Villas & Vacation Rentals in Winter Park

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Garden
Wireless Internet
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Heated pool
Private indoor pool
Washing machine
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Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
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Pool or snooker table
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Private outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Shared indoor pool
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Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Swing set or jungle gym
Boat available
Stove
Solarium or roof terrace
TV
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Iron
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Staffed property
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Linen provided
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Bicycles available
Climbing frame
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Private fishing lake or river
Housekeeping Included

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Pets allowed
Pets
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Fishing
Cycling trips
Mountain Views
Waterfront

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32 villas

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Clear Creak Retreat

Georgetown house

3 bedrooms
2 bathrooms

sleeps 8

Match: Garden Pets allowed

All filters match

Price per night from

$251

Vacation Rental Lake House Georgetown

Georgetown house

7 bedrooms
6 bathrooms

sleeps 16

Match: Garden Pets allowed

All filters match

Price per night from

$913

Mountain Retreat: Townhome with Awe-Inspiring Views, Hot Tub Bliss in Grand Park

Fraser townhouse

3 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 32 minutes

Match: Garden Pets allowed

All filters match

Price per night from

$335

Historic Rocky Mountain Getaway in a Georgetown (29 days or longer required)

Georgetown house

3 bedrooms
2 bathrooms

sleeps 6

Match: Garden Pets allowed

All filters match

Price per night from

$132

Tranquil Retreat with Breathtaking Views and Inviting Hot Tub

Tabernash house

4 bedrooms
4 bathrooms

sleeps 13

Responds fast! avg. 2 hours 32 minutes

Match: Garden Pets allowed

All filters match

Price per night from

$359

Ski & Mountain Views with Hot Tub at Rendezvous

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

Match: Garden Pets allowed

All filters match

Price per night from

$263

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

Match: Garden Pets allowed

All filters match

Price per night from

$359

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: Garden Pets allowed

All filters match

Price per night from

$239

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

Match: Garden Pets allowed

All filters match

Price per night from

$756

7 B/7.5 BA Winter Park Amazing views, Huge Kitchen Dining, Family Reunions

Fraser house

7 bedrooms
7 bathrooms

sleeps 18

Match: Garden Pets allowed

All filters match

Price per night from

$1,368

Three Bears Family Retreat

Grand Lake house

6 bedrooms
4 bathrooms

sleeps 19

Responds fast! avg. 2 hours 39 minutes

Match: Garden Pets allowed

All filters match

Price per night from

$1,026

Cabin w/ Rocky Mountain Views! Venture Out, Relax in the Hot Tub, Grill Outside!

Idaho Springs house

3 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$343

The Barn

Tabernash house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$177

Trailhead Lodges 721

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$132

Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..

Winter Park house

5 bedrooms
3 bathrooms

sleeps 19

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$571

Riverfront Upscale remodel in great location

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$303

Grand Lake Retreat with Views

Grand Lake house

4 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$194

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$257

205 Elk Ranch Road

Fraser house

3 bedrooms
4 bathrooms

sleeps 7

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$236

216 Sawyer Circle

Winter Park condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$186

Hidden River Ranch

Tabernash house

5 bedrooms
5 bathrooms

sleeps 16

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$687

572 Telemark Ct

Winter Park condo

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$334

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: Garden, Pets allowed

1 of 2 filters match

Price per night from

$179

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: Garden, Pets allowed

1 of 2 filters match

Price per night from

$540

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: Garden, Pets allowed

1 of 2 filters match

Price per night from

$287

Pet Friendly Riverside Delight

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$215

Wilderness Vista: Condo with Mountain Backdrop, Minutes from Winter Park Resort

Winter Park condo

3 bedrooms
4 bathrooms

sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Pets allowed

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: Garden, Pets allowed

1 of 2 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

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$142

Rock & Stars Chalet: Luxury with Electric Car Charger, and Private Hot Tub!

Winter Park house

4 bedrooms
4 bathrooms

sleeps 12

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$419

Trailhead Lodges 812

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Garden, Pets allowed

1 of 2 filters match

Price per night from

$147

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: Garden, Pets allowed

1 of 2 filters match

Price per night from

$275

Also consider

Grand Lake 27 properties
Fraser 26 properties
Granby 17 properties
Tabernash 6 properties
Parshall 5 properties
Breckenridge 437 properties
Steamboat Springs 253 properties
Denver 194 properties
Beaver Creek 167 properties
Grand County 157 properties
Aspen 97 properties
Telluride 95 properties
Mountain Village 71 properties
Pagosa Springs 65 properties
Frisco 49 properties
Edwards 44 properties
Creede 38 properties
Silverthorne 33 properties
Ridgway 19 properties
Lakewood 16 properties
Boulder 16 properties
Arvada 15 properties
Woodland Park 15 properties
Bayfield 14 properties
South Fork 14 properties
Golden 9 properties
Commerce City 8 properties
Florissant 6 properties
Trinidad 5 properties
Fort Collins 4 properties
Dolores 5 properties

Vacation Rentals & Villas in Winter Park

Per night

32 villas

Clear Creak Retreat

Vacation Rental Lake House Georgetown

Mountain Retreat: Townhome with Awe-Inspiring Views, Hot Tub Bliss in Grand Park

Historic Rocky Mountain Getaway in a Georgetown (29 days or longer required)

Tranquil Retreat with Breathtaking Views and Inviting Hot Tub

Ski & Mountain Views with Hot Tub at Rendezvous

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

Elevated Bliss: Panoramic Views, 4-Minute Stroll to Lift, Private Hot Tub

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

7 B/7.5 BA Winter Park Amazing views, Huge Kitchen Dining, Family Reunions

Three Bears Family Retreat

Cabin w/ Rocky Mountain Views! Venture Out, Relax in the Hot Tub, Grill Outside!

The Barn

Trailhead Lodges 721

Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..

Riverfront Upscale remodel in great location

Grand Lake Retreat with Views

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

205 Elk Ranch Road

216 Sawyer Circle

Hidden River Ranch

572 Telemark Ct

Summer Retreat: Dog-Friendly Condo Near Music Scene in Downtown Winter Park

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

Summer Retreat in Winter Park: Your Hot Tub Hideaway

Pet Friendly Riverside Delight

Wilderness Vista: Condo with Mountain Backdrop, Minutes from Winter Park Resort

SnowBlaze Condo: Clubhouse & Mountain Views

Pet-Friendly Escape: Downtown Convenience, Resort Shuttle, Clubhouse Fun

Rock & Stars Chalet: Luxury with Electric Car Charger, and Private Hot Tub!

Trailhead Lodges 812

Live Music Views from Hideaway Park Condo with Pool

Viewing 32 of 32
rentals in Winter Park

Also consider

Vacation Rentals & Villas in Winter Park

Per night

32 villas

Viewing 32 of 32rentals in Winter Park

Also consider

Viewing 32 of 32
rentals in Winter Park