Vacation Rentals & Villas in Winter Park

/ Home
/ Vacation Rentals
/ United States
/ Colorado
/ Grand County
Book with confidence.

Updating...

age 0-16
24 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

24 villas

Why am I receiving these results?

Trailhead Lodges 524

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$206

Trailhead Lodges 812

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$147

Trailhead Lodges 212

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$132

Trailhead Lodges 232

Winter Park condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$132

These homes match some but not all of your filters. Clear all filters

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$281

Riverfront Upscale remodel in great location

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$304

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

1 of 2 filters match

Price per night from

$94

Cozy ski condo.Winter Park,CO,USA

Winter Park apartment

  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$172

Ski/Mtn Cozy Condo, Winter Park Ski Resort

Winter Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$276

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: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$142

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

1 of 2 filters match

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

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

1 of 2 filters match

Price per night from

$190

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$155

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$215

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: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$142

×

Also consider