Winter Park vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
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
Other great vacation rentals in Winter Park
Home in Winter Park
4.95 out of 5 average rating, 130 reviewsWinter Park Creekside Chalet with Hot Tub
Sep 17 – 24
Home in Fraser
4.99 out of 5 average rating, 150 reviewsRelax and Have Fun in Our Beautiful Home
Oct 21 – 28
Home in Winter Park
4.97 out of 5 average rating, 102 reviews5 Acres, Hot Tub w/Mountain Views, Sledding Hill!
Dec 10 – 17
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
Nov 3 – 10
Home in Winter Park
4.88 out of 5 average rating, 211 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
Aug 11 – 18
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
Aug 15 – 22
Home in Granby
4.98 out of 5 average rating, 165 reviewsWildhorse Chalet at Grand Elk - With Hot Tub!
Dec 9 – 16
Home in Parshall
4.94 out of 5 average rating, 134 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
Aug 7 – 14
Other great vacation rentals in Winter Park
Condo in Winter Park
4.78 out of 5 average rating, 306 reviewsBeautiful Cozy Studio at the Base-Heated Parking
Sep 12 – 19
Condo in Winter Park
4.93 out of 5 average rating, 115 reviewsMinutes from the lifts, seconds from the hot tub.
Jun 10 – 17
Condo in Winter Park
4.88 out of 5 average rating, 212 reviewsWinter Park Studio: Resort Access, Mountain Charm
May 22 – 29
Condo in Winter Park
4.8 out of 5 average rating, 273 reviewsMichael’s Dream Views in Winter Park, CO Condo #16
Oct 25 – Nov 1
Condo in Granby
4.93 out of 5 average rating, 178 reviewsPine in the Sky Condo, Cozy & Contemporary + Views
Jul 28 – Aug 4
Condo in Winter Park
4.81 out of 5 average rating, 135 reviewsWinter Park 2bd/2ba (Sleeps 6) - Ideal Location!
Sep 16 – 23
Condo in Fraser
4.9 out of 5 average rating, 134 reviewsComfortable Mountain Retreat
Dec 7 – 14
Condo in Winter Park
4.86 out of 5 average rating, 233 reviewsWalk to Downtown | Hot Tub | Near River | Private
Jul 28 – Aug 4
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
R924 ZAR 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 2,920 vacation rentals near The Foundry Cinema & Bowl, and over 5,920 vacation rentals near Winter Park Resort, 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.
How much does it cost to stay in cabin rentals in Winter Park?
Experience the best of Winter Park with our cabin rentals, starting at about $100 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 190 vacation rentals for guests traveling with pets.
Do condo rentals in Winter Park have wifi?
Absolutely! We offer over 710 condo rentals with wifi in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Winter Park have a bbq area?
Absolutely! We offer over 220 condo rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Winter Park have self check-in?
Absolutely! We offer over 310 condo 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 140 house rentals with a gym 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!
Are there family-friendly condo rentals in Winter Park?
Winter Park has more than 490 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Destinations to explore
- Aspen Vacation rentals
- Colorado Springs Vacation rentals
- Breckenridge Vacation rentals
- Vail Vacation rentals
- Boulder Vacation rentals
- Nederland Vacation rentals
- Steamboat Springs Vacation rentals
- Estes Park Vacation rentals
- Downtown Denver Vacation rentals
- Fort Collins Vacation rentals
- Aurora Vacation rentals
- Denver Vacation rentals
- Rentals with a hot tub Winter Park
- Apartment rentals Winter Park
- Townhouse rentals Winter Park
- Ski-in/ski-out rentals Winter Park
- Rentals with a washer and dryer Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a patio Winter Park
- House rentals Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a fire pit Winter Park
- Condo rentals Winter Park
- Rentals with pools Winter Park
- Rentals with lake access Winter Park
- Monthly Rentals Winter Park
- Rentals with a sauna Winter Park
- Waterfront rentals Winter Park
- Rentals with a kayak Winter Park
- Kid-friendly rentals Winter Park
- Cabin rentals Winter Park
- Rentals with outdoor seating Winter Park
- Fitness-friendly rentals Winter Park
- Family-friendly rentals Winter Park
- Pet-friendly rentals Winter Park
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom