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Winter Park vacation rentals

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Top-rated vacation rentals in Winter Park

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

Condo in Winter Park
Winter Park Resort Base condo Ski in Ski out 3423
Fraser Crossing is located just across the street from the Winter Park Resort Village and considered a ski in ski out condominium complex. The 10 person gondola at Winter Park Resort is 600’ from the lobby door of Fraser Crossing. So you can take a break from skiing and walk back to the condo for lunch or to warm-up. Winter Park Base Village also has shopping, restaurants, and bars for your entertainment. The free shuttle stop is located just across the street so you can ride into Winter Park and back for free.
$293 per night
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Condo in Winter Park
Sleek Winter Park Condo: Walk to Main Street!
Your dream winter getaway has arrived! At this contemporary 1-bedroom, 1-bath vacation rental, you'll not only have easy access to downtown and the slopes, but resort-style amenities, too. After a long day of shredding, serve up some charcuterie in the gourmet kitchen, and enjoy cocktails around the electric fireplace. Additional perks include a heated garage parking space, an assigned ski locker, and a spacious covered deck that's perfect for relaxing on warmer days.
$135 per night
Condo in Winter Park
Premiere slopeside condo
Zephyr Slopeside Ski-in/out 1-bedroom located in the heart of Winter Park ski village. This cozy unit has everything you'll need for an awesome getaway. Located at the ski base near the new Gondola, ski school, restaurants, shops and bars. At the end of the day you can enjoy the spa and soak up the good times. Jump into all Winter Park has to offer from skiing, boarding, tubing, snowshoeing, hiking, biking, fishing, concerts and festivals.
$238 per night
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Stay near Winter Park's top sights

Photo of Cooper Creek Square
Cooper Creek Square55 locals recommend
Photo of Coca Cola Tubing Hill At Winter Park
Coca Cola Tubing Hill At Winter Park26 locals recommend
Photo of Hernando's Pizza Pub
Hernando's Pizza Pub166 locals recommend
Photo of Trestle Bike Park
Trestle Bike Park25 locals recommend
Photo of Randi's Grill & Pub
Randi's Grill & Pub61 locals recommend
Photo of Rendezvous Event Center
Rendezvous Event Center24 locals recommend

Winter Park homes

Home in Winter Park
Rendezvous Winter Park Cabin / Private Hot Tub
$223 per night
Home in Winter Park
NEW! Clean, Modern Mountain Cottage Winter Park
$233 per night
Home in Winter Park
Downtown Riverfront Luxury Chalet With Hot Tub & Amazing Views - $500 Free Activities and Equipment Rentals Daily
$491 per night
Home in Winter Park
New Modern Cabin - Walk to Town/Shuttle Mins to WP
$299 per night
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Home in Fraser
Winter Park 4 BR Mountain House w/ Private Hot Tub
$496 per night
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Home in Winter Park
5 minute walk to lifts. Luxury home in Winter Park
$357 per night
Home in Winter Park
Luxury Villa 190 Next To Resort With Hot Tub and Great Views - $500 Free Activities and Equipment Rentals Daily
$606 per night
Home in Fraser
Winter Park Area Cabin, Hot Tub & Mountain Views!
$336 per night
Home in Fraser
Private Hot Tub with Views! Rendezvous in Fraser
$292 per night
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Home in Fraser
Eco Ski Retreat in the Woods w/ Private Hot Tub
$251 per night
Home in Winter Park
Luxury 4BR Cabin w/ 2 King Suites on Shuttle Route
$357 per night
Home in Fraser
Gorgeous, modern house with patio, fireplace, private hot tub, & mountain views
$215 per night

Winter Park summer vacation rentals

Condo in Winter Park
Homebase Snowblaze
$127 per night
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Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
$191 per night
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Condo in Winter Park
Beautiful Cozy Studio Condo at the Base_Unit#3420
$134 per night
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Condo in Winter Park
Cozy Condo-Ski In/ Ski Out at Winter Park Village
$155 per night
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Condo in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
$182 per night
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Condo in Winter Park
Winter Park Studio: On the River~ Walk to Downtown
$166 per night
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Condo in Winter Park
Platinum Ski In/ Ski Out, Top Floor Condo.
$202 per night
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Condo in Winter Park
Luxury on Main St +Hot Tub +Steps to Brew & Trails
$139 per night
Condo in Winter Park
Michael’s Winter Park, CO condo #15
$208 per night
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Condo in Winter Park
Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort
$306 per night
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Condo in Winter Park
Remodeled Ski In/Out Condo. 30 Sec Walk To Slope!
$213 per night
Condo in Winter Park
Walk to Downtown | Hot Tub | Near River | Private
$122 per night
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Winter Park summer home rentals

Home in Winter Park
New Downtown Luxury River Front Villa 104 With Rooftop Hot Tub and Firepit - $500 Free Activities and Equipment Rentals Daily
$491 per night
Home in Fraser
Quiet Fraser Family Escape: Hot Tub & Front Porch!
$299 per night
Home in Fraser
Luxury Mountain Retreat with Scenic Views
$513 per night
Home in Winter Park
Luxury Villa 250 Near Resort Hot Tub With Views and Peloton Bike - $500 Free Activities and Equipment Rentals Daily
$491 per night
Home in Fraser
Winter Park Mountain Home/Near Bus Stop/Sleeps 7!!
$209 per night
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Home in Winter Park
New Downtown Riverfront Chalet 280 With Rooftop Hot Tub - $500 Free Activities and Equipment Rentals Daily
$606 per night
Home in Fraser
Mountain View Cabin with Private Hot Tub, Deck & Foosball Table - Free WiFi!
$318 per night
Home in Winter Park
Your Mountain Getaway Awaits!
$245 per night
Home in Granby
Luxury Cabin 760 Near Resort With Hot Tub and Great Views - $500 Free Activities and Equipment Rentals Daily
$319 per night
Home in Fraser
Bright & Modern Cabin Near Hiking Trails w/Private Washer/Dryer, WiFi, & Patio
$211 per night
Home in Fraser
Spruce Cabin - Winter Park / Fraser Retreat!
$274 per night
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Home in Winter Park
Luxurious 3 bedroom private hot tub, mt views &
$423 per night

Your guide to Winter Park

Introduction

This small mountain town consistently earns high praise from winter sports enthusiasts for its more than 3,000 acres of well-groomed slopes and powder stashes spread over seven separate ski areas. Its location in the Rocky Mountains positions it for more than 300 inches of prime powder each year; the runs are designed for skiers of all levels, making Winter Park the perfect place to go with the whole family or a group of friends. Even if skiing isn’t at the top of your list, other winter activities like snowshoeing, tubing, and snowcat tours provide plenty of options. Plus a new scenic gondola lets you take in the panoramic views.


When is the best time to stay in a vacation rental in Winter Park?

Winter Park shines during the snowy season. Skiing usually starts at the beginning of November, and the slopes can stay open until mid-April. The coldest month is January, with an average high temperature of 42 degrees Fahrenheit. The best time to visit is in March and early April, when some of the last, but best, snow drifts in and the days are sunnier and warmer (dependably in the mid-40s). Late spring is humid and chilly, and rain turns the snow to slush. The warmest month is July, when temperatures can reach 80 degrees. Fall is a splendid time of year to visit, thanks to brilliant red and yellow foliage, pleasant weather, and fewer crowds.


What are the top things to do in Winter Park?

Winter Park Resort

Winter Park Resort is the ideal basecamp for adventure, and features a wide range of activities year-round. There are many ways to experience the great outdoors here. A tubing park and bumper car course are popular with kids, while Nordic skiing and snowshoeing provide a slower-paced experience. When you’re through breaking a sweat, there are more than a dozen shops and restaurants to visit.

Winter Park Gondola

The Winter Park Gondola is the easiest and fastest way to access views of the Colorado Rockies in any season, whisking you to 11,000 feet elevation. The ride up offers a bird’s-eye view of ski runs and tree canopies. At the summit, you’re greeted by panoramic views of the Continental Divide and Fraser Valley, as well as access to hiking trails, lookouts, and a variety of ski runs.

James Peak Wilderness

Less than an hour’s drive from Winter Park is one of Colorado’s most impressive and underrated landscapes. James Peak Wilderness is located on the eastern side of the Continental Divide, and encompasses 17,000 acres. More than 20 miles of trails and streams meander through this alpine and subalpine ecosystem, including stands of willow, spruce, and Douglas firs.

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