Photo by Winter Park Resort

Winter Park holiday rentals

We found 2,065 holiday rentals — enter your dates for availability
Select from 326 houses, 487 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:23 Oct - 30 Oct

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

12% off
Price is AU$9,239
for 7 nights, 1 cabin
AU$1,320 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Winter Park

  • Thrilling winter sports: Enjoy exceptional ski runs and pristine slopes perfect for skiing enthusiasts.
  • Picturesque landscapes: Revel in scenic vistas and the enchanting charm of the Rocky Mountains.
  • Outdoor adventures: Explore local lakes, historic railways, and scenic glaciers for diverse activities.
  • Vibrant town atmosphere: Experience the blend of adventure and quaint local shops and eateries.
  • Charming accommodation: Find cosy rental options with convenient access to all attractions.

Popular types of accommodation in Winter Park

Discover Winter Park, Colorado, where an array of holiday rentals awaits. Choose from cosy condos, private holiday homes, or charming cabins, all offering easy access to local attractions. Enjoy a fitness room, laundry facility, and more as you explore scenic trails, vibrant local culture, and the unique charm of Winter Park. Ideal for families and adventurers alike, your perfect getaway is just a booking away.

  • Condos: The top choice for holiday rentals, offering modern amenities and convenient access to local attractions.
  • Private Holiday Homes: A popular option for those seeking a home-like atmosphere, perfect for families or groups.
  • Cabins: Ideal for a rustic getaway, these charming retreats are nestled in nature, providing a tranquil escape.
  • Apartments: A practical choice for visitors, providing comfortable living spaces in the heart of Winter Park.
  • Chalets: A delightful option combining traditional architecture with cosy interiors, perfect for a mountain experience.**

Top attractions near Winter Park

Winter Park, Colorado offers an array of attractions for travellers seeking culture and outdoor experiences. The town is renowned for its exceptional ski runs and several ski trails, making it an ideal destination for winter sports enthusiasts. Beyond skiing, visitors can enjoy outdoor activities and explore local lakes, historic railways, and scenic glaciers, ensuring a diverse and memorable holiday experience in this charming town.

  • Saint Mary's Glacier: A stunning natural wonder, this glacier offers breathtaking scenery and opportunities for hiking. Visitors can enjoy the dramatic views and the serene atmosphere that surrounds the ice formations.
  • Lake Granby: Known for its beautiful beach areas, Lake Granby provides a perfect spot for outdoor activities. The romantic views and vast scenery make it ideal for picnics, water sports, or simply relaxing by the water.
  • Hamill House Museum: A historic gem, this museum showcases the rich culture and history of the area. Visitors can explore the preserved architecture and learn about the local heritage through engaging exhibits.

Things to do recommended for couples

Winter Park offers enchanting experiences for couples, such as a scenic gondola ride for breathtaking views, followed by a cosy dinner at a charming mountain restaurant. Don't miss a romantic stroll through the picturesque trails, where the beauty of nature sets the perfect backdrop for your holiday.

Things to do recommended for families

Families visiting Winter Park can enjoy thrilling adventures at the Winter Park Resort, where they can ski or snowboard on family-friendly slopes. In the summer, explore the scenic hiking trails and take a ride on the alpine slide for unforgettable fun together.

Things to do recommended for groups

Experience the thrill of Amaze'n Maze Winter Park, a zipline ropes course in Winter Park, Colorado, perfect for groups seeking adventure and outdoor vibes.

*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

Whether you are travelling with a group, as a family, with your pets or seeking longer stays, be sure to apply the appropriate filters. Here are some Stayz booking suggestions for you.

  • Traveling to Winter Park with a group: Consider the number of bedrooms required, as well as conveniences such as a fully equipped kitchen or outdoor space for group gatherings. Fortunately, you can refine your search on Stayz to include all of these features and more.
  • Traveling to Winter Park with young kids: Traveling with young children can indeed present its challenges. You must prioritise their comfort and safety, ensuring the availability of age-appropriate facilities, such as a private swimming pool. Moreover, it is advisable to consider the distance to attractions that are suitable for families.
  • Taking your pets with you to Winter Park: For many, a family holiday isn't truly complete without their furry companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and bedding, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winter Park: If you’re in search of holiday lets offering discounts for stays of a month or more, you’ve come to the right place. With the appropriate filters, you can effortlessly locate and save on monthly rentals. Be sure to consider including extras such as 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 winter wonderland offering thrilling ski resorts and picturesque landscapes perfect for adventure seekers and families alike. Embrace the excitement of skiing on pristine slopes or enjoy the charming atmosphere of the town's shops and eateries. With its stunning scenery and recreational activities, Winter Park is the ideal getaway for those looking to immerse themselves in the beauty of the Rocky Mountains while creating unforgettable memories.

  • Fraser: Fraser is a charming city located 3km from Winter Park, offering a dynamic travel experience for those seeking skiing, adventure and sports. Visitors can enjoy the allure of nearby ski fields and a bustling ski resort, while the surrounding natural landscape boasts a national state park, a national park and a picturesque lake. Fraser is an ideal base for exploring the pristine outdoors and engaging in a variety of exhilarating winter and adventure activities.
  • Rendezvous: Rendezvous is a delightful neighbourhood situated 2km from Winter Park. Renowned for its excellent skiing, adventure and sports opportunities, this area provides easy access to ski fields and a vibrant ski resort. The proximity to a national state park, a national park and a serene lake further enhances its appeal, making Rendezvous a perfect retreat for those who appreciate both thrilling outdoor pursuits and the tranquillity of nature.
  • Hideaway Village: Hideaway Village is a welcoming neighbourhood nestled in the vicinity of Winter Park. It offers travellers a spectrum of skiing, adventurous exploits and sports activities, with convenient access to ski fields and a well-regarded ski resort. The area is further enriched by nearby attractions including a scenic lake and an urban park, providing a harmonious blend of outdoor excitement and leisure opportunities.

Best time to go to Winter Park

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, extending your stay can often result in substantial savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a handy space to create new trips, resume your planning, or review and organise your arrangements. You’ll find properties you have saved or booked, neatly categorised as Potential, Upcoming or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The information above was last updated:

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? Stayz 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 Stayz. 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 Stayz. 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 Stayz. Ball games, gentle soak or noodle joust? Free time is up to you when your Stayz 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, Stayz 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 Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Winter Park?
You can pick from 27 Stayz 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 Stayz 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.

More holiday ideas