Vacation Rentals & Villas in Winter Park

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

Updating...

age 0-16
300 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

300 villas

Why am I receiving these results?

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$915

#244

Breckenridge villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$101

#84

Breckenridge villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$87

#243

Breckenridge villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$102

5 Min 2 Slopes, Lake! Hot tub, Pool, Wood Fireplace, Views

Keystone condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$132

#160

Breckenridge villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$108

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

Rendezvous Retreat

Fraser villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,229

Buffalo Lodge 3 Bed 3 Bath

Keystone apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$505

Arapahoe Lodge 1 Bed 1 Bath B

Keystone apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$98

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$455

Modern Alpine Escape

Breckenridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$441

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$109

Walk to the Lifts/Private Garage/Hot Tub Access/Custom Kitchen

Keystone condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$129

Lakeside 1BR, Min to Keystone Ski Resort

Keystone condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 17 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$108

Cozy 1BR Chalet Near Trails & River

Frisco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 17 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$171

Chic Lakeside 1BR, 4-Min to Keystone Resort!

Keystone condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 17 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$68

2BDR New Build Minutes to Dillon Reservoir

Silverthorne condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 17 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$148

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$335

Slope-Side Luxury: Private Hot Tub at Winter Park Resort

Winter Park townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$479

Cozy Log Cabin/Private Garage/Hot Tub Access

Keystone townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$172

Walk to the Lifts/Shared Hot Tub/Stunning Mountain Views

Keystone condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$172

Updated Studio/2 Minute Walk to the Lifts/Shared Hot Tub

Keystone studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$129

2 Minute Walk to the Lifts/Spacious Studio/Shared Hot Tub

Keystone studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$129

Cute and Renovated Studio/2 min Walk to Lifts/Shared Hot Tubs

Keystone studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

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: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$239

Winter Wonderland: Hot Tub Getaway in Grand Park with Heated Garage

Winter Park house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$347

Alpine Hideaway: Private Hot Tub in Ideal Mountain Haus, 10-Min Shuttle to

Winter Park townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$407

Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1315)

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$286

2bd/2bath Condo in Town of Winter Park - Ski, Bike, Music!

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

Frosty Mountain Escape in Keystone

Keystone condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$224

Independence Lodge

Keystone house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$756

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$194

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$227

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$140

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$132

Warm Up in the Private Hot Tub While Enjoying Beautiful Mountain and Lake Views

Silverthorne condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$173

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$140

Viewing 38 of 300
rentals in Winter Park

×

Also consider