Vacation Rentals & Villas in Winter Park

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39 villas

Ski/Mtn Cozy Condo, Winter Park Ski Resort

Winter Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$172

Responds fast! avg. 2 hours 32 minutes

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$190

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$239

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

Match: Shared outdoor pool (heated) Swimming pool

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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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$155

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$190

Responds fast! avg. 2 hours 32 minutes

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$155

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$275

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$118

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Riverfront Upscale remodel in great location

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

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Price per night from

$304

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: Shared outdoor pool (heated), Swimming pool

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Price per night from

$281

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$144

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: Shared outdoor pool (heated), 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: Shared outdoor pool (heated), Swimming pool

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Price per night from

$94

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: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$179

Cozy ski condo.Winter Park,CO,USA

Winter Park apartment

  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$172

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: Shared outdoor pool (heated), Swimming pool

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Price per night from

$276

Pet Friendly Riverside Delight

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$215

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: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$142

Trailhead Lodges 232

Winter Park condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), 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: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$206

Trailhead Lodges 812

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$147

Trailhead Lodges 212

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$132

Canine-Friendly Retreat: Downtown Winter Park, Shuttle to Resort

Winter Park condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$142

Great rentals within 20 miles that match your search

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.

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$132

Responds fast! avg. 11 minutes

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$201

“relaxing time in the mountains” This is a great place to stay near Grand lake, rocky mountain national PK and winter park, clean, safe, hot tub, pool, restaurant with sports bar on site . good places to eat within 5 min drive or walk across street to grocery store Mc D, subway, this studio can be rented alone or with an additional adjoining room with king size bed and separate bath room for an additional cost of course. We have stayed here before and will again. The studio has a pull down bed, from the wall, and sofa bed, both are comfortable. Touch base with Kevin, he very nice and helpful can answers any additional questions. Check out Adams Falls trail very easy short hike to great views.. Granby lake and Grand Lake area 20 min drive.

Responds fast! avg. 11 minutes

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$109

The Robertson House - The Bunk Room

Parshall lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$228

The Robertson House - The Live Edge Room

Parshall lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$228

The Robertson House - The Master Suite

Parshall lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$286

The Robertson House - The Barn Wood Room

Parshall lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$228

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$166

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$179

Alpine Escape: Spacious Condo with Outdoor Pool

Fraser condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

Match: Shared outdoor pool (heated) Swimming pool

All 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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$227

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: Shared outdoor pool (heated) Swimming pool

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Price per night from

$239

Rocky Mountain Rendezvous: Basecamp for Biking and Hiking

Granby condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 32 minutes

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$166

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

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$239

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rentals in Winter Park

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