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Vacation 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
Condo 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
1 – 8 June
4.84 out of 5 average rating, 129 reviews
Guest favourite
Condo 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.
9 – 16 June
4.88 out of 5 average rating, 164 reviews
Guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & free parking. Take a 15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Seven Territories.
1 – 8 Sept
4.98 out of 5 average rating, 406 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
One Bedroom - Winter Park Base
30 Aug – 6 Sept
4.92 out of 5 average rating, 249 reviews
Guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 – 10 Feb
4.93 out of 5 average rating, 127 reviews
Guest favourite
Condo in Fraser
Kid Friendly on Winter Park Bus Route with W/D
5 – 12 May
4.97 out of 5 average rating, 143 reviews
Guest favourite
Guest suite in Fraser
Madge's Studio - Pets Welcome!
14 – 21 Apr
4.97 out of 5 average rating, 317 reviews
Guest favourite
Apartment in Tabernash
Cozy Austrian Style Apartment
18 – 25 Feb
4.92 out of 5 average rating, 471 reviews
Guest favourite
Condo in Winter Park
Top Floor with Beautiful Views! Larger 1-Bedroom!
1 – 8 Nov
4.91 out of 5 average rating, 185 reviews
Guest favourite
Cabin in Winter Park
LOG CABIN IN PERFECT LOCATION!
12 – 19 June
4.84 out of 5 average rating, 505 reviews
Superhost
Townhouse in Winter Park
Cozy Mountain Retreat w/ Stunning Views of Slopes
23 – 30 May
4.83 out of 5 average rating, 238 reviews
Guest favourite
Condo in Winter Park
Cozy 2BR/2B Condo on Winter Park bus route
15 – 22 Nov
4.96 out of 5 average rating, 128 reviews
Superhost
Condo in Winter Park
Michael’s Dream Views in Winter Park, CO condo #15
21 – 28 Apr
4.78 out of 5 average rating, 231 reviews
Guest favourite
Apartment in Winter Park
Sleeper@SnowBlaze! Amazing Location! Hot Tub/Pool!
4 – 11 May
4.9 out of 5 average rating, 90 reviews
Guest favourite
Condo in Winter Park
Relax In Studio w/ Spectacular Mountain Views
26 Apr – 3 May
4.94 out of 5 average rating, 51 reviews

Quick stats about holiday rentals in Winter Park

Total rentals

1.4K properties

Rentals with a pool

560 properties have a pool

Pet-friendly rentals

200 properties allow pets

Family-friendly rentals

1K properties are a good fit for families

Total number of reviews

33K reviews

Nightly prices starting at

$46 AUD before taxes and fees

Destinations to explore

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