Winter Park holiday homes

We found 1,995 holiday rentals — enter your dates for availability

Select from 530 houses, 982 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:18 Jul - 25 Jul

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

Living area
10 out of 10 rating
Exceptional
(6 reviews)

4BR Mountain Escape Family Friendly, Sleeps 10

Winter Park, Colorado

8% off
Price is NZ$10,844
NZ$1,549 per night
includes taxes & fees
4BR Mountain Escape Family Friendly, Sleeps 10

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

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)
  • The Fraser River Trail (2.6 mi / 4.1 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)

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.

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