Winter Park holiday lettings

We found 1,985 holiday rentals — enter your dates for availability

Select from 532 houses, 974 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:21 Nov - 28 Nov

Image gallery for 4BR Mountain Escape Family Friendly, Sleeps 10

Living area
9.6 out of 10 rating
Exceptional
(9 reviews)

4BR Mountain Escape Family Friendly, Sleeps 10

Winter Park, CO

7% off
Price is £1,922
£275 per night
includes taxes & fees
4BR Mountain Escape Family Friendly, Sleeps 10

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Find out more about Winter Park

Find out more about Winter Park

Why visit Winter Park

  • World-class skiing: Winter Park boasts exceptional ski slopes, perfect for both novice and experienced skiers, making it a winter sports haven.
  • Scenic beauty: The breathtaking landscapes and picturesque lakes provide stunning backdrops for outdoor activities year-round.
  • Charming accommodation: Options range from cosy cabins to stylish condos, ensuring a comfortable stay for every traveller.
  • Adventure activities: Beyond skiing, visitors can enjoy hiking, mountain biking, and other thrilling pursuits in the great outdoors.
  • Rich cultural experiences: Explore local museums and historic railways, adding a cultural twist to your adventure.

Popular types of accommodation in Winter Park

If you're wondering about the types of accommodation available in Winter Park, worry not—we have you sorted. The most popular options for your stay include charming condos, private holiday homes, and rustic cabins. Whether you're searching for winter lodgings or holiday rentals, Winter Park offers a variety of vacation rentals to suit every traveller's needs. Embrace the beauty of this stunning destination with the perfect base for your adventures.

  • Condos: The top choice for holidaymakers in Winter Park, offering modern amenities and convenient access to local attractions.
  • Houses: A fantastic option for families or groups, providing spacious accommodations and a homely atmosphere.
  • Cabins: Ideal for those seeking a rustic escape, these charming lodgings enhance your mountain experience.
  • Apartments: A practical choice for solo travellers or couples, often situated in vibrant areas close to amenities.
  • Chalets: A delightful option that combines traditional style with comfort, perfect for enjoying the scenic surroundings.**

Top attractions in and around Winter Park

Winter Park, Colorado, is an ideal destination for skiing and adventure sports, offering a blend of outdoor activities and cultural experiences. Visitors can explore picturesque lakes, historic railways, and local museums. Take advantage of the Winter Park Escapes and immerse yourself in the Winter Park Experience, particularly during the winter months for skiing. This charming location caters to those seeking both scenic beauty and thrilling outdoor pursuits.

  • Winter Park Visitor Center: This vibrant centre is your gateway to adventure, offering a wealth of information on outdoor activities and family-friendly experiences. Engage with knowledgeable staff and discover local attractions, trails, and events to enhance your stay.
  • Cozens Ranch House Museum: Located 621m from Winter Park, this charming historic house invites you to explore the rich culture and history of the area. Walk through its well-preserved rooms and gardens, showcasing the lives of early settlers.
  • Moffat Tunnel West Portal: Situated within Winter Park, this historic rail site offers a fascinating glimpse into the engineering marvel of the Moffat Tunnel. Experience the cultural significance of this iconic railway, surrounded by stunning mountainous scenery.

Things to do recommended for couples

For a romantic getaway in Winter Park, indulge in skiing at the Winter Park Ski Resort, take an adventurous ride on the Gondola, and unwind together at the serene Ranch Creek Spa. These experiences offer the perfect blend of excitement and relaxation for couples.

Things to do recommended for families

Families will have a delightful time at Trestle Bike Park and the Grand Park Community Recreation Centre, both offering wellness vibes. A short drive away, the Carousel of Happiness promises outdoor fun for all ages, making Winter Park a fantastic family-friendly destination.

Things to do recommended for groups

Explore the scenic Fraser River Trail for a delightful hike, tackle the thrilling Amaze'n Maze for an adventurous zipline experience, or enjoy a round of golf at Pole Creek Golf Club, just 5.0km from Winter Park, perfect for sports enthusiasts in your group.

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

When planning your trip—be it with friends, family, pets, or if you're considering an extended stay—it's important to filter your options according to your specific needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Winter Park with a group: Think about how many bedrooms you require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all of these options, and much more, on Vrbo.
  • Traveling to Winter Park with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, alongside 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 feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at ease.
  • Planning for a long term stay visiting Winter Park: If you're in search of holiday rentals offering discounts for month-long stays, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider additional amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Winter Park

Winter Park, Colorado, offers an enchanting blend of adventure and relaxation, making it an ideal destination for families and couples alike. With its stunning ski slopes, picturesque scenery, and numerous recreational activities, visitors can enjoy unforgettable excursions. Nearby towns also provide a charming atmosphere for romantic getaways and family vacations, ensuring a memorable experience for all. Whether you're seeking exhilarating sports or tranquil family time, Winter Park has something for everyone.

  • Fraser: Located a mere 1.2km from Winter Park, Fraser is a charming town that offers a wealth of adventure for outdoor enthusiasts. Renowned for its skiing and sports experiences, Fraser is a gateway to some of the best ski resorts in the region. The proximity to national parks and breathtaking lakes makes it an ideal base for exploration. Visitors can partake in various activities, from skiing on pristine slopes to enjoying the stunning natural scenery that surrounds the area. Fraser’s welcoming community and vibrant atmosphere ensure a memorable experience.
  • Rendezvous: Just 621m away from Winter Park, Rendezvous is a picturesque neighborhood that invites visitors to immerse themselves in the thrill of skiing and outdoor adventures. This area boasts easy access to ski fields and resorts, making it perfect for both seasoned skiers and beginners. With nearby national parks and serene lakes, you’ll find ample opportunities for exploration and relaxation. The charm of Rendezvous lies in its blend of adventure and tranquillity, making it a desirable spot for those looking to enjoy the beauty of Colorado’s landscapes.
  • Old Town Winter Park: Nestled around the area of Winter Park, Old Town Winter Park is a delightful neighbourhood that invites visitors to experience the heart of this mountain town. Known for its skiing opportunities and adventurous spirit, it provides easy access to world-class ski resorts and field activities. The surrounding national parks and tranquil lakes enhance the appeal, offering breathtaking views and activities for all seasons. Old Town Winter Park is the perfect destination for those seeking a blend of excitement and relaxation in a stunning mountain setting.

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 LowSlightly Low
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)SunnyAverageAverage
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 cut costs on your next holiday? Consider being flexible with your travel dates, as this can result in significant price differences. Moreover, opting for a longer stay frequently brings about excellent savings. To discover the ideal Vrbo accommodation that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient space for you to plan new journeys, refine your existing arrangements, or keep track of your bookings. The properties you've saved or reserved are thoughtfully organised into categories such as Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/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)
  • Pole Creek Golf Club (7.7 mi / 12.3 km)
  • Ski Granby Ranch (10.3 mi / 16.6 km)
  • Eldora Mountain Resort (10.7 mi / 17.3 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 (9.1 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)
  • 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 rental?
When booking a holiday rental in Winter Park, Colorado, the best area to consider is the lively downtown district. This charming area offers a variety of properties, making it an ideal choice for visitors seeking both convenience and vibrant local culture. Staying here puts you within walking distance of top attractions such as the Winter Park Resort, renowned for its fantastic skiing and snowboarding opportunities in the winter, as well as mountain biking and hiking trails during the warmer months.

In addition, downtown Winter Park boasts an array of delightful shops, restaurants, and cafés, superb for enjoying local cuisine and après-ski activities. The proximity to the Fraser River Trail provides a wonderful opportunity for scenic walks or bike rides, enhancing the overall experience of your holiday.

Another excellent option is the nearby Fraser area, which tends to offer a quieter atmosphere while still being just a short drive from the main attractions. With a range of rental properties available, Fraser serves as a great base for outdoor adventures, including access to the vast Rocky Mountain National Park, where breathtaking views and wildlife await.
How much does it cost to rent a holiday home in Winter Park?
Prices for holiday rentals in Winter Park vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winter Park to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winter Park holiday house rentals?
You can find great discounts on house rentals in Winter Park on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Winter Park ski resort rentals?
For the best ski resort rentals in Winter Park, Colorado, travellers should consider the areas surrounding the Winter Park Resort and the nearby Fraser Valley. The village area at Winter Park is particularly popular, offering a range of accommodations from modern condos to charming lodges. Many of these properties come equipped with amenities such as heated pools, hot tubs, and ski storage, making them ideal for those looking to unwind after a day on the slopes.

The nearby Fraser area also provides excellent rental options, including spacious family homes and cosy cabins located in the woods. These properties often feature amenities such as fireplaces, fully equipped kitchens, and outdoor decks or patios, superb for enjoying the serene mountain views. Additionally, some rentals in Fraser boast direct access to snowshoeing and cross-country skiing trails, enhancing the winter experience.
What is the most popular type of holiday rental accomodation in Winter Park?
In Winter Park, condos are the most popular type of holiday rental, with approximately 842 available throughout the area. These condos are typically located close to ski lifts and offer convenient access to the surrounding natural beauty. Most rooms come equipped with modern amenities such as fully equipped kitchens, cosy living areas, and often features like fireplaces, hot tubs, or balconies to enjoy the stunning mountain views.
Are there any family house rentals in Winter Park?
In Winter Park, Colorado, there is a substantial variety of family-friendly house rentals available, with around 1,228 options to choose from. This picturesque mountain town is a haven for outdoor enthusiasts, offering easy access to the Winter Park Resort, where visitors can enjoy skiing, snowboarding, and various winter activities.

Families will find homes in neighbourhoods like Fraser and the downtown area, often featuring spacious layouts suitable for larger groups. Many of these properties come equipped with full kitchens, allowing for convenient meal preparation, as well as cozy living rooms great for relaxing after a day of adventure. Some may even offer amenities like private hot tubs, game rooms, or outdoor decks with stunning views of the surrounding mountains.
Can I rent a holiday home with a pool or hot tub in Winter Park?
In Winter Park, there are plenty of holiday homes available for rent that come with pools and hot tubs, with around 581 options to choose from. This picturesque mountain town is known for its stunning natural scenery and proximity to outdoor activities, making it a popular choice for travellers seeking both relaxation and adventure.

You can find these rentals in various neighbourhoods, including the bustling area near the Winter Park Resort, which offers easy access to skiing, hiking, and mountain biking trails. Many properties feature amenities such as private hot tubs, shared or private swimming pools, and outdoor patios great for enjoying the fresh mountain air. Additionally, fully equipped kitchens and spacious living areas are common, providing families and groups with the comforts of home after a day of exploring.
Can I find long-stay holiday rentals in Winter Park?
A long-stay holiday rental in Winter Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Winter Park?
In Winter Park, there are numerous pet-friendly house rentals available, offering a variety of amenities to cater to travellers with furry companions. Many of these properties come equipped with features such as fully stocked kitchens, hot tubs, and outdoor spaces ideal for pets to roam.

The area around Winter Park is particularly appealing, with easy access to scenic trails and parks that welcome pets. For instance, the Fraser River Trail provides a lovely setting for walks, while the nearby Winter Park Resort offers a range of outdoor activities, including hiking and mountain biking, which can be enjoyed with pets in tow.
Are there any remote work holiday rentals in Winter Park?
In Winter Park, Colorado, there are numerous holiday rentals well-suited for remote work, with around 1,350 options available. This picturesque destination is not only known for its stunning mountain scenery but also offers a variety of amenities that cater to professionals seeking a productive environment. Many properties feature dedicated workspaces, including desks and ergonomic chairs, alongside essential amenities like high-speed Wi-Fi, ensuring a seamless working experience.

Travellers can expect to find a range of accommodations, from cosy cabins to modern condos, many of which come equipped with home offices or business centres. Additionally, some rentals may provide extra features such as meeting rooms or laptop workspaces, making them ideal for those needing to balance work with leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winter Park holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winter Park with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Winter Park?
In Winter Park, popular holiday rental amenities include fully equipped kitchens, complimentary Wi-Fi, microwaves, and dishwashers. Many of the rentals provide cookware, dishware, and utensils, ensuring that guests can easily prepare their meals after a day of outdoor activities.
When is the best time to visit Winter Park for a holiday rental?
January is the most popular month to visit Winter Park, as it falls within the peak season from December to February, attracting winter sports enthusiasts eager to hit the slopes. This time of year offers excellent skiing and snowboarding conditions, with an average temperature hovering around -5°C, ensuring a crisp but invigorating atmosphere for outdoor activities.

During January, visitors can enjoy the thrill of well-groomed runs at Winter Park Resort, one of the premier ski destinations in the Rockies. The bustling vibe creates a sense of community among fellow adventurers, making it an ideal time to connect with like-minded travellers.

For those seeking a more budget-friendly experience, consider visiting in May. This shoulder month presents a quieter ambiance and offers fantastic opportunities for hiking and mountain biking as the snow melts and the trails become accessible. With temperatures around 10°C, it's a lovely time to explore the natural beauty of the area without the crowds.
How early should I book a Winter Park holiday rental?
Book your Winter Park holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Winter Park?
In Winter Park, visitors can discover a range of attractions centred around outdoor activities and natural beauty. The Winter Park Resort is a major highlight, offering skiing and snowboarding in the winter, with extensive trails and breathtaking mountain views. In the summer, the resort transforms into a hub for hiking, mountain biking, and scenic gondola rides.

The charming downtown area features local shops, restaurants, and cafes, providing a taste of the local culture. Nearby, the Fraser River Trail offers a picturesque setting for walking and cycling, with opportunities for wildlife spotting along the way. For those interested in history, the Cozens Ranch Museum presents insights into the area's past, showcasing artifacts and exhibits from the region's early days.
Can I change or cancel my Winter Park home rental booking on Vrbo?
To find Winter Park holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Winter Park holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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