ Walk to Downtown

    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:

    “Our stay at Fireside Haven was a perfect way to celebrate our 41st wedding Anniversary. The studio is very nicely decorated with lots of attention to details, cleanliness and organization. The outdoor spaces were very enjoyable whether sitting by the river, or walking, biking or hiking on the trails nearby. This condo is close enough to town but set back from the hustle and bustle. Desiree and Billy added extra touches for our stay that were thoughtful.”

  • Cozy Downtown Winter Park Townhouse
    SUPERHOSTEntire townhouse · 2 guests · 1 bed · 1 bathroom
    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!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Winter Park holiday rentals

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

Other great holiday rentals in Winter Park

2 Bed 2 Bath w/ Mountain Views and Garage Parking
SUPERHOSTEntire apartment
2 Bed 2 Bath w/ Mountain Views and Garage Parking
Price:₹6,748 / night
Wonderful Winter Park Studio Unit Newly Updated
SUPERHOSTEntire apartment
Wonderful Winter Park Studio Unit Newly Updated
Price:₹7,223 / night
Awesome Over-sized Studio on Amenity Deck w/views
SUPERHOSTEntire apartment
Awesome Over-sized Studio on Amenity Deck w/views
Price:₹8,422 / night
Winter Park Ski/Bike in/out OvrSz Zephyr-1 B/1B
SUPERHOSTEntire apartment
Winter Park Ski/Bike in/out OvrSz Zephyr-1 B/1B
Price:₹8,448 / night
Village of Winter Park Condo
SUPERHOSTEntire flat
Village of Winter Park Condo
Price:₹8,748 / night
Peaceful condo on river in downtown WP
SUPERHOSTEntire apartment
Peaceful condo on river in downtown WP
Price:₹6,348 / night
Summer Deal - King Bed - On Fraser River
SUPERHOSTEntire apartment
Summer Deal - King Bed - On Fraser River
Price:₹6,711 / night
Ron's Riverfront -1bdrm, in downtown Winter Park.
SUPERHOSTEntire apartment
Ron's Riverfront -1bdrm, in downtown Winter Park.
Price:₹5,761 / night
Charming Suite in Old Town Winter Park
SUPERHOSTEntire house
Charming Suite in Old Town Winter Park
Price:₹10,372 / night
Gorgeous Winter Park Condo
SUPERHOSTEntire apartment
Gorgeous Winter Park Condo
Price:₹10,122 / night
Stylish, modern, family-friendly. 25+ 5* reviews!
SUPERHOSTEntire apartment
Stylish, modern, family-friendly. 25+ 5* reviews!
Price:₹9,085 / night
LOG CABIN IN PERFECT LOCATION!
SUPERHOSTEntire cabin
LOG CABIN IN PERFECT LOCATION!
Price:₹6,748 / night
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