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
Feb 17 – 24
Home in Parshall
4.94 out of 5 average rating, 134 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
Sep 26 – Oct 3
Home in Fraser
4.99 out of 5 average rating, 150 reviewsRelax and Have Fun in Our Beautiful Home
Dec 7 – 14
Home in Winter Park
4.97 out of 5 average rating, 102 reviews5 Acres, Hot Tub w/Mountain Views, Sledding Hill!
Sep 28 – Oct 5
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
Oct 31 – Nov 7
Home in Winter Park
4.88 out of 5 average rating, 209 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
Oct 1 – 8
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
Aug 1 – 8
Home in Fraser
4.78 out of 5 average rating, 27 reviewsPanoramic Mountain Views
Oct 29 – Nov 5
Other great vacation rentals in Winter Park
Apartment in Tabernash
4.92 out of 5 average rating, 478 reviewsCozy Austrian Style Apartment
Nov 28 – Dec 5
Apartment in Winter Park
4.81 out of 5 average rating, 124 reviewsLovely one bedroom Apartment in an Aspen forest.
Jul 31 – Aug 7
Condo in Winter Park
4.81 out of 5 average rating, 135 reviewsWinter Park 2bd/2ba (Sleeps 6) - Ideal Location!
May 6 – 13
Apartment in Winter Park
4.97 out of 5 average rating, 233 reviewsBeautifully Furnished Modern Condo In Downtown WP
May 23 – 30
Apartment in Winter Park
4.85 out of 5 average rating, 287 reviewsVillage of Winter Park Condo
May 7 – 14
Condo in Granby
4.94 out of 5 average rating, 166 reviewsModern Condo in the heart of Grand County
May 10 – 17
Condo in Winter Park
4.93 out of 5 average rating, 123 reviewsPeaceful place on river with great views
May 24 – 31
Condo in Winter Park
4.78 out of 5 average rating, 304 reviewsBeautiful Cozy Studio at the Base-Heated Parking
Sep 1 – 8
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
€ 47 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.
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 condo rentals in Winter Park?
Experience the best of Winter Park with our condo rentals, starting at about $50 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 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 house rentals in Winter Park have self check-in?
Absolutely! We offer over 190 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 house rentals in Winter Park?
Winter Park has more than 230 family-friendly house 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
- Cabin rentals Winter Park
- Rentals with lake access Winter Park
- Waterfront rentals Winter Park
- Fitness-friendly rentals Winter Park
- Family-friendly rentals Winter Park
- Monthly Rentals Winter Park
- Pet-friendly rentals Winter Park
- House rentals Winter Park
- Rentals with a fire pit Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a washer and dryer Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a sauna Winter Park
- Apartment rentals Winter Park
- Rentals with pools Winter Park
- Rentals with a patio Winter Park
- Townhouse rentals Winter Park
- Rentals with outdoor seating Winter Park
- Condo rentals Winter Park
- Rentals with a kayak Winter Park
- Rentals with a hot tub Winter Park
- Kid-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