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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park vacation rentals
Winter Park home rentals
Home in Georgetown
4.91 out of 5 average rating, 279 reviewsThe Cricket- An amazing Tiny House!
Home in Tabernash
4.88 out of 5 average rating, 104 reviewsAlpine Cabin-Hot Tub, Steam Shower & Nearby Skiing
Home in Georgetown
4.97 out of 5 average rating, 140 reviewsGeorgetown Historic Cabin - 30 day minimum
Home in Fraser
4.99 out of 5 average rating, 150 reviewsRelax and Have Fun in Our Beautiful Home
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
Home in Winter Park
4.95 out of 5 average rating, 131 reviewsWinter Park Creekside Chalet with Hot Tub
Home in Parshall
4.94 out of 5 average rating, 136 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
Home in Idaho Springs
4.93 out of 5 average rating, 168 reviewsSecluded mountain house with hot tub
Other great vacation rentals in Winter Park
Condo in Winter Park
4.9 out of 5 average rating, 112 reviewsSki In/Ski Out - Modern Cozy Condo in Winter Park
Condo in Winter Park
4.91 out of 5 average rating, 192 reviewsTop Floor with Beautiful Views! Larger 1-Bedroom!
Condo in Granby
4.93 out of 5 average rating, 182 reviewsPine in the Sky Condo, Cozy & Contemporary + Views
Condo in Winter Park
4.92 out of 5 average rating, 205 reviewsTop Floor Condo Steps From Free Shuttle w/Hot Tub
Condo in Winter Park
4.89 out of 5 average rating, 195 reviewsGround floor 2 bedroom, at Hi Country Winter Park
Townhouse in Fraser
4.81 out of 5 average rating, 112 reviewsMountain retreat w/view + free bus to Winter Park!
Condo in Fraser
4.9 out of 5 average rating, 134 reviewsComfortable Mountain Retreat
Condo in Winter Park
4.87 out of 5 average rating, 240 reviewsWalk to Downtown | Hot Tub | Near River | Private
Quick stats about vacation rentals in Winter Park
Total rentals
1.4K properties
Rentals with a pool
570 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
1K properties are a good fit for families
Total number of reviews
37K reviews
Nightly prices starting at
$50 before taxes and fees
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.
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.
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.
Frequently Asked Questions
Are there vacation rentals near Winter Park's top attractions?
You're in luck! Stay at the heart of it all with our vacation rentals near Winter Park's top attractions. We offer over 5,920 vacation rentals near Winter Park Resort, and over 2,920 vacation rentals near The Foundry Cinema & Bowl, and so much more! Experience the best of Winter Park right on your doorstep.
Are there vacation rentals with a dedicated workspace in Winter Park?
Yes! Work meets play with ease at over 850 vacation rentals in Winter Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winter Park?
Four-legged friends are welcome in Winter Park. Choose from more than 190 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Winter Park?
Experience the best of Winter Park with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do townhouse rentals in Winter Park have wifi?
Absolutely! We offer over 240 townhouse rentals with wifi in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there Winter Park townhouse rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 townhouse rentals with pools in Winter Park, available on Airbnb. Make a splash and soak up the sun in style!
Do cabin rentals in Winter Park have a bbq area?
Absolutely! We offer over 50 cabin rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Park have self check-in?
Absolutely! We offer over 180 house rentals with self check-in in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Winter Park have a gym?
Absolutely! We offer over 40 townhouse rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly townhouse rentals in Winter Park?
Winter Park has more than 240 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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