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Vacation Rentals & Villas in Winter Park

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Vacation Rentals & Villas in Winter Park

About Winter Park

861 villas

NEW LISTING! Luxury mountain retreat with firepit and gourmet kitchen!

Winter Park house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 45 minutes

Price per night from

$600

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Winter Park Condo Only 2 Miles from Ski Lifts!

Winter Park apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 11 minutes

Price per night from

$100

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Winter Park Condo w/ Amenities - Mins to Slopes!

Winter Park apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 11 minutes

Price per night from

$95

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Ski In/Out Resort Village #4283 - FREE Activities/Great Views/Pool Sized Hot Tub

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 8

“Nothing Negative to Say!” This condo was GREAT! The location is excellent, within walking distance of shops and restaurants, and an unbelievable view! The inside of the condo was very well maintained, all kitchen equipment was provided, decor was nice

Responds fast! avg. 3 hours 19 minutes

Price per night from

$99

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Ski In/Out Resort Village #3133 - FREE Activities/Great Views/Pool Sized Hot Tub

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$99

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Bright, Updated Top Floor Unit With Great Views

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$130

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Winter Park Condo w/Views & Ski-In/Ski-Out Access!

Winter Park apartment

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 19 minutes

Price per night from

$85

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NEW! Winter Park Studio w/Hot Tub - Walk to Lifts!

Winter Park studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 8 minutes

Price per night from

$85

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Newly Remodeled Slopeside Townhouse

Winter Park townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$295

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Ski In/Out Resort Village #3307 - FREE Activities/Great Views/Pool Sized Hot Tub

Winter Park condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 19 minutes

Price per night from

$79

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New Downtown Winter Park Villa On A Pond - FREE Activities/Great View/Hot Tub

Winter Park villa

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 19 minutes

Price per night from

$179

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Ski In/Out Resort Village #3301 - FREE Activities/Great Views/Pool Sized Hot Tub

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$99

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Cozy Winter Park Cabin - Walk to Main Street & DT!

Winter Park log cabin

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 30 minutes

Price per night from

$139

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3BR Winter Park Home w/Private Hot Tub & Mtn Views

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 30 minutes

Price per night from

$205

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NEW! Downtown Winter Park Condo w/ Balcony!

Winter Park apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 30 minutes

Price per night from

$125

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Special Rates for Springtime!

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 58 minutes

Price per night from

$140

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Ski-In/Ski-Out Winter Park Condo w/Resort Hot Tubs

Winter Park apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 11 minutes

Price per night from

$85

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Ski In/Out Resort Village #3313 - FREE Activities/Great Views/Pool Sized Hot Tub

Winter Park condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 19 minutes

Price per night from

$79

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New Downtown Winter Park Luxury Villa - FREE Activities/Great View/Hot Tub/Wifi

Winter Park house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$149

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Iron Horse Resort 3084

Winter Park studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 19 minutes

Price per night from

$131

1 / 29

Vasquez Run B201

Winter Park house

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

Price per night from

$184

1 / 31

Two Brothers Cabin

Winter Park house

5 bedrooms / 5 bathrooms / sleeps 18

Price per night from

$630

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Ski In/Out Resort Village #3129 - FREE Activities/Great Views/Pool Sized Hot Tub

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$99

1 / 37

Beautiful Mountain House - Luxury in a Rustic Mountain Setting

Winter Park house

4 bedrooms / 3 bathrooms / sleeps 14

“Reunion Weekend Getaway” We loved staying in this beautiful mountain home for a Law School Reunion Weekend Getaway with many friends! The location is picturesque and the house well-stocked, clean, comfortable, luxurious, and now home to a great memory

Responds fast! avg. 1 hour 27 minutes

Price per night from

$390

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Winter Park Home w/Ski Hill Views, Sauna & Hot Tub

Winter Park house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 2 hours 8 minutes

Price per night from

$400

1 / 29

Lakota Trailside 613

Winter Park house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$269

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Winter Park Place 15

Winter Park apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Location and space.” Location is great. Free bus to the slopes across the street. Ski rental next door. Very spacious two level apartment. Well equipped although some appliances showed some wear. The cloth on the chairs and coach didn't seem very clea

Responds fast! avg. 19 minutes

Price per night from

$168

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Mountainside Cabin with Spectacular Views

Winter Park house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$350

1 / 18

Winter Park Condo w/Sauna Near Skiing & Hiking!

Winter Park apartment

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 30 minutes

Price per night from

$175

1 / 25

2BR Ground-Floor w/ Granite Kitchen, Pool, & Hot Tub - Shuttle to Slopes

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$117

1 / 24

Zephyr Mountain Lodge 1220

Winter Park house

1 bedroom / 1 bathroom / sleeps 4

“Pretty close to perfect” Condo was exactly as described and just what we were looking for. Staff was knowledgeable and always ready to help. Super nice. Will stay again for sure!

Price per night from

$119

1 / 27

9,000 square foot, 9 Bedroom, 9 bath, Victorian Style property for rent.

Winter Park house

9 bedrooms / 9 bathrooms / sleeps 28

“Great! Great Food! Great Hosts! Great Location!” My husband and I stayed at the Winter Park Chateau to celebrate our anniversary. We were pleasantly surprised by a bouquet of flowers and champagne in our room upon arrival. Very thoughtful. We enj

Price per night from

$1,000

1 / 29

Winter Park Place #16! Beautiful, elegant 2br/2bth

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 51 minutes

Price per night from

$149

1 / 23

Ponderosa Penthouse

Winter Park apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

Price per night from

$318

1 / 34

Cozy Winter Park Townhome w/ Hot Tub & Fireplace!

Winter Park house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 30 minutes

Price per night from

$135

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Riverside 2BR Winter Park Condo w/Hot Tub Access!

Winter Park apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 11 minutes

Price per night from

$116

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Lakota Luxury Retreat Next To Resort - Incredible Views/FREE Activities/Hot Tub

Winter Park house

5 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 3 hours 19 minutes

Price per night from

$349

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Dreamcatcher 7B Rental

Winter Park house

5 bedrooms / 5 bathrooms / sleeps 11

“Great Experience, no-hassle rental” This is a nice rental in the Lakota area just outside winter park. Everything was great. Only minor issue is we couldn't figure-out whether a shuttle to winter park was available. Drove to Mary Jane free parking.

Responds fast! avg. 19 minutes

Price per night from

$551

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About Winter Park

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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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