Photo by Winter Park Resort

Winter Park holiday lettings

We found 2,068 holiday rentals — enter your dates for availability

Select from 338 houses, 469 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:29 May - 5 Jun

Image gallery for Large Upscale Retreat off Vasquez Rd. Sleeps 14

Exterior
9.0 out of 10, Wonderful, (22 reviews)
Wonderful
(22 reviews)

Large Upscale Retreat off Vasquez Rd. Sleeps 14

Winter Park

11% off
Price is £4,964
for 7 nights, 1 cabin
£709 per night
includes taxes & fees
Large Upscale Retreat off Vasquez Rd. Sleeps 14

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 (9.2 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 rental?
When considering a holiday rental in Winter Park, Colorado, a popular area to stay is the Fraser Valley. This picturesque neighbourhood offers a charming blend of convenience and natural beauty, making it an ideal choice for visitors. The area is known for its stunning mountain views and proximity to the Winter Park Resort, which is a top attraction for skiing and snowboarding enthusiasts in the winter months. In the warmer seasons, visitors can enjoy hiking, mountain biking, and the beautiful scenery that the valley has to offer.

Another excellent option is the downtown Winter Park area, which features a vibrant selection of shops, restaurants, and local cafes. Staying here puts you within walking distance of the popular Winter Park Visitor Centre and the scenic Fraser River Trail, great for leisurely strolls or more adventurous hikes. In terms of properties, Fraser Valley typically has a good selection of holiday rentals, ranging from cosy cabins to spacious condos, suiting various preferences and group sizes.
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 near Winter Park, consider the area surrounding the charming town of Winter Park itself, which is directly adjacent to the ski slopes. This area offers a variety of accommodation options, from ski-in/ski-out lodges to cosy chalets, many of which come equipped with essential amenities such as fully stocked kitchens, hot tubs, and fireplaces, ideal for unwinding after a day on the mountain.

In the nearby Fraser Valley, you can find additional rental options that often feature stunning mountain views and easy access to outdoor activities. Some properties here include spacious condos or log cabins that cater to families or larger groups, with amenities like game rooms, private balconies, and laundry facilities.

For those seeking a more quaint experience, the charming neighbourhood of Tabernash offers rustic cabins and cottages set amidst beautiful natural surroundings. These properties frequently include outdoor spaces for barbecuing and relaxing, and many are pet-friendly, making them superb for travellers with furry companions.

Winter Park itself is not only a skiing destination but also a vibrant community with local shops, restaurants, and breweries, providing ample opportunities for après-ski entertainment. Additionally, the area boasts year-round activities such as hiking and biking trails, making it an attractive spot for both winter sports enthusiasts and summer adventurers alike.
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 3,576 available throughout the area. These condos are often located near the ski resorts and provide easy access to outdoor activities, making them ideal for winter sports enthusiasts. Most units come with modern amenities, including fully equipped kitchens, spacious living areas, and often private balconies or patios with stunning mountain views.

For those seeking more space, around 1,772 holiday houses are also on offer, which typically feature multiple bedrooms, large living spaces, and outdoor areas great for gatherings after a day on the slopes. Additionally, there are smaller options like apartments, with about 616 available, as well as a few cabins and chalets, suiting various preferences and group sizes.
Are there any family house rentals in Winter Park?
In Winter Park, Colorado, there is a wealth of family-friendly holiday rentals available, with about 1,224 options to choose from. This charming mountain town offers a variety of homes, particularly in neighbourhoods such as Fraser and the Winter Park Resort area, making it an ideal spot for families seeking adventure and relaxation.

Properties in this locale often feature spacious living areas, fully equipped kitchens for preparing family meals, and many come with amenities like game rooms or outdoor spaces for children to play and explore. Some rentals also boast private hot tubs, great for unwinding after a day of skiing or hiking.

Visitors will find themselves close to the Winter Park Resort, which provides access to a lot of outdoor activities year-round, including skiing in the winter and mountain biking in the summer. Additionally, the nearby Fraser River offers scenic views and opportunities for fishing or picnicking along its banks.
Can I rent a holiday home with a pool or hot tub in Winter Park?
In Winter Park, there are many holiday homes available for rent that feature pools and hot tubs, with approximately 485 options to choose from. This picturesque mountain town is known for its stunning views and proximity to outdoor activities, making it a popular choice for travellers looking to enjoy both relaxation and adventure.

You can find these properties in various neighbourhoods, including the Winter Park Resort area, which is ideal for ski enthusiasts, and the nearby Fraser area, where you'll find a more tranquil setting. Many of the rentals come equipped with amenities such as private or shared hot tubs, pools, and spacious outdoor areas for lounging. Additionally, fully equipped kitchens are common, allowing guests to prepare meals after a day of exploring the great outdoors.
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, with a total of 205 options to choose from. Many of these properties are located conveniently close to the Winter Park Resort, making them ideal for those looking to enjoy both outdoor activities and a welcoming environment for pets. Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The area is also known for its scenic beauty, with access to hiking trails and parks that allow pets, such as the nearby Forest Service trails which offer stunning views and opportunities for exploration. Additionally, the charming downtown Winter Park features pet-friendly shops and cafes, ensuring that both guests and their furry companions have a delightful experience during their stay.
Are there any remote work holiday rentals in Winter Park?
In Winter Park, Colorado, there is a substantial selection of remote work holiday rentals available, with around 5,476 options to choose from. This picturesque mountain town is renowned for its outdoor activities, particularly skiing and hiking, making it an ideal location for those seeking a balance between work and leisure.

Many of the properties are equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated workspaces, and comfortable desk chairs, allowing guests to maintain productivity while enjoying the stunning surroundings. Accommodations typically come with fully equipped kitchens, spacious living areas, and often feature amenities like hot tubs or access to communal facilities, great for unwinding after a long day of work or outdoor adventures.

The area is also in proximity to popular attractions like Winter Park Resort and the scenic Fraser River, providing ample opportunities for exploration and relaxation when work is done. 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 cater to the needs of visitors looking for comfort and relaxation after a day on the slopes. Many properties feature a fireplace, creating a warm and inviting atmosphere, while kitchens allow guests to prepare meals at their convenience. Balconies are common as well, offering stunning views of the surrounding mountains. For those seeking a bit of luxury, hot tubs are often available, providing a great way to unwind. Additionally, many rentals include onsite parking, making it easy for guests to access their accommodations and explore the area.
When is the best time to visit Winter Park for a holiday rental?
January is the most popular time to visit Winter Park for a holiday rental, as it falls within the peak season from December to February. During this period, snow enthusiasts flock to the area, drawn by the excellent skiing and snowboarding conditions at the renowned Winter Park Resort. With impressive snowfall and well-groomed slopes, visitors can enjoy a variety of winter sports surrounded by stunning mountain vistas.

Typically, January temperatures can range from -10 to 5 degrees Celsius, creating a crisp yet invigorating atmosphere great for outdoor activities. After a day on the slopes, you can explore the charming village, which offers a delightful mix of dining and shopping options, all within close proximity to your accommodation.

For those seeking a more budget-friendly option, consider visiting in May. This month marks the low season, providing a quieter experience as the snow melts and the area begins to bloom. While some ski activities may be winding down, May offers beautiful hiking trails and the chance to see the landscape come to life with vibrant colours.
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, Colorado, visitors can enjoy a variety of attractions that cater to both outdoor enthusiasts and those looking for a relaxing getaway. The Winter Park Resort is a major draw, offering extensive skiing, snowboarding, and mountain biking opportunities, with scenic chairlift rides providing stunning views of the surrounding Rockies. The nearby Fraser River Trail is superb for hiking and biking during the warmer months, while in winter, it transforms into a popular route for snowshoeing and cross-country skiing.

The charming downtown area features a selection of shops, restaurants, and galleries, making it a pleasant spot to explore after a day on the slopes. The historic area of Fraser, just a short drive away, also offers unique attractions like the Colorado Adventure Park, where families can enjoy snow tubing and other winter activities.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas