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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.

  • 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!”

  • 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!”

  • 2 Bed 2 Bath w/ Mountain Views and Garage Parking
    SUPERHOSTEntire apartment · 6 guests · 3 beds · 2 bathrooms
    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 view House Rules for Covid-19 related info. 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 games to use. Kids step stool, high chair, and some safety locks are included. The condo has 3 balconies with amazing views. On-site amenities feature covered garage parking, ski lockers, indoor pool, 2 large hot tub

    What guests are saying:

    “Eric's condo has wonderful and thoughtful amenities, a convenient in town location, and is very clean and well maintained. We will stay again. Ask for specific directions, as to which parking garage and entrance is most convenient. It took us a few extra minutes to sort that out. Great host and condo.”

Holiday rentals for every style

Get the amount of space that is right for you.

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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

Village of Winter Park Condo
SUPERHOSTEntire flat
Village of Winter Park Condo
Price:€97 / night
Awesome Over-sized Studio on Amenity Deck w/views
SUPERHOSTEntire apartment
Awesome Over-sized Studio on Amenity Deck w/views
Price:€88 / night
Summer Deal - King Bed - On Fraser River
SUPERHOSTEntire apartment
Summer Deal - King Bed - On Fraser River
Price:€65 / night
Winter Park Studio: On the River~ Walk to Downtown
SUPERHOSTEntire apartment
Winter Park Studio: On the River~ Walk to Downtown
Price:€114 / night
Cozy Mountain Retreat w/ Stunning Views of Slopes
SUPERHOSTEntire townhouse
Cozy Mountain Retreat w/ Stunning Views of Slopes
Price:€221 / night
Ron's Riverfront -1bdrm, in downtown Winter Park.
SUPERHOSTEntire apartment
Ron's Riverfront -1bdrm, in downtown Winter Park.
Price:€56 / night
2BR Cozy Convenience-In town! Steps to WP Shuttle!
SUPERHOSTEntire apartment
2BR Cozy Convenience-In town! Steps to WP Shuttle!
Price:€67 / night
LOG CABIN IN PERFECT LOCATION!
SUPERHOSTEntire cabin
LOG CABIN IN PERFECT LOCATION!
Price:€80 / night
Peaceful condo on river in downtown WP
SUPERHOSTEntire apartment
Peaceful condo on river in downtown WP
Price:€68 / night
Gorgeous Winter Park Condo
SUPERHOSTEntire apartment
Gorgeous Winter Park Condo
Price:€89 / 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:€92 / night
Beautiful Townhome in Downtown Winter Park!
SUPERHOSTEntire townhouse
Beautiful Townhome in Downtown Winter Park!
Price:€177 / night
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