Vacation Rentals & Villas in Winter Park

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45 villas

Elevated Bliss: Panoramic Views, 4-Minute Stroll to Lift, Private Hot Tub

Granby townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

Match: Garden Swimming pool

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Price per night from

$239

Vacation Rental Lake House Georgetown

Georgetown house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Garden Swimming pool

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Price per night from

$916

Responds fast! avg. 2 hours 32 minutes

Match: Garden Swimming pool

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Price per night from

$335

Historic Rocky Mountain Getaway in a Georgetown (29 days or longer required)

Georgetown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Swimming pool

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Price per night from

$132

Clear Creak Retreat

Georgetown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden Swimming pool

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Price per night from

$252

Tranquil Retreat with Breathtaking Views and Inviting Hot Tub

Tabernash house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 32 minutes

Match: Garden Swimming pool

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Price per night from

$359

Ski & Mountain Views with Hot Tub at Rendezvous

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

Match: Garden Swimming pool

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Price per night from

$263

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Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$143

NEW! IFIRESIDE MOOSE CONDO - WALK TO TOWN, FRONT DOOR SKI SHUTTLE PICK-UP

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Garden, Swimming pool

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Price per night from

$281

Riverfront Upscale remodel in great location

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Garden, Swimming pool

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Price per night from

$304

Grey Fox Condo at Granby Ranch~Ski-in/Ski-out!!

Granby condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Garden, Swimming pool

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Price per night from

$167

Summer Retreat: Dog-Friendly Condo Near Music Scene in Downtown Winter Park

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$179

SnowBlaze Condo: Clubhouse & Mountain Views

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$179

Downtown Winter Park | 1-Stop Shuttle to Trestle Bike Park | Hot Tub

Winter Park studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

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Price per night from

$94

Cozy ski condo.Winter Park,CO,USA

Winter Park apartment

  • 1 bathroom
  • sleeps 4

1 of 2 match: Garden, Swimming pool

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Price per night from

$172

Great Views & Rates - Winter Park Area - Colorado

Fraser apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great value, comfortable accomodations, and great owner” The owner is responsive, prompt, and courteous. We've used this condo every year for the past 11 years, and until recently, I had never even spoken to the owner- all email and all arrangements flawlessly executed, every time. Accomodations are comfortable and casual. Best feature is that this condo is directly next to the clubhouse and ski shuttle stop- very convenient! We love staying here.

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$132

Responds fast! avg. 11 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$94

Ski-in, Ski-out Bliss at Granby Ranch Resort - Brand New!

Granby townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$239

Pet-Friendly Escape: Downtown Convenience, Resort Shuttle, Clubhouse Fun

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$142

Ski Retreat for Relaxation and Adventure: Condo, Pool, and Shuttle

Fraser condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$179

Cozy Winter Park Hideaway: Pool, Hot Tub, and Resort Shuttle Nearby

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$118

Ideal Location with Spacious Patio and Shared Hot Tub near Winter Park Resort

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$239

Live Music Views from Hideaway Park Condo with Pool

Winter Park condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$275

Hideaway Park Gem: Ski Shuttle, Pool, and Mountain Views

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$142

Tranquil Ski Haven: Slope-Side Retreat, Ski In/Ski Out Access

Winter Park studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$155

Alpine Escape: Spacious Condo with Outdoor Pool

Fraser condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$227

Rocky Mountain Bliss: Bike & Hike Retreat at base of the mountain

Granby condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$227

Mountain Haven: Fraser's Paradise Escape with Pool & Hot Tub Amenitie

Fraser townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$335

Relaxed Slope-Side Living: Ski In/Ski Out Bliss in Cool Winter Park

Winter Park studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$190

Rocky Mountain Rendezvous: Basecamp for Biking and Hiking

Granby condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$166

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$155

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$190

Pet Friendly Riverside Delight

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$215

Luxury in Downtown Winter Park CO

Winter Park townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 15 minutes

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$276

Trailhead Lodges 232

Winter Park condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$132

Trailhead Lodges 524

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$206

Trailhead Lodges 212

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$132

Trailhead Lodges 812

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Garden, Swimming pool

1 of 2 filters match

Price per night from

$147

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