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.

Guest favorite

Condo in Winter Park

4.85 out of 5 average rating, 136 reviews

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit

Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The master bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of Mary Jane and Park side. Amenities include a large hot tub, grills, ski/bike lockers, washer and dryers, free WiFi and Cable. Walking distance to shopping, ice skating, restaurants, & activities! Permit #009238

Aug 7 – 14

€ 143 per night
Guest favorite

Condo in Winter Park

4.88 out of 5 average rating, 171 reviews

Homebase Snowblaze

Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and fifteen minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.

Dec 9 – 16

€ 131 per night
Superhost

Condo in Winter Park

4.91 out of 5 average rating, 251 reviews

One Bedroom - Winter Park Base

Catch first chair on a powder day, or take your time grabbing coffee at Starbucks across the street. Either way, a quick lunch break at the condo makes this a true family-friendly location. Don't forget the oversized Hot Tub! Our unit is a corner unit and offers a bit more living space than the standard 1-bedrooms. The bedroom has a king-size Tempurpedic bed and the living room sofa converts to a queen pull-out bed. Winter Park Short-Term Rental Registration No. [004361}

Jun 5 – 12

€ 122 per night

Popular amenities for Winter Park vacation rentals

Stay near Winter Park's top sights

Winter Park Resort331 locals recommend
Cooper Creek Square55 locals recommend
Mary Jane Base10 locals recommend
Winter Park Mountain Lodge5 locals recommend
Coca Cola Tubing Hill At Winter Park26 locals recommend
Rendezvous Event Center24 locals recommend

Winter Park home rentals

Guest favorite

Home in Fraser

4.95 out of 5 average rating, 129 reviews

Beautiful All-Season Mountain Home

Sep 25 – Oct 2

€ 388 per night
Guest favorite

Home in Fraser

5.0 out of 5 average rating, 149 reviews

Relax and Have Fun in Our Beautiful Home

Nov 21 – 28

€ 482 per night
Guest favorite

Home in Winter Park

4.97 out of 5 average rating, 101 reviews

5 private acres, hot tub with view, sledding hill

Jan 7 – 14

€ 761 per night
Guest favorite

Home in Winter Park

4.95 out of 5 average rating, 128 reviews

Winter Park Creekside Chalet with Hot Tub

Nov 27 – Dec 4

€ 1,093 per night
Guest favorite

Home in Winter Park

4.87 out of 5 average rating, 206 reviews

Beautiful Rustic Home, 4 BDR+ Bonus Room!

Dec 4 – 11

€ 642 per night
Guest favorite

Home in Tabernash

4.95 out of 5 average rating, 210 reviews

Million Dollar Views

Jun 27 – Jul 4

€ 358 per night
Guest favorite

Home in Winter Park

5.0 out of 5 average rating, 19 reviews

Mountain Cabin 44 - $500 Free Activities Daily

Jul 6 – 13

€ 294 per night
Guest favorite

Home in Winter Park

5.0 out of 5 average rating, 38 reviews

Rendezvous Winter Park Cabin / Private Hot Tub

Jan 13 – 20

€ 542 per night
Guest favorite

Home in Winter Park

5.0 out of 5 average rating, 14 reviews

Prime Location, Private Hot Tub, Walkable

Apr 23 – 30

€ 300 per night
Guest favorite

Home in Winter Park

4.99 out of 5 average rating, 89 reviews

Luxury Modern Cabin - Views/Shuttle Mins to WP

Nov 11 – 18

€ 410 per night
Guest favorite

Home in Winter Park

5.0 out of 5 average rating, 24 reviews

5 minute walk to lifts. Luxury home in Winter Park

May 20 – 27

€ 297 per night
Guest favorite

Home in Fraser

5.0 out of 5 average rating, 36 reviews

Luxury Mountain Retreat with Scenic Views

Apr 18 – 25

€ 450 per night

Other great vacation rentals in Winter Park

Guest favorite

Condo in Winter Park

4.93 out of 5 average rating, 113 reviews

Minutes from the lifts, seconds from the hot tub.

May 2 – 9

€ 150 per night
Guest favorite

Condo in Granby

4.9 out of 5 average rating, 198 reviews

Resort Qn Studio~Ski Winter Park & Granby Ranch

Apr 10 – 17

€ 91 per night
Superhost

Condo in Granby

4.83 out of 5 average rating, 292 reviews

Cozy 1 bedroom Granby Ranch condo

Feb 21 – 28

€ 85 per night
Guest favorite

Apartment in Winter Park

4.81 out of 5 average rating, 120 reviews

Lovely one bedroom Apartment in an Aspen forest.

Apr 30 – May 7

€ 159 per night
Guest favorite

Condo in Winter Park

4.91 out of 5 average rating, 189 reviews

Top Floor with Beautiful Views! Larger 1-Bedroom!

Apr 20 – 27

€ 175 per night
Guest favorite

Condo in Winter Park

4.88 out of 5 average rating, 287 reviews

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds

May 8 – 15

€ 172 per night
Guest favorite

Condo in Winter Park

4.89 out of 5 average rating, 190 reviews

Ground floor 2 bedroom, at Hi Country Winter Park

Apr 22 – 29

€ 129 per night
Superhost

Condo in Winter Park

4.85 out of 5 average rating, 107 reviews

Beaver Village in Winter Park - 2br/2bath Condo

Jun 12 – 19

€ 131 per night
Guest favorite

Condo in Winter Park

4.95 out of 5 average rating, 133 reviews

Cozy 2BR/2B Condo on Winter Park bus route

Dec 2 – 9

€ 172 per night
Guest favorite

Apartment in Winter Park

4.96 out of 5 average rating, 129 reviews

Amazing Condo at the Base of Winter Park Resort

Sep 11 – 18

€ 190 per night
Guest favorite

Condo in Granby

4.94 out of 5 average rating, 164 reviews

Modern Condo in the heart of Grand County

Apr 10 – 17

€ 119 per night
Guest favorite

Condo in Winter Park

4.93 out of 5 average rating, 169 reviews

Mountain retreat | Top Floor | WP Base Village

Apr 13 – 20

€ 180 per night

Quick stats about vacation rentals in Winter Park

Total rentals

1.4K properties

Rentals with a pool

560 properties have a pool

Pet-friendly rentals

200 properties allow pets

Family-friendly rentals

1K properties are a good fit for families

Total number of reviews

33K reviews

Nightly prices starting at

€ 28 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 5,890 vacation rentals near Winter Park Resort, and over 2,860 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 810 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 200 vacation rentals for guests traveling with pets.

  • 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.

  • Do cabin rentals in Winter Park have wifi?

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

  • Do house rentals in Winter Park have a bbq area?

    Absolutely! We offer over 240 house rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 20 apartment rentals with self check-in in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Winter Park have a gym?

    Absolutely! We offer over 250 condo rentals with a gym 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!

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

    Winter Park has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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