Winter Park Vacation Rentals, Colorado: house rentals & more

Select from 536 houses, 993 condos, and other vacation rentals to find the perfect place for your stay in Winter Park. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Find properties near top attractions in Winter Park

Winter Park Ski Resort

Find the best place to stay - Winter Park

Zephyr Mountain Lodge

Sleeps 4 · 1 bedroom

Multiple options

Welcome to Trestle House - a stunning ski in/ski out five bedroom mountain retreat

Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!

Sleeps 12 · 5 bedrooms · 4+ bathrooms

Exterior view winter, short path to ski corridor on left

Base Camp-Play hard then rest extravagantly! Ski in/out 4 BR-secluded-Jane Creek

Sleeps 15 · 4 bedrooms · 4+ bathrooms

Top rated rentals - Winter Park

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Find out more about Winter Park

Why visit Winter Park

World-Class Skiing: Winter Park is renowned for its exceptional ski resorts, offering thrilling slopes for all skill levels.
Breathtaking Scenery: Experience stunning views of mountains, lakes, and national parks, perfect for outdoor enthusiasts.
Charming Nearby Areas: Explore picturesque towns like Estes Park, known for their welcoming atmosphere and natural beauty.
Diverse Outdoor Activities: In addition to skiing, enjoy hiking, biking, and other adventure sports year-round.
Cozy Accommodations: Choose from a variety of vacation rentals, from luxurious townhomes to charming cabins.

Popular types of accommodation in Winter Park

Winter Park offers a variety of vacation rentals to suit every traveler's needs. Whether you're seeking a cozy cabin, a spacious private vacation home, or a luxury townhome near the trailhead lodge, you'll find the perfect spot to unwind. Many accommodations come equipped with amenities like hot tubs for ultimate relaxation. Explore the available options and discover the best value lodging in Winter Park for your next getaway.

Condos: Condos are the top choice for visitors in Winter Park, offering modern amenities and easy access to local attractions.
Houses: These spacious homes provide a comfortable and personalized experience, ideal for families or groups.
Cabins: Perfect for those seeking a rustic escape, cabins offer a cozy connection to nature.
Apartments: Apartments offer a convenient and budget-friendly option for couples or solo travelers.
Chalets: Chalets combine charm and luxury, making them a popular choice for a picturesque getaway.**

Top attractions in Winter Park

Winter Park, Colorado, is a perfect destination for skiing and adventure sports. Visitors can enjoy breathtaking scenery at local lakes, national parks, and mountains. Ideal for outdoor enthusiasts and couples seeking romance, Winter Park offers a variety of attractions, including ski resorts and terrain parks. Don’t miss out on free activities and the exhilarating wintertime skiing experience that this charming town has to offer.

Winter Park Visitor Center: This welcoming center offers a wealth of information about the area, along with outdoor adventure gear rentals and family-friendly activities. It's the perfect starting point for exploring the beautiful landscapes of Winter Park.
Moffat Tunnel West Portal: A fascinating historic site, the Moffat Tunnel West Portal showcases the rich cultural history of the region. Enjoy scenic views while learning about the engineering marvel that connects Denver to the west.
Saint Mary's Glacier: Located 9 miles from Winter Park, this stunning glacier offers breathtaking scenery and a variety of hiking opportunities. Experience the serene beauty of nature and enjoy picturesque views year-round.

Things to do recommended for couples

Winter Park offers a perfect romantic getaway for couples. Enjoy thrilling skiing at Winter Park Ski Resort, take an adventurous ride on the Gondola, and unwind together at the soothing Ranch Creek Spa for a rejuvenating experience. Embrace the stunning mountain views and create unforgettable memories.

Things to do recommended for families

Your family will love the Trestle Bike Park for its fun biking trails, the thrill of tobogganing at Colorado Adventure Park, and the relaxation offered at the Grand Park Community Recreation Center. These activities promise adventure and wellness for everyone in Winter Park!

Things to do recommended for groups

Experience the thrill of Ski Granby Ranch's golf course, just 10 miles from Winter Park. Explore the scenic Fraser River Trail for hiking adventures, and challenge yourselves at Amaze'n Maze with its exciting zipline ropes course, all perfect for group fun in the great outdoors.

What do I need to keep in mind when booking a vacation in Winter Park

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to consider.

Traveling to Winter Park with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for all of these options and more on Vrbo.
Traveling to Winter Park with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety while also looking for family-friendly amenities, like a private swimming pool. Additionally, being close to attractions that cater to families can enhance your trip.
Taking your pets with you to Winter Park: For many, a family vacation isn't truly finished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Winter Park: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Winter Park

Winter Park, Colorado, is a breathtaking mountain town perfect for ski enthusiasts and adventure seekers alike. Explore the charming nearby areas like Estes Park, known for its stunning scenery and friendly atmosphere. With a plethora of outdoor sports and relaxing spots, you'll find the ideal vacation destination to unwind and soak in the natural beauty. Don't miss out on the vibrant culture and historical charm that surrounds this picturesque region.

Keystone: Located 23 miles from Winter Park, Keystone is a premier destination for ski enthusiasts and adventure seekers. Known for its vast ski fields and well-equipped ski resorts, Keystone offers a thrilling winter sports experience. Beyond skiing, visitors can explore breathtaking landscapes, including nearby lakes and the stunning Rocky Mountain National Park. The charming village atmosphere is perfect for unwinding after a day on the slopes, with numerous dining options and shops to enhance your travel experience.
Black Hawk: Just 18 miles from Winter Park, Black Hawk is famous for its vibrant casino scene and outdoor adventures. Nestled in the foothills of the Rockies, this city combines thrilling gaming experiences with access to ski fields, making it an ideal getaway for those seeking both excitement and natural beauty. The nearby state parks provide ample opportunities for hiking and enjoying the picturesque surroundings, while the charming parks within the city offer relaxing spots to unwind and take in the fresh mountain air.
Grand Lake: Approximately 23 miles from Winter Park, Grand Lake is a serene destination known for its stunning scenery and outdoor activities. Situated on the shores of the largest natural lake in Colorado, this charming town offers recreational areas perfect for fishing, boating, and hiking. With its proximity to the Rocky Mountain National Park, visitors can easily access breathtaking trails and wildlife viewing. The picturesque views of the lake and surrounding mountains make Grand Lake a must-visit for anyone looking to immerse themselves in nature.

Best time to go to Winter Park

If you're planning a trip to Winter Park, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from December to February, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	14.2°F (-9.9°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Average
February	15.6°F (-9.1°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Moderately High
March	23.4°F (-4.8°C)	Light Rain	Mostly Sunny	Average	Moderately High
April	29.8°F (-1.2°C)	Light Rain	Mostly Sunny	Average	Average
May	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Moderately Low	Average
June	52.3°F (11.3°C)	No Rain (Dry)	Sunny	Moderately Low	Average
July	57.9°F (14.4°C)	Light Rain	Mostly Sunny	Average	Average
August	56.3°F (13.5°C)	No Rain (Dry)	Sunny	Moderately Low	Moderately Low
September	50.2°F (10.1°C)	No Rain (Dry)	Sunny	Average	Moderately Low
October	35.6°F (2.0°C)	No Rain (Dry)	Sunny	Average	Moderately Low
November	23.4°F (-4.8°C)	No Rain (Dry)	Mostly Sunny	Average	Average
December	14.4°F (-9.8°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Moderately High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming getaway? One effective way to do this is by being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often results in substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner truly pays off! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new trips, keep track of your travel arrangements, and manage your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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.

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 19°F.

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)

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.

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.

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.

Frequently asked questions

What is the best area to stay in Winter Park when booking a vacation rental?

If you’re planning a trip to Winter Park, Old Town Winter Park is among the most sought-after destinations to stay. No matter your style of travel, Vrbo is bound to have a vacation property here that matches your needs.

What is the most popular type of vacation rental accommodation in Winter Park?

The most desirable types of vacation rentals in Winter Park are condos. After something a little different? Vrbo has plenty of options to match our guests’ needs, so you’ll see properties in lots of sizes and shapes. The ideal home away from home is waiting for you — get hold of yours today.

How much does it cost to rent a vacation rental in Winter Park?

Length of stay, property type and time of year are some things that can determine the price of a vacation home. Simply click on your dates of travel to find your ideal fit. From quaint country cottages to plush villas, all Vrbo vacation rentals provide incredible value.

How much does it cost to rent a beach house in Winter Park?

Prices for beach houses in Winter Park may vary depending on the size and style of the property and time of year you’re traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to tailor your search by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Winter Park?

With 1,143 vacation rentals that welcome four-legged guests, your happy hound can also come along on your Winter Park vacation. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.

Can I rent a house with a pool in Winter Park?

Grab your swimsuit and inflatable unicorn, because there are 536 houses with a private pool in Winter Park. Settle in at one of these sought-after vacation homes and enjoy a pool day every day. Simply enter your dates into Vrbo, then check the “pool” filter to find a place to make a splash!

What are popular rental amenities in Winter Park?

When it comes to rental amenities that guests look for in Winter Park, a fireplace, a barbecue grill and a lake view rank highest. With Vrbo vacation homes, you’ll discover options to fit your taste and style, whether you’re taking a trip with friends, family or even pets.

Are there large group vacation rentals in Winter Park?

Winter Park has 263 vacation homes that can host 10 or more guests. These stays come with the space you need to enjoy good times with family and friends.

Are there vacation rentals in Winter Park that welcome kids?

Gather your whole family for a memorable adventure in Winter Park at one of our 1,142 family-friendly vacation properties. These stays offer conveniences that are ideal for getaways with the little ones, such as dining rooms, multiple bedrooms and private pools. Just click on the “Properties good for families” filter and choose your favorite option.

What are the top attractions for families in Winter Park?

Keep your kids busy at these fun family-friendly attractions in Winter Park:

Moffat Tunnel West Portal
Winter Park Ski Resort
Trestle Bike Park

Are there one-bedroom vacation rentals in Winter Park?

Take your pick from 167 one-bedroom rentals in Winter Park. Whether you’d like an apartment or a cabin, Vrbo’s one-bedroom properties are just right if you don’t require huge amounts of space. One of the major perks of having your own place? You won’t need to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Winter Park?

Take off with your besties and enjoy peace, privacy and comfort in one of the 427 two-bedroom vacation properties Winter Park has to offer.

Are there vacation rentals with WiFi in Winter Park?

Winter Park has 301 vacation rentals with WiFi, so you’ll be able to stay connected while traveling. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to sending emails, these Vrbo homes make it a cinch to get online.

How can I find vacation rentals with air conditioning in Winter Park?

Decide on your travel dates and then make use of the filters to view vacation rentals with ac in Winter Park on Vrbo. With 56 air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.

How old do you have to be to rent a vacation rental in Winter Park?

The minimum age requirements can differ across properties on Vrbo, so double-check the rules of the vacation home in Winter Park you want. But normally, it’s 16, 18 or 21.

How long can I rent a vacation rental in Winter Park for?

The amount of time you can stay in a Winter Park vacation home for is up to each property. Simply tap in your preferred travel dates to browse options that offer extended stays. They come with all you require to make your extended break more convenient and enjoyable, such as kitchens and laundries. Some vacation homes might also offer weekly or monthly discounts, so you can stick around for longer for less.

Does Vrbo offer discounts for vacation homes in Winter Park?

Whether you’ve got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to find some fabulous bargains and discounts on Vrbo. From weekend trips to extended getaways, we’ve got the ideal space for your next Winter Park escape.