Vacation Rentals & Villas in Winter Park

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Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$258

Beautiful, family friendly 2-2 mountain condo

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$184

Ultra Luxe 7000 Sqft Winter Park Cabin

Winter Park villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 36

Price per night from

$2,290

Trailhead Lodges 524

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 minutes

Price per night from

$142

Trailhead Lodges 812

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 minutes

Price per night from

$114

Trailhead Lodges 212

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 minutes

Price per night from

$94

Hideaway Station Unit TE-405

Winter Park condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 minutes

Price per night from

$152

Snowblaze A23

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 minutes

Price per night from

$127

Arrow 288

Winter Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 1 minutes

Price per night from

$256

Fraser Crossing 3405

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 minutes

Price per night from

$146

Riverfront Upscale remodel in great location

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$304

Ski/Mtn Cozy Condo, Winter Park Ski Resort

Winter Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Cozy ski condo.Winter Park,CO,USA

Winter Park apartment

  • 1 bathroom
  • sleeps 4

Price per night from

$172

Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..

Winter Park house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 19

Price per night from

$573

Premium Unit 4575-Fraser Crossing/Founders Pointe

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$280

Fraser Crossing/Founders Pointe, Condo | Ski Slope View (Premium-Rated Condo

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$280

Luxury Mountain Haven! Family-Friendly, Ski, Bike, Hike, and Hot-Tub!

Winter Park townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$229

Premium Unit 2219 - One Bedroom - Zephyr Mountain Lodge

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$174

Responds fast! avg. 2 hours 46 minutes

Price per night from

$107

Zephyr Mountain Lodge, Condo | 3 Bedroom (Select-Rated Condo 2323)

Winter Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$455

Zephyr Mountain Lodge, Condo | Ski Storage (Select-Rated Condo 2700)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$294

Great Ski-In/Ski-Out Zephyr Mountain Lodge Condo with Lovely Balcony Views

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$294

Fraser Crossing/Founders Pointe. Condo | Gondola Access (Select-Rated Condo

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$260

Price per night from

$146

Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 2406)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$294

Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1615)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$294

Price per night from

$441

Bear Trail Home

Winter Park house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 minutes

Price per night from

$251

Fraser Crossing/Founders Pointe, Condo | 2 Bedroom (Premium Unit 4185)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$280

Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1316)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$294

Pet-Friendly Winter Park Getaway: Pool, Hot Tub, and Resort Shuttle Access

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 46 minutes

Price per night from

$190

Price per night from

$146

Value Unit 1607 - Two Bedroom - Zephyr Mountain Lodge

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$275

Price per night from

$146

Fraser Crossing/Founders Pointe, Condo | 2 Bedroom (Value Unit 4440)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$241

Fraser Crossing/Founders Pointe, Condo | - 1 Bedroom w/Kitchenette (Premium

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$146

Zephyr Mountain Lodge, Condo | Ski-In/Ski-Out Continental Divide Views

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$275

Fraser Crossing/Founders Pointe, Condo | 2 bedroom w/ Gondola Access (Value

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$241

Viewing 38 of 263
rentals in Winter Park

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About Winter Park

There are few places in the world that can rival Winter Park, Colorado, for beauty and pristine nature. For skiers, snowboarders, and sight seeking travelers alike, the marvel of the Rockies can become your backyard while staying in your very own vacation home. Pursue outdoor adventures by day and step back inside your rental home at night, the perfect place to enjoy a chili cookout with friends and family. Vacation homes in Winter Park can provide a refreshing alternative to the constrictions and hassles of hotels.

Offering only the very best, Winter Park's world-class ski slopes attract skiers of all skill levels. Voted the number one resort by in-state skiers, Winter Park Ski Resort is known as "Colorado's Favorite," and claims an average annual snowfall of 350 inches per year. Winter Park offers activities not just for winter, but for all seasons. Though skiing may feel like the pinnacle of all Winter Park, Colorado, activity, there is an incredible amount to see and do here all year long. For example, you can hike beautiful mountain trails, bike ride through the city, or horseback ride along the water.

Here are a few additional suggestions as you plan your trip:

  • Experience the Winter Park Music Festival: This annual event offers a summer concert season that begins in the middle of July. Mix it up with the JVC Jazz Festival, offering a blend of funk, soul, and of course, jazz.
  • See a live theater production: Live performances and theatrical productions take place every summer from mid-June to August.
  • Take part in the race: Downhill skiing is not the only option for Colorado travelers. The Grand Lake, 25 miles from Winter Park, is home to fabulous cross country skiing and a Classic Cross Country Skiing Race in March.
  • See Winter Park from above: Take flight in a Great Adventure Balloon Tour, located just one hour from Denver, and view the Rocky Mountain Park in an unforgettable way.
  • Meet world class dog sledding teams: During Winter Park's annual dog sled races, teams of dogs pull sleds along an 8 mile track. These races are popular with spectators because of the opportunity to interact with both the dogs and the mushers.
  • Hike the trails: Go hiking, biking, or Winter Park snowmobiling through the Apache National Forest. Straddling the continental divide in north central Colorado, the forest represents the quiet side of Rocky Mountain National Park.

Snowboard and ski Winter Park's slopes during the cold season, and come back in the spring to see the mountains bloom with wildflowers. No matter when you choose to schedule your visit, experience the beauty of the Rocky Mountains from your own private luxury vacation rental. Rent a trendy condo close to the shopping and nightlife downtown, or find a secluded lakeside cabin with all the amenities you and your family need for the perfect vacation adventure. While you're visiting Winter Park, you may also want to explore beautiful nearby mountain destinations like Vail and Telluride.

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