Holiday rentals in Winter Park

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Top-rated holiday rentals in Winter Park

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

Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The master bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of Mary Jane and Park side. Amenities include a large hot tub, grills, ski/bike lockers, washer and dryers, free WiFi and Cable. Walking distance to shopping, ice skating, restaurants, & activities! Permit #009238
18–25 Aug
₹8,919 per night
4.84 out of 5 average rating, 133 reviews
Guest favourite
Apartment in Fraser
Kid Friendly on Winter Park Bus Route with W/D
This two bedroom and two bathroom condo can accommodate up to six guests. Features include a wood burning fireplace, nicely appointed kitchen, in unit washer/dryer, 175 Mpbs WIFI through xfinity, cable, Smart TVs, and a propane grill located on the mountain view balcony. The condo features a one car garage and one parking space. The best part is that this is all steps away from the free shuttle (The Lift on the Purple Line) along with mountain bike and hiking trails just steps from the door.
5–12 May
₹5,626 per night
4.97 out of 5 average rating, 149 reviews
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and fifteen minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.
13–20 Aug
₹8,049 per night
4.88 out of 5 average rating, 166 reviews

Popular amenities for Winter Park holiday rentals

Stay near Winter Park's top sights

Winter Park Resort331 locals recommend
Cooper Creek Square55 locals recommend
Mary Jane Base10 locals recommend
Winter Park Mountain Lodge5 locals recommend
Coca Cola Tubing Hill At Winter Park26 locals recommend
Rendezvous Event Center24 locals recommend

Other great holiday rentals in Winter Park

Superhost
Apartment in Winter Park
Michael’s Dream Views in Winter Park, CO condo #15
4–11 May
₹5,862 per night
4.78 out of 5 average rating, 233 reviews
Guest favourite
Apartment in Winter Park
Elevation Station in Snowblaze condominiums
8–15 May
₹7,462 per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Flat in Winter Park
Ski condo on River in downtown Winter Park!
14–21 May
₹8,400 per night
5.0 out of 5 average rating, 18 reviews
Superhost
Apartment in Winter Park
Ski-In/Ski-Out MountainView-Free Heated Parking
21–28 Oct
₹8,188 per night
4.84 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
20–27 May
₹8,571 per night
4.96 out of 5 average rating, 75 reviews
Superhost
Apartment in Fraser
2B/2B EagleRidge at the Summit Alpenglow - Fraser
14–21 Apr
₹5,964 per night
4.86 out of 5 average rating, 66 reviews
Guest favourite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
14–21 Apr
₹9,029 per night
4.99 out of 5 average rating, 79 reviews
Superhost
Apartment in Winter Park
Studio Condo in the Heart of Winter Park! lic#9602
9–16 Oct
₹7,504 per night
4.85 out of 5 average rating, 80 reviews
Guest favourite
Apartment in Winter Park
Relax In Studio w/ Spectacular Mountain Views
8–15 Oct
₹9,018 per night
4.93 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Fraser
Updated Condo | Washer Dryer | Steps to Shuttle
29 Apr – 6 May
₹7,603 per night
5.0 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Winter Park
Lovely Studio at Winter Park Resort Ski in-Ski Out
17–24 Jun
₹9,860 per night
4.9 out of 5 average rating, 50 reviews
Guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
24 Apr – 1 May
₹12,312 per night
5.0 out of 5 average rating, 17 reviews

Quick stats about holiday rentals in Winter Park

Total rentals

1.4T properties

Rentals with a pool

560 properties have a pool

Pet-friendly rentals

200 properties allow pets

Family-friendly rentals

1T properties are a good fit for families

Total number of reviews

33T reviews

Nightly prices starting at

₹2,487 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park