Photo by Winter Park Resort

Winter Park holiday homes

We found 2,058 holiday rentals — enter your dates for availability
Select from 330 houses, 482 flats and other holiday rentals to find the perfect place for your stay in Winter Park. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Winter Park

Showing deals for:9 Oct - 16 Oct

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Winter Park

  • Thrilling skiing and winter sports: Enjoy world-class slopes and adrenaline-pumping adventures in a family-friendly atmosphere.
  • Breathtaking landscapes: Marvel at pristine lakes, historic railways, and captivating glaciers that showcase nature’s splendour.
  • Outdoor adventures: Engage in diverse activities, from skiing to exploring scenic trails, all within a picturesque setting.
  • Local charm: Immerse yourself in a vibrant community, rich in local culture and scenic streets.
  • Memorable excursions: Experience both tranquil nature escapes and exciting recreational pursuits in Winter Park.

Top attractions in and around Winter Park

Winter Park, Colorado, is a haven for outdoor enthusiasts, offering thrilling skiing and adventure sports amidst stunning landscapes. Visitors can explore picturesque lakes, historic railways, and captivating glaciers, all while soaking in the vibrant local culture. Whether you’re seeking adrenaline-pumping activities or tranquil scenery, Winter Park provides a diverse range of experiences that cater to both thrill-seekers and those looking to unwind in nature's beauty.

  • Hamill House Museum: A beautifully preserved historic house showcasing the rich cultural heritage of the area, offering guided tours that delve into the life and times of the early settlers.
  • Moffat Tunnel West Portal: A remarkable engineering feat, this historic rail portal provides insight into the construction of one of Colorado's vital transport routes, surrounded by stunning mountain scenery.
  • Amaze'n Maze Winter Park: An exhilarating outdoor adventure featuring a challenging maze and zipline courses, perfect for families and thrill-seekers looking to experience the beauty of Winter Park.

Things to do recommended for couples

Winter Park offers a charming retreat for couples. Enjoy scenic gondola rides with breathtaking mountain views, or take a romantic stroll along the Fraser River trail. Don't miss indulging in a cosy dinner at a local lodge, where you can savour delectable cuisine by a crackling fire.

Things to do recommended for families

Explore Winter Park’s family-friendly activities, such as a scenic tram ride and interactive outdoor adventures. Enjoy local charm with engaging experiences designed for kids, making it a memorable Kiwi family holiday in the USA.

Things to do recommended for groups

Groups visiting Winter Park can experience the thrill of the Amaze'n Maze, a zipline and ropes course that offers an adventurous outdoor atmosphere perfect for team bonding and fun in the stunning Colorado landscape.

*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 travelling with a group, family, or pets, or seeking extended stays, it's important to apply the right filters to meet your needs. Here are some useful booking tips for Vrbo.

  • Traveling to Winter Park with a group: Consider how many bedrooms are required, along with features like a fully-equipped kitchen or an outdoor area for group get-togethers. Luckily, you can refine your search on Vrbo to include all these options and more.
  • Traveling to Winter Park with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winter Park: For many, a family holiday wouldn't be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Many 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 holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can quickly 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 as well.

Where to stay in and around Winter Park

Experience the charm of Winter Park, Colorado, where adventure meets romance in a family-friendly atmosphere. Enjoy scenic ski resorts and thrilling winter sports, along with memorable excursions. Discover picturesque streets, local attractions, and a vibrant community that invites you to enjoy the best of Winter Park holidays. Whether exploring its snowy slopes or engaging in outdoor recreations, Winter Park offers an unforgettable escape for every traveller.

  • Fraser: Fraser is a vibrant city located 3km away from Winter Park, offering a blend of alpine charm and outdoor adventure. Renowned for its excellent ski facilities and robust sports scene, Fraser invites travellers to explore its ski fields and resorts, with opportunities for both beginners and advanced enthusiasts. The city is also a gateway to nearby natural wonders, including a national state park and picturesque lake, making it an ideal base for those seeking both thrilling adventures and tranquil escapes.
  • Old Town Winter Park: Nestled in the heart of Winter Park, Old Town Winter Park is a quaint neighbourhood that captures the essence of mountain living. Here, visitors can immerse themselves in a rich ski culture, with easy access to ski fields and resorts that cater to all skill levels. The area is dotted with scenic landmarks such as a serene lake, a lush park, and a striking mountain peak, offering an authentic taste of Colorado’s rugged beauty and adventure spirit.
  • Hideaway Village: Hideaway Village, another charming neighbourhood within Winter Park, offers a blend of outdoor excitement and community warmth. Known for its ski attractions, this area provides excellent access to ski fields and resorts, ensuring a memorable experience for winter sports enthusiasts. In addition to its adventurous offerings, Hideaway Village is surrounded by natural beauty, with a scenic lake and an inviting urban park, making it a delightful stop for those seeking both action and relaxation.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January14.2°F (-9.9°C)No Rain (Dry)Mostly SunnyModerately High
February15.6°F (-9.1°C)No Rain (Dry)Mostly SunnyModerately High
March23.4°F (-4.8°C)Light RainMostly SunnyAverage
April29.8°F (-1.2°C)Light RainMostly SunnyAverage
May39.4°F (4.1°C)Light RainMostly SunnyModerately Low
June52.3°F (11.3°C)No Rain (Dry)SunnyModerately Low
July57.9°F (14.4°C)Light RainMostly SunnyAverage
August56.3°F (13.5°C)No Rain (Dry)SunnyModerately Low
September50.2°F (10.1°C)No Rain (Dry)SunnyAverage
October35.6°F (2.0°C)No Rain (Dry)SunnyAverage
November23.4°F (-4.8°C)No Rain (Dry)Mostly SunnyAverage
December14.4°F (-9.8°C)No Rain (Dry)Mostly SunnyModerately High

Booking with Vrbo is a breeze

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate quite a bit. Booking a longer stay can also lead to significant savings. To discover the ideal Vrbo property that fits your budget, simply utilise our filters to search by price, location, and type of holiday rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s innovative Trip Board is your go-to spot for mapping out new journeys, picking up where you last left off, or organising your plans with ease. You can now view properties you’ve previously saved or booked under Potential, Upcoming, or Current Trips. To get started with your Trip Boards, visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

The cosy city of Winter Park awaits you

Enjoy the live music and other features of Winter Park. Renowned for its skiing, mountain views and snowboarding, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Winter Park

Do you want to find attractions to see during your stay? Travellers enjoy Winter Park for its skiing, snowboarding and hiking. Venture out of your cosy holiday rental and experience everything that makes Winter Park a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Winter Park Ski Resort (3.7 mi / 5.9 km)
  • Keystone Ski Resort (25.5 mi / 41.1 km)
  • Trestle Bike Park (2.5 mi / 4.1 km)
  • Ski Granby Ranch (10.3 mi / 16.6 km)
  • Eldora Mountain Resort (10.7 mi / 17.3 km)
  • Grand Elk Golf Club (13.1 mi / 21.1 km)

Exploring the mountains and other natural features in Winter Park

Whether you're an adventurous traveller or just want to appreciate the scenery, Winter Park is a great place to spend some time outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Rocky Mountain National Park (29.7 mi / 47.9 km)
  • Saint Mary's Glacier (9.2 mi / 14.8 km)
  • Georgetown Lake (14.1 mi / 22.7 km)
  • Torreys Peak (16 mi / 25.8 km)
  • Lake Granby (16.4 mi / 26.3 km)
  • Loveland Pass (18.4 mi / 29.6 km)

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 January, February, March or April, when snowfall averages 67 cm and temperatures average -8°C.

Travelling 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 centre.

If you'd prefer to travel by train, the main station is Winter Park Ski Resort Amtrak Station.

Frequently asked questions

What is the best area to stay in Winter Park when booking a holiday home?
Old Town Winter Park is one of the more sought-after locations for a holiday property in Winter Park. Spend your stay here to savour the comfort and privacy that comes with having the entire place to yourself.
What is the most popular type of holiday home accommodation in Winter Park?
The most desirable types of holiday homes in Winter Park are condos. Prefer something different? Bookabach has numerous options to match our guests' unique requirements, so you'll see holiday homes in loads of sizes and shapes. The perfect fit is waiting for you — book yours today.
How much does it cost to rent a holiday home in Winter Park?
Different factors affect the price of a holiday home in Winter Park, such as the time of year, length of stay and property type. However, all our holiday homes have something in common — exceptional value. Just add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Winter Park?
When you travel and the style and size of the property will determine the cost of your beachside escape. Put in your Winter Park travel dates to see your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Winter Park?
Pack a travel bag and a bone for the pup in your life because Winter Park has 598 stays that open their doors to pets. Let your four-legged friend get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Winter Park?
Tick the "pool" box in our handy filter tool and select from 255 houses with private pools in Winter Park on Bookabach. Ball games, gentle soak or noodle joust? Free time is up to you when your Bookabach holiday home comes with a swimming pool.
What are popular home amenities in Winter Park?
Some of the most popular home amenities guests are looking for in Winter Park are tennis, a chef and a lake view. Whether you're travelling with family, buddies or even pets, Bookabach holiday properties feature the best amenities for ultimate relaxation with the people you cherish the most.
Are there large group holiday homes in Winter Park?
Winter Park has 101 holiday properties that can fit 10 or more people. These properties come with the space and privacy you need to share good times with your nearest and dearest.
Are there holiday homes in Winter Park that welcome kids?
With 598 family-friendly holiday homes available in Winter Park, now is a fantastic time to introduce your children to the pleasures of travel. Simply check our "Properties good for families" filter box to view stays packed with amenities perfect for families on the move, such as multiple bedrooms, yards, bunk beds and entertainment areas.
What are the top attractions for families in Winter Park?
There are plenty of amazing things to see and do with the family in Winter Park, including:

  • Amazen Maze Winter Park
  • Moffat Tunnel West Portal
  • Trestle Bike Park

Are there one-bedroom holiday homes in Winter Park?
You'll find 106 one-bedroom properties in Winter Park to choose from. A one-bedroom holiday home is a wonderful choice if it's just you and your partner or if you're holidaying alone. Toss in more convenience, space and privacy compared to a hotel, and you're bound to have a memorable trip.
Can I find two-bedroom holiday homes in Winter Park?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 221 two-bedroom holiday properties Winter Park has to offer.
Are there holiday homes with WiFi in Winter Park?
Whether you want to keep up with the headlines, reply to emails or surf your social networks, there are 157 holiday homes with WiFi in Winter Park. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Winter Park?
You can pick from 27 Bookabach holiday homes with air conditioning in Winter Park giving you that gentle, cool breeze and extra element of comfort. Enter your chosen travel dates and then use our filter tool to search for stays with air conditioning.
How old do you have to be to rent a holiday home in Winter Park?
We recommend checking with the Winter Park holiday home you'd like on Bookabach as the minimum age differs. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Winter Park for?
How long you can rent a holiday home in Winter Park is down to the property. Simply enter your chosen travel dates to look at a list of options offering extended stays. With loads of amenities like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Winter Park.