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
13–20 Oct
$133 SGD per night
4.84 out of 5 average rating, 133 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.
26 Oct – 2 Nov
$130 SGD per night
4.88 out of 5 average rating, 166 reviews
Guest favourite
Apartment in Winter Park
Peaceful place on river with great views
Amazing location in Winterpark; secluded by trees,mountains, river and pond in front of building with a peaceful wilderness surrounding. Leave your car and walk to restaurants, shops, market and activities. Next to Great trails for MTBiking, hiking, walking or snowshoe and cross country in the winter. This place has it all for easy convenience. Enjoy the new Recreational center with indoor pool, hot tubs, showers, game/ kids room, exercise room and laundry facilities. Non-Smoking/Pet condo
2–9 May
$91 SGD per night
4.93 out of 5 average rating, 120 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
Studio Condo in the Heart of Winter Park! lic#9602
14–21 May
$92 SGD per night
4.85 out of 5 average rating, 80 reviews
Superhost
Apartment in Winter Park
Ski-In/Ski-Out MountainView-Free Heated Parking
26 May – 2 Jun
$131 SGD per night
4.84 out of 5 average rating, 31 reviews
Guest favourite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
14–21 Apr
$146 SGD per night
4.99 out of 5 average rating, 79 reviews
Guest favourite
Apartment in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
20–27 May
$138 SGD per night
4.96 out of 5 average rating, 75 reviews
Guest favourite
Flat in Winter Park
Chic Remodeled Resort Studio - Top FL
3–10 Jun
$167 SGD per night
5.0 out of 5 average rating, 24 reviews
Superhost
Apartment in Winter Park
Ski-in / Ski-out Studio Condo
12–19 Jun
$133 SGD per night
4.83 out of 5 average rating, 54 reviews
Guest favourite
Apartment in Fraser
Updated Condo | Washer Dryer | Steps to Shuttle
30 Apr – 7 May
$117 SGD per night
5.0 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Winter Park
Elevation Station in Snowblaze condominiums
25 Jul – 1 Aug
$146 SGD per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Apartment in Fraser
Mountain Modern Cozyville
21–28 Apr
$119 SGD per night
4.93 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Fraser
Renovated Condo- Perfect for a Family Getaway!
24–31 May
$97 SGD per night
4.94 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Winter Park
Lovely Studio at Winter Park Resort Ski in-Ski Out
17–24 Jun
$159 SGD per night
4.9 out of 5 average rating, 50 reviews
Guest favourite
Apartment in Winter Park
Large studio condo downtown Winter Park, CO
21–28 May
$113 SGD per night
4.91 out of 5 average rating, 56 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

$40 SGD before taxes and fees

Destinations to explore

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