Vacation Rentals & Villas in Winter Park

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415 villas

Newly renovated! Large, clean unit, mountain views in the ♥ of Central Village!

Copper Mountain condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

Match: Cot available Golf course on site or within 15 min walk

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Price per night from

$501

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103 Eagle Ridge Rd B-1

Granby house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$314

Alpine Charm in Downtown Winter Park - Views Included, Steps to Everything

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$312

Spacious East Village Condo - Easy Walk to Super Bee. WH204

Copper Mountain condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

Large 3br Condo in East Village Condo - Easy Walk to Super Bee. WH301

Copper Mountain condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$197

Excellent Views From This Mountain Side Condo PG107

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$246

River Bend Retreat #6024

Estes Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 5 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$225

Beautiful Log Home - Spectacular Views!

Estes Park house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$340

Cozy Condo in Downtown Winter Park | Rec Center + Hot Tub

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$143

Excellent Location! Pet Friendly Ski in/out CM336/CM337

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$409

Perfect Ski In/Ski Out Studio. CM116S

Copper Mountain studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$173

Amazing Ski in/Ski out Condo! CM116S/CM117H

Copper Mountain condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$122

Amazing Ski in/Ski out Condo, Pet Friendly. Very Spacious. CM236

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$246

Perfect Hotel Room For A Mountain Getaway! VS436H

Copper Mountain hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$111

Perfect Location, With Amazing Views, Outdoor Hot Tub CO422

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$135

Pet-Friendly Ski in Ski out Condo 30 Second Walk to Lift . SF204

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

Perfectley Placed Platinum Condo. MC204

Copper Mountain condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$359

Pet Friendly, Slope-side, Spacious Town Home ER21

Copper Mountain townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$259

Private Mountain Town home Pet Friendly - with Great Views! WD12

Copper Mountain townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$371

Amazing Ski in/Ski out Condo. Steps From SuperBee Lift in East Village. FP300

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$246

Comfortable Condo Outstanding Location Outdoor Hot tub Short walk to the lifts

Copper Mountain condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$173

Peregrine Lodge - Remodeled Kitchen - Steps to Super Bee Lift - PG309

Copper Mountain condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$222

Ski In/Out 8BR Center Village Pet Friendly

Copper Mountain condo

  • 8 bedrooms
  • 1 bathroom
  • sleeps 19

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$619

Perfectly Located Hotel Room! Steps to American Eagle chair. Ski in/ski out

Copper Mountain hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$135

Amazing Location In Center Village with available hot tub! Private Ski Locker

Copper Mountain condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$160

Roomy Condo With Great Amenities with available hot tub! VS643

Copper Mountain condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$173

Spacious Condo in the Heart of Center Village. Pet Friendly/Hot tub VS367

Copper Mountain condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$135

Peaceful Forested Location Next to River, Ski in/ski out, Outdoor Hot Tub. LD102

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$184

Largest Condo In Passage Point with hot tub! Vaulted Ceilings, Huge Balcony

Copper Mountain condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$359

Ski in/out Cozy 1 Bedroom Condo in East Village with available hot tub! FP211

Copper Mountain condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$173

Spacious Slope-side Ski In/out Town Home, Private Garage ER12

Copper Mountain townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$309

Ski in/out Cozy Hotel Room in East Village. FP209

Copper Mountain hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$111

Ski in/out Cozy Efficiency in East Village with available hot tub! FP211

Copper Mountain studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$111

First Floor Condo with hot tub, Outstanding Location. TX106

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$222

Great Mountain Views Short Walk to Lift Cozy Condo PG201

Copper Mountain condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

Modern Hotel Room in Center Village. TM225A

Copper Mountain hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

Pet Friendly Modern Condo with Amazing Location, Views, Amenities, Hot tub

Copper Mountain condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

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