Photo by Winter Park Resort

Winter Park vacation rentals

We found 2,034 vacation rentals — enter your dates for availability

Nestled in the heart of the Rocky Mountains, Winter Park, Colorado, offers breathtaking mountain scenery and a vibrant atmosphere perfect for adventurers and families alike. From world-class skiing and thrilling snowboarding to charming local shops and cultural gems, this destination is a haven for those seeking both excitement and relaxation. With a variety of cozy cabins and spacious vacation homes to choose from, you’ll enjoy the comfort and convenience of a home-like retreat as you create unforgettable memories with your loved ones.

Holiday rentals with weekly discounts - Winter Park

Showing deals for:Dec 11 - Dec 18

Interior
Exterior
Private kitchen
Interior
Wonderful
(22 reviews)

Large Upscale Retreat off Vasquez Rd. Sleeps 14

Winter Park

13% off
$846
$5,921 for 7 nights
All fees included
Large Upscale Retreat off Vasquez Rd. Sleeps 14
Room
Living area
The view of Vasquez Territory at Winter Park from just out the front door.
Private kitchen
Exceptional
(81 reviews)

Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!

Winter Park

8% off
$342
$2,392 for 7 nights
All fees included
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!
Dining
Exterior
Living room
Exterior
Exceptional
(71 reviews)

Winter Park Retreat - In The Heart Of Downtown

Winter Park

8% off
$409
$2,862 for 7 nights
All fees included
Winter Park Retreat - In The Heart Of Downtown
View of dining, kitchen, and living room area.
Interior
Family room with TV and Queen Sleeper sofa, plus futon (not pictured)
Exceptional
(100 reviews)

Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!

Winter Park

8% off
$488
$3,419 for 7 nights
All fees included
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!
Gourmet kitchen
Living Room with spectacular views, 50' flat screen HD-TV and free WIFI.
Shared hot tub right out the front door
Dining room with seating for 10
Exceptional
(47 reviews)

Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark

Winter Park

12% off
$445
$3,117 for 7 nights
All fees included
Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark
View of Slopes
Kitchen with induction cooktop
Interior
Living area
Exceptional
(56 reviews)

Two Free E-bikes included. Walk to base. Inside the WP gates. Private hot tub.

Winter Park

8% off
$330
$2,308 for 7 nights
All fees included
Two Free E-bikes included. Walk to base. Inside the WP gates. Private hot tub.
Dining
Exterior
Living area
Private kitchen
Exceptional
(7 reviews)

Secluded family-friendly condo a minute from ski shuttle and trailheads

Winter Park

9% off
$198
$1,386 for 7 nights
All fees included
Secluded family-friendly condo a minute from ski shuttle and trailheads
Private kitchen
Property grounds
Interior
Living area
Exceptional
(147 reviews)

WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH

Winter Park

8% off
$236
$1,649 for 7 nights
All fees included
WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH
Pool and hot tub at the clubhouse
Property grounds
Dining and kitchen
Clubhouse
Exceptional
(82 reviews)

Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!

Winter Park

8% off
$345
$2,417 for 7 nights
All fees included
Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
Master with king-size bed
Spacious, well-appointed kitchen
Entrance
TV room
Exceptional
(87 reviews)

Renovated, steps to restaurants, mountain views, on free bus route

Winter Park

8% off
$242
$1,691 for 7 nights
All fees included
Renovated, steps to restaurants, mountain views, on free bus route
Living area
Interior
Pool
Exterior
Exceptional
(99 reviews)

A cozy non-smoking condo on the Fraser River in downtown Winter Park.

Winter Park

8% off
$160
$1,123 for 7 nights
All fees included
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
Living area
Lobby
Living area
Room
Exceptional
(146 reviews)

Ski-in Ski-out studio

Winter Park

8% off
$199
$1,395 for 7 nights
All fees included
Ski-in Ski-out studio
Property grounds
Room
Interior
Private kitchen
Exceptional
(15 reviews)

Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4

Winter Park

8% off
$432
$3,021 for 7 nights
All fees included
Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4
Terrace/patio
Room
Dining
Exterior
Exceptional
(11 reviews)

Modern/Rustic 2-bedroom Townhouse + Bonus Loft

Winter Park

8% off
$225
$1,573 for 7 nights
All fees included
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Deck
Kitchen into Living Spaces
Dining & Kitchen
Open Floor Plan Living, Dining, Kitchen
Exceptional
(28 reviews)

Penthouse Cozy Condo in the heart of Downtown Winter Park

Winter Park

9% off
$303
$2,124 for 7 nights
All fees included
Penthouse Cozy Condo in the heart of Downtown Winter Park
Indoor pool at clubhouse, plus two indoor hot tubs
Lounge area with large screen TV, pool table, kids area, business center
Interior
Beautiful fall leaves from the balcony
Exceptional
(49 reviews)

Cozy and convenient family condo in heart of downtown Winter Park

Winter Park

8% off
$218
$1,529 for 7 nights
All fees included
Cozy and convenient family condo in heart of downtown Winter Park
Interior
Interior
Fully appointed kitchen with all you will need to prepare meals and eat in.
Outdoor spa tub
Exceptional
(21 reviews)

Heart of Downtown - Private Hot Tub, Heated Garage, Fireplace & Washer/Dryer

Winter Park

9% off
$233
$1,629 for 7 nights
All fees included
Heart of Downtown - Private Hot Tub, Heated Garage, Fireplace & Washer/Dryer
Outdoor spa tub
Interior
Living area
Room
Exceptional
(6 reviews)

Downtown Winter Park w/ Hot Tub and Loft

Winter Park

8% off
$235
$1,644 for 7 nights
All fees included
Downtown Winter Park w/ Hot Tub and Loft
Lodge lobby
ZML Riverside building
Living room with queen sleeper sofa and views.
Bedroom with king size bed and views of the mountains.
Exceptional
(30 reviews)

Zephyr Mountain Lodge - Beautifully Renovated

Winter Park

8% off
$361
$2,527 for 7 nights
All fees included
Zephyr Mountain Lodge - Beautifully Renovated
Rec Center Pool
Rec Center sitting area w/ TV
Rec Center deck w/ outdoor hottub
Rec Center Game Room
Exceptional
(31 reviews)

Cozy 1 Bedroom Hi Country Haus - on river !

Winter Park

9% off
$186
$1,299 for 7 nights
All fees included
Cozy 1 Bedroom Hi Country Haus - on river !
Pole Creek Golf Course - 20 minute drive from Condo
Hot Tub off of ski run/1st Floor (no jets)
Exterior
Exterior
Exceptional
(10 reviews)

New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village

Winter Park

9% off
$360
$2,520 for 7 nights
All fees included
New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village
Exterior
Property grounds
Interior
Pool
Exceptional
(104 reviews)

Newly renovated Winter Park condo on the Fraser River

Winter Park

8% off
$161
$1,127 for 7 nights
All fees included
Newly renovated Winter Park condo on the Fraser River
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    We stand for diversity, inclusion and families everywhere.
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Find out more about Winter Park

Why visit Winter Park

  • World-class skiing: Experience top-notch ski resorts perfect for winter sports enthusiasts of all levels.
  • Stunning mountain scenery: Enjoy breathtaking views and picturesque landscapes in the heart of the Rocky Mountains.
  • Diverse outdoor activities: Engage in thrilling adventures such as snowboarding, snowshoeing, and ice skating.
  • Charming local culture: Immerse yourself in the vibrant community with unique shops, dining, and museums.
  • Cozy accommodations: Choose from a variety of vacation rentals, from cabins to modern condos, for a perfect getaway.

Popular types of accommodation in Winter Park

Experience the charm of Winter Park, Colorado, with our diverse selection of vacation rentals. Whether you prefer a cozy cabin, a spacious private vacation home, or a modern condo, you'll find the perfect fit for your getaway. With easy access to Winter Park Resort and a variety of activities, your ideal vacation awaits. Explore our Winter Park vacation rentals today and discover the perfect spot for your next adventure.

  • Condos: The top choice for vacation rentals in Winter Park, offering modern amenities and convenient access to local attractions.
  • Houses: Ideal for families or groups, these spacious homes provide privacy and a home-like atmosphere.
  • Cabins: Perfect for a cozy getaway, cabins offer a rustic charm amidst beautiful natural surroundings.
  • Apartments: A great option for couples or solo travelers seeking comfort and convenience in the heart of Winter Park.
  • Chalets: These charming, alpine-style lodgings provide a unique and picturesque stay in the mountains.**

Top attractions in and around Winter Park

Winter Park, Colorado, is a fantastic destination for skiing and outdoor adventures, offering scenic lakes, historic railways, and engaging museums. Visitors can explore terrain parks, outdoor rinks, and city parks, making it perfect for those seeking culture and nature. Don't forget to check out winter park escapes and ski lockers for a complete experience in this beautiful mountain town.

  • Moffat Tunnel West Portal: This historic rail portal offers a glimpse into the rich railroad history of the area. Surrounded by stunning mountain views, it provides an opportunity to explore the cultural significance of the tunnel, showcasing the engineering marvel that connects the East and West.
  • Saint Mary's Glacier: Located 9 miles from Winter Park, this glacier features breathtaking scenery and a peaceful atmosphere. It's perfect for hiking, photography, and enjoying the beauty of the Colorado wilderness.
  • Fraser Valley Library: Situated 3 miles away, this library is a community hub, offering family-friendly programs and cultural events. It's an excellent place to relax, read, and connect with local culture.

Things to do recommended for couples

Winter Park is perfect for couples seeking romance. Enjoy a scenic gondola ride up the mountains for breathtaking views, then cozy up by a fire at a local brewery. Don't miss a couple's massage at a spa for ultimate relaxation after a day of outdoor adventures.

Things to do recommended for families

Families visiting Winter Park can enjoy thrilling adventures at the Winter Park Resort, offering skiing and snowboarding lessons for all ages. Explore the scenic trails on a family hike or bike ride, and don’t miss the fun at the Fraser River Trail, perfect for a leisurely stroll.

Things to do recommended for groups

Explore the stunning landscapes on a group hike through the Fraser River Trail or hit the slopes together at Winter Park Resort. For a unique experience, consider a snowshoeing tour or a scenic gondola ride to take in the breathtaking views of the Rockies.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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 preferences with the appropriate filters. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Winter Park with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Winter Park with young kids: Traveling with little ones can be a bit demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that cater to families.
  • Taking your pets with you to Winter Park: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most 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 longer, 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 additional preferences like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Winter Park

Winter Park, Colorado, is a dream destination for winter sports enthusiasts and adventure seekers alike. Nestled in the stunning Rocky Mountains, this city offers world-class ski resorts and a family-friendly atmosphere. Explore the picturesque scenery, indulge in thrilling outdoor activities, and immerse yourself in the vibrant local culture. Whether you're hitting the slopes or enjoying cozy excursions, Winter Park promises an unforgettable winter vacation experience.

  • Fraser: Located a mere 2 miles from Winter Park, Fraser is a charming city known for its outdoor adventure and sports activities. Visitors flock here for an exhilarating skiing experience, with easy access to ski fields and resorts. The surrounding natural beauty includes breathtaking views of national and state parks, as well as nearby lakes perfect for summer activities like fishing and paddleboarding. Fraser’s friendly atmosphere and access to adventure make it an ideal spot for those looking to embrace Colorado’s mountain lifestyle.
  • Old Town Winter Park: Nestled around the heart of Winter Park, Old Town offers a quaint neighborhood vibe coupled with thrilling outdoor activities. This area is a hotspot for skiing, with numerous ski fields and resorts readily accessible. In addition to skiing, visitors can enjoy the nearby lake, parks, and majestic peaks that provide endless opportunities for photography and exploration. Old Town Winter Park blends a cozy mountain atmosphere with the excitement of adventure sports, making it an excellent choice for both families and thrill-seekers.
  • Rendezvous: Just 1 mile away from Winter Park, Rendezvous is a picturesque neighborhood that invites travelers to indulge in skiing and outdoor adventures. The area is well-known for its proximity to ski resorts and stunning ski fields, perfect for winter sports enthusiasts. Nearby natural attractions include national parks and serene lakes, enhancing the overall travel experience. With its beautiful landscapes and adventure-filled activities, Rendezvous is a fantastic destination for nature lovers looking to unwind and enjoy the great outdoors.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January14.2°F (-9.9°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February15.6°F (-9.1°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
March23.4°F (-4.8°C)Light RainMostly SunnyAverageSlightly High
April29.8°F (-1.2°C)Light RainMostly SunnyAverageSlightly Low
May39.4°F (4.1°C)Light RainMostly SunnyModerately LowAverage
June52.3°F (11.3°C)No Rain (Dry)SunnyModerately LowAverage
July57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
August56.3°F (13.5°C)No Rain (Dry)SunnyModerately LowAverage
September50.2°F (10.1°C)No Rain (Dry)SunnyAverageSlightly Low
October35.6°F (2.0°C)No Rain (Dry)SunnyAverageSlightly Low
November23.4°F (-4.8°C)No Rain (Dry)Mostly SunnyAverageAverage
December14.4°F (-9.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, booking a longer stay can often result in significant savings. To find the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to design new trips, keep your plans on track, and manage your bookings with ease. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for your convenience. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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.

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