Places to stay in Winter Park

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Popular amenities for Winter Park places to stay

Other great vacation rentals in Winter Park

Top guest favorite
Condo in Fraser
5 out of 5 average rating, 60 reviews

NEW-Private HOT TUB-Garage-Coffee bar-Boot Dryer

MaggieRating, 5 stars1 week ago
Kelly’s place was absolutely perfect. Everything we needed was there for us to use. It was spotless, smelled nice, great location and private! The hot tub was such a bonus it was great. There were also chairs and a cooler in the garage for us to use when we took a day trip to the National Park. Look forward to staying there again!
Guest favorite
Apartment in Winter Park
5 out of 5 average rating, 9 reviews

Cozy Winter Park Condo - Heart of Town

WillRating, 5 stars2 months ago
We had a great stay at David’s condo. You can’t beat the location. Walking distance to all the restaurants and a 1 minute walk to the free bus to take you to winter park as the next stop. It took us a little bit to find a way into the building but entering from the parking garage was easy and didn’t require another key as some of the outer doors on other floors do.
Top guest favorite
Apartment in Winter Park
4.97 out of 5 average rating, 71 reviews

Luxury Winter Park Studio*PrivHotTub*Majestic View

AbbyRating, 5 stars1 week ago
My husband and I had a wonderful time enjoying a mini-getaway at Mandy’s place with our dog. The place was absolutely beautiful, with stunning views. A great place to relax and reset, and super close to the main road in Winter Park. The place was very clean, and the stay overall felt so luxurious. Mandy was friendly and communicative, and made us feel welcome. We can’t wait to stay here again!
Guest favorite
Condo in Winter Park
4.93 out of 5 average rating, 44 reviews

Designer Winter Park Condo w/ Private Hot Tub

AshleyRating, 5 stars3 weeks ago
The accommodations were perfect for our group of three but would comfortably fit six! The entire place was more spacious than it looked in the photos. We felt at home and had everything we needed. The beds were so comfortable!
Superhost
Condo in Winter Park
4.84 out of 5 average rating, 70 reviews

Ski-In/Ski-Out Studio Mtn View-Free Heated Parking

KaraRating, 5 stars3 weeks ago
We had a great stay. Perfect room — clean with a great view. The game room in the building was a huge plus for my son. Shawn’s detailed instructions on parking and checking into the building were perfect. We were confused at first but then realized it’s all laid out with photos and videos. Thanks so much for letting us stay!
Guest favorite
Home in Winter Park
5 out of 5 average rating, 11 reviews

New Luxury Condo 2203 I Free Adventures Daily

Nancy and NedRating, 5 stars3 months ago
My son and I booked the condo for a late planned ski trip. The condo is very comfortable, clean and modern. It has an adequately stocked kitchen with plenty of utensils and spices for those that prefer to cook. It includes a drip coffee maker and a separate bean grinder (I never know what to buy before arriving). There is some ongoing new construction in the area (as of March 2025). I heard some trucks backing up in the morning, but it did not bother us as we were up each morning to ski. Overall, the place is very quiet with very minimal neighbor noise. There is no cable service, so be prepared to stream or cast from your own device using your own accounts. I was able to stream YouTube TV from my phone to the TV. We took the free shuttle service to the resort each day. It’s a quick walk to the bus stop, and we never waited more than a few minutes for a bus. We walked to the area restaurants and shops. Safeway is a quick drive down the street. We would book again.
Guest favorite
Condo in Winter Park
4.95 out of 5 average rating, 40 reviews

Hi Country Hideaway

AdriaRating, 5 stars2 months ago
Perfect place for our ski trip! Walkable and beautiful location with easy access to free shuttle to the resort. Kelly was friendly and provided great information. Would recommend!
Superhost
Cabin in Fraser
4.83 out of 5 average rating, 94 reviews

Charming Rocky Mountain A-Frame

LauraRating, 5 stars2 weeks ago
we loved the A frame cabin, it was secluded, but not to far away from others. we loved how clean everything was, only thing I would say is that if you're on the taller side this may not be the place for you. my husband is 5'9" and he constantly hit his head. The only other issue we had is sometimes the toilet acted like it didn't want to flush. Overall the home was beautiful and relaxing, it was the perfect getaway! I wish we could've stayed longer!

Quick stats about vacation rentals in Winter Park

  • Total rentals

    1.5K properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    44K reviews

  • Family-friendly rentals

    1.2K properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    620 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 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 3,140 vacation rentals near The Foundry Cinema & Bowl, and over 6,500 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 870 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 house rentals in Winter Park?

    Experience the best of Winter Park with our house 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.

  • Are there pet-friendly vacation rentals in Winter Park?

    Four-legged friends are welcome in Winter Park. Choose from more than 250 vacation rentals for guests traveling with pets.

  • Are there Winter Park vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 620 vacation homes 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 190 condo rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Winter Park have self check-in?

    Absolutely! We offer over 20 cabin 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 20 townhouse rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Winter Park?

    Winter Park has more than 1,150 family-friendly stays. 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 200 homes with a gym, over 150 homes with self check-in, over 190 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park