Discover a selection of 2,000 vacation rentals in Winter Park, CO that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $74 per night, and houses and cabins are popular options for a stay in Winter Park. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Winter Park
Destination guide

Alpine fun surrounds you in Winter Park vacation rentals

Winter Park is Colorado’s premier destination for family-friendly fun, outdoor adventure, and activities for all seasons. From horseback riding and fishing to dining and nightlife, Winter Park has a range of activities for nature lovers and urbanites alike, all within reach of vacation home rentals.


Explore heritage sites in Winter Park

Cabin rentals in Winter Park not only put you in the heart of the wilderness, but they’re also nearby the many heritage sites and museums that celebrate life in the Grand County of the past. The Cozens Ranch Museum & Gift Shop, a museum within an original 1876 home, is the site of the first ranch and stagecoach stop in Fraser Valley, and the Pioneer Village museum has artifacts related to early Grand County inhabitants, such as pioneer clothing and early tools. The Heritage Park Museum has six historic buildings, including a livery barn and ranger station, as well as artifacts of Grand County ranchers. The Moffat Road Railroad Museum has such railway relics as a 1905 passenger car, a 1915 railroad hand-cart shed, and a 1923 caboose, making it a great choice for history buffs.

Things to do

Get in touch with nature in Winter Park getaway cabins

With steep slopes, towering peaks, dense forests, and shimmering waters, Winter Park is the ideal environment for any outdoor activity. Cabin rentals are available near such locations as Winter Park Resort, a ski resort with multiple trails, changing terrain, and a wealth of warm-weather activities, and Coca Cola Tubing Hill at Winter Park offers exhilarating snow tubing for the whole family. James Peak, a mountain summit with hiking, climbing, and a beautiful lake for watersports, and Rollins Pass, a mountain with a lake and excellent off-roading trails, offer a range of activities as well.


Seasonal weather averages in Winter Park

Winter Park is well known for its skiing. If you're interested in winter sports, you might consider visiting in December, March, February or January, when snowfall averages 23 inches and temperatures average 20°F.

Natural features

Exploring the mountains and other natural features in Winter Park

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Winter Park. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Rocky Mountain National Park (29.7 mi / 47.9 km)
  • Saint Mary's Glacier (9.1 mi / 14.7 km)
  • Georgetown Lake (14.1 mi / 22.7 km)
  • Torreys Peak (16 mi / 25.8 km)
  • Lake Granby (16.4 mi / 26.3 km)
  • Switzerland Trail (16.7 mi / 26.8 km)
How to get there

Traveling to and around Winter Park

The nearest airport is in Broomfield, CO (BJC-Rocky Mountain Metropolitan), located 35.7 mi (57.4 km) from the city center.

If you'd prefer to travel by train, the main station serving the city is Winter Park Station.

Getting around

Transportation in Winter Park

There are numerous options to get to and around Winter Park. An airport shuttle offers scheduled departures from the Denver International Airport to area vacation homes, and a local shuttle is available for transportation throughout Winter Park and Fraser. Trains and buses also run through the area, and rental cars give you the flexibility to travel to nearby destinations on your own schedule.

Essential info

Key facts for stays in Winter Park vacation homes

Winter Park is a total of 7.5 square miles and is typical of a seasonal resort town, though it has essential services like a police department, a hospital, clinics, and emergency services. The town is safe, bustling during peak season and peaceful during off-peak season, though it’s best to exercise caution with valuables and sensitive information. Winters tend to be long and a variety of local wildlife can be found in the area, even near cabin rentals, so it’s important to prepare for possible encounters.

What are the top vacation rentals in or near Winter Park?

Whether you're in search of an intimate escape for you and your boo or someplace spacious to fit the family, you'll find some top vacation rentals in and around Winter Park. Here are a couple to get you thinking:

  • Take advantage of conveniences like an ice maker and a microwave oven at "Wp Incredible River Views Private Top Flr Hideaway Park Nightlife Cozy". Located around 0.1 miles from Winter Park, this unique option has 2 bedrooms and good guest reviews.
  • "Luxury Lakeview Condo" also promises an awesome stay, offering 2 bedrooms, mountain views, a living room and more. It's around 25 miles from Winter Park.

For even more great options, use the search bar at the top of the page to find the perfect Winter Park vacation rental for you.

Can I find log cabins to rent in or near Winter Park?

There's something irresistible about holing up in a log cabin where it's only you, the fam and the glorious nature around you. Leave behind the buzz of big cities and towns and get away to one of these wooden refuges in Winter Park:

  • "Luxurious Downtown Log Cabin" in Arboles proves you don't need to sleep in a tent to surround yourself with nature. Ditch camping for this cabin's comforts, such as off-street parking options and free WiFi.
  • After a full day of outdoor activities, wind down at "Charming Log Cabin With Hot Tub In Winter Park". This cozy retreat in Arboles has a fireplace and free WiFi.

What are the top-rated vacation rentals for weekend getaways in or near Winter Park?

If you've been busier than an ant at a picnic lately, you deserve to get away for a few glorious days. Clock off early on Friday and head to one of these weekend getaways in or near Winter Park:

  • "5th Floor With Beautiful Views Full" is around 2 miles southeast of Winter Park and an ideal place to recharge your batteries. You'll enjoy the convenient amenities here, including nearby birdwatching activities and an iron and ironing board.
  • Alternatively, create memories with your crew at "Luxurious 2 Masters, 2 Family Rooms", which is around 1 mile to the southwest of Winter Park. Take advantage of a phone, nearby ecotour services and more here.

Can I find studio apartments for rent in and around Winter Park?

Studio apartments are a simple yet stylish pick, perfectly suited for traveling couples or solo adventurers. Spend your days exploring your new surroundings and your nights kicking back in your cozy hideaway. These properties in or near Winter Park are guaranteed to please:

  • One of our top picks is "5th Floor With Beautiful Views Full". Book a few nights or more at this popular stay and you'll have access to off-street parking options and a garage.
  • "Grand Lake Lemmon Lodge #5" is another wonderful stay, offering all you need for a heavenly Winter Park retreat. Handy amenities here include a nearby laundromat and a nearby river.

Can I find short term rentals in or near Winter Park?

Whether you're looking for a studio apartment or a house big enough to fit the family, you'll find the ideal place on Vrbo. Enjoy a mini break at one of these favorite picks in or near Winter Park:

  • If you can only spare a night or two, "Luxurious On 1 Acre, 6miles - W. Park" is a fantastic choice. It's not too far from the center of Winter Park, so you'll have easy access to lots of attractions.
  • "Cabin - “altitude Adjustment” Beautiful" is also ideally located. Settle in here and discover why lots of guests rate this property as one of their favorites.

What are the best romantic weekend getaways in or near Winter Park?

Forget about roses and chocolates. Sometimes all you need is a weekend away, just you and your sweetie. At Vrbo, we've got romantic getaways in and around Winter Park that would make even Cupid envious. Here are some to tempt you:

  • Put on some love songs and kick back together at "Wp Incredible River Views Private Top Flr Hideaway Park Nightlife Cozy". Around 0.1 miles from Winter Park, this property has everything you need for a romantic weekend away, including a fireplace and skiing facilities.
  • Another option where you can spend a few glorious days together is "Luxury Lakeview Condo". Located around 25 miles from Winter Park, a resort and beauty services add to the ambiance here.

What are the best large group vacation rentals in or near Winter Park?

Big groups mean a whole lot of fun. They also mean finding someplace that'll comfortably fit your entire gang. Check out our large group vacation rentals in or around Winter Park and spend time with your favorite people under the one roof:

  • You'll have plenty of space to enjoy yourselves at "Luxurious 2 Masters, 2 Family Rooms". Around 1 mile southwest of Winter Park, this welcoming retreat has 3 bedrooms and sleeps up to 12 guests. Amenities include a fireplace and a sauna.
  • "Luxurious On 1 Acre, 6miles - W. Park" is another terrific option. It's around 2 miles to the north of Winter Park, has 3 bedrooms and sleeps as many as 12 guests. Mountain views and a fireplace are among the things that'll help make your stay more comfortable.

What are the best houses for rent with a pool in or near Winter Park?

A pool is often a must-have when choosing where to stay, especially if you're getting away with the kids. Browse these houses with a pool in or near Winter Park and spend your days splish-splashing around:

  • Pack your swimming gear and make yourself comfortable at "All Ages And Families Love This House Hot Tub. Dogs Welcome". There are also lots of other appealing amenities here, including a travel crib and a fridge.
  • "Exquisite Mountain House With Forest Views And Private Hot Tub" is the kind of place you go to leave the everyday behind and make the most of your surroundings, starting with its glorious pool. A microwave oven and coffee and tea making facilities are also on hand to make your stay nice and comfy.

Unsure how to pack your suitcase for your Winter Park getaway? This impressive destination has a subarctic climate. In summer, expect average temperatures ranging from 45 ºF to 70 ºF. Look up our range of Winter Park vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more ideas about where to stay.

What are the best large family vacation rentals in or near Winter Park?

A family get-together should be a memorable one. Whether you're organizing some time away with the kids or that long-overdue family reunion, our large family vacation rentals in or near Winter Park offer a comfy home away from home with enough space for everyone:

  • Sleeping up to 12 guests in 3 bedrooms, "Luxurious 2 Masters, 2 Family Rooms" is the perfect place to hang out with the family. This getaway is 1 mile to the southwest of Winter Park and has creature comforts that include childrens activities and coffee and tea making facilities.
  • Another popular choice is "Luxurious On 1 Acre, 6miles - W. Park". This vacation rental is 2 miles north of Winter Park and features books, a dining table and more. With 3 bedrooms accommodating up to 12 people, there's no need to leave anyone off your guest list.

If you're hoping to visit some family-friendly attractions around the area, you have plenty of choice. Amaze'n Maze Winter Park, Cascade Falls and Lilliput Mini Golf offer fun for young and old.

Can I find family cabin rentals in or near Winter Park?

Nothing is more important than family, which is why we'll help you find a space where you can truly connect. Rent one of these family cabin rentals in or near Winter Park and create wonderful memories with your loved ones:

  • "Cabin - “altitude Adjustment” Beautiful" - This sought-after getaway offers a TV and childrens activities and is located approximately 20 miles to the north of the center of Winter Park.
  • "Lemmon Lodge: Waterside Retreat" - This stay has also been designed with families in mind and is around 25 miles north of Winter Park. Offering free toiletries, a separate dining area and more, it'll get your group's stamp of approval.

For more options, use the search bar at the top of the page and adjust the filters to find the Winter Park vacation rental that's perfect for your needs.

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