Vacation Rentals & House Rentals in Colorado Springs

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98 house rentals

Pet Friendly Riverside Delight

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

Match: Bicycles available Private pool

All filters match

Price per night from

$179

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

Match: Bicycles available Private pool

All filters match

Price per night from

$142

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

Match: Bicycles available Private pool

All filters match

Price per night from

$142

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

1-bedroom and 1-bathroom Cottage

Canon City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$212

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 pool, Bicycles available

1 of 2 filters match

Price per night from

$155

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: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$311

Private Downtown Cozy Cottage

Colorado Springs house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$155

The Highlands Hideaway at Sloan's Lake

Denver house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$189

Cozy Mountain Retreat

Pinecliffe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$115

Charming Carriage House - Walkable - Pet Friendly

Glendale house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$184

Summit County Ski Condo

Dillon condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$144

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 pool, Bicycles available

1 of 2 filters match

Price per night from

$94

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: Private pool, Bicycles available

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: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$540

Cozy Retreat with Private Hot Tub | Spacious Winter Haven near Downtown Winter

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$275

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: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$479

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: Private pool, Bicycles available

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: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$166

Mountain Majesty: Panoramic Views, Hot Tub, and Easy Access to Shuttle Route!

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$311

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 pool, Bicycles available

1 of 2 filters match

Price per night from

$179

2 Minute Walk to Slopes/Hot Tub Access/Private Patio

Keystone condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$144

Rare Gem, Spacious Condo, Outstanding Location A6

Copper Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$196

PIKES PEAK COTTAGE BY GARDEN OF THE GODS GREAT VIEW AND LOCATION 3BD SLEEPS 6

Colorado Springs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$171

Lost Creek Cabin On The Co Trail

Bailey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$149

Penthouse Ski Condo

Breckenridge condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$572

"Pied-a-Terre"- Furnished Executive One Bedroom Garden Level 1000+ sf Guest Unit

Ken Caryl guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$138

Gorgeous classy home on 5 acres!

Franktown farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$367

3BR Mountains-Nearby Lakes- Budget Getaway

Monument house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$75

Tranquil Retreat with Breathtaking Views and Inviting Hot Tub

Tabernash house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$359

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 pool, Bicycles available

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 pool, Bicycles available

1 of 2 filters match

Price per night from

$239

Nice updated 3 Bedroom Condo. Great Access to Superbee Lift in East Village

Copper Mountain condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$245

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: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$335

Pet friendly Luxury Mountain Home, Great views 11SW

Silverthorne house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$493

NEW High-Altitude Hideaway at Lakota Townhomes

Winter Park house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$960

Peak Season Paradise: Ski Resort Luxury Meets Summer Relaxation

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$299

Luxury Townhome/Private Garage/Incredible Views/Walk to the Lifts

Keystone house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$216

Spacious Ski-in Ski-out Condo/Recently Updated/Private Hot Tub

Keystone condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Private pool, Bicycles available

1 of 2 filters match

Price per night from

$273

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