
Vacation rentals in Winter Park
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Top-rated vacation rentals in Winter Park
Guests agree: these stays 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
Home rentals in Winter Park

Wildhorse Chalet at Grand Elk - With Hot Tub!

Luxury Cabin 44 I HotTub I Discounted Attractions

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!

Lux Cabin-Views, Hot Tub -10 ppl

Winter Park Creekside Chalet with Hot Tub

Hip, one-of-a-kind vacation home near Winter Park

Winter Park & Grand Lake Home! Views! Hot Tub!

Relax and Have Fun in Our Beautiful Home
Cottage rentals in Winter Park

Downtown Riverside Cabin - In the heart of Estes

1920s Downtown Cottage

Off the grid mid-century modern retreat

Rock Nook Cottage, Mountain View, Downtown (#3454)

Cottage #1 @ Stonebrook Resort - Adults Only

Cozy Estes Park Cottage - Reg 3461

Shelton's Hideaway - Beautiful Mountain Life

1896 Cottage with Mountain Views
Pet-friendly vacation rentals in Winter Park

Downtown, Pvt Hot Tub, Mtn View, Dog-Friendly!

The Alpen Rose- Cozy cabin feel w/amazing Views

Cozy 1 bedroom Granby Ranch condo

Queen Studio~Hot Tubs~Pool~RMNP

Aspen grove apartment

Michael’s Dream Views in Winter Park, CO condo #15

Winter Park Getaway for Mountain Biking/Hiking!

Charming Cabin : Fire Pit, Hot Tub, Views & Vibes
Quick stats about vacation rentals in Winter Park
Total rentals
1.5K properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
45K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
600 properties have a pool
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 with a dedicated workspace in Winter Park?
Yes! Work meets play with ease at over 880 vacation rentals in Winter Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in hotel rentals in Winter Park?
Experience the best of Winter Park with our hotel rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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 260 vacation rentals for guests traveling with pets.
Do boutique hotel rentals in Winter Park have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there Winter Park condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 340 condo 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 40 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 140 house rentals with self check-in in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Park have a gym?
Absolutely! We offer over 200 house rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly chalet rentals in Winter Park?
Winter Park has more than 10 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Winter Park?
Enhance your stay in our House Rentals with the most popular amenities: over 310 homes with wifi, over 140 homes with self check-in, over 180 homes with a bbq area, over 200 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Family-friendly rentals Winter Park
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- Apartment rentals Winter Park
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- Rentals with pools Winter Park
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- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with outdoor seating Winter Park
- Cabin rentals Winter Park
- Rentals with a sauna Winter Park
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Denver Zoo
- Elitch Gardens
- Fillmore Auditorium
- City Park
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Ski Cooper
- Loveland Ski Area
- Arrowhead Golf Course
- Downtown Aquarium
- St. Mary's Glacier