Vacation Rentals & Villas in Winter Park

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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: Trampoline Golf course on site or within 15 min walk

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Price per night from

$239

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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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$311

103 Eagle Ridge Rd B-1

Granby house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$313

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$142

Slope-Side Thrills: Bike, Hike, and Stay

Granby condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$118

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$142

Riverside Sanctuary: Old Town Winter Park

Winter Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$239

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$227

Summer Retreat in Winter Park: Your Hot Tub Hideaway

Fraser condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$287

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$335

Alpine Chic in the Heart of Winter Park - Hot Tub Comfort in a Modern Luxury

Winter Park townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$479

Rock & Stars Chalet: Luxury with Electric Car Charger, Ski Locker, and Private

Winter Park house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$419

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$335

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$239

Cool Condo with Trestle Bike Park Access

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$359

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$383

Cozy Fraser Retreat: Family Space, Private Hot Tub, Convenient Shuttle

Fraser house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$359

Ski-in/Ski-out Bliss: Your Dream Getaway near Gondola at Winter Park Resort

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$203

Cozy Oasis Near Winter Park Resort | Fraser Valley Views

Fraser condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$203

Mountain Opulence: Townhome with Private Hot Tub, Overlooking Winter Park Resort

Winter Park townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$540

Kickin it at Kicking Horse~ Ski in/out ~Sleeps 8!

Granby condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 39 minutes

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

1 of 2 filters match

Price per night from

$231

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$227

Quiet Winter Park Townhome | Private Hot Tub | Close to Mountain Biking

Winter Park townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$359

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$142

Rustic Charm and Urban Comforts: Winter Park Cabin with Hot Tub and Wildlife

Winter Park townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$311

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$227

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$419

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$190

Granby Ranch Gem: Stylish Mountain Town Retreat near Ski Slopes

Granby townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$287

Alpine Opulence: Luxurious Mountain Cabin with Breathtaking Views, 15 Min from

Tabernash cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$756

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$166

Modern Comfort in the Heart of Winter Park with Resort Shuttle

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$166

Alpine Chic Escape: New Ski Town Condo - Shuttle Service, Shared Hot Tub

Winter Park condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$166

Responds fast! avg. 2 hours 32 minutes

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

1 of 2 filters match

Price per night from

$155

Responds fast! avg. 2 hours 32 minutes

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

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$215

Responds fast! avg. 2 hours 32 minutes

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

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$179

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