Villas & Vacation Rentals in Winter Park

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Swimming pool
Wireless Internet
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Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Table tennis
Games room
Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

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City breaks
Skiing – property near ski resort
Walking trips
Water sports

Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Mountain Views

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32 villas

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Ski/Mtn Cozy Condo, Winter Park Ski Resort

Winter Park apartment

1 bedroom
1 bathroom

sleeps 4

Match: Safe Swimming pool

All filters match

Price per night from

$172

Pet Friendly Riverside Delight

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

Match: Safe Swimming pool

All filters match

Price per night from

$215

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

Match: Safe Swimming pool

All filters match

Price per night from

$239

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

Match: Safe Swimming pool

All filters match

Price per night from

$142

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

Match: Safe Swimming pool

All filters match

Price per night from

$275

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$144

Riverfront Upscale remodel in great location

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$304

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$281

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: Swimming pool, Safe

1 of 2 filters match

Price per night from

$179

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$179

Luxury Mountain Haven! Family-Friendly, Ski, Bike, Hike, and Hot-Tub!

Winter Park townhouse

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Safe

1 of 2 filters match

Price per night from

$230

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: Swimming pool, Safe

1 of 2 filters match

Price per night from

$359

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: Swimming pool, Safe

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: Swimming pool, Safe

1 of 2 filters match

Price per night from

$299

COZY CONDO ~ Ski In/ Ski Out at Winter Park Village

Winter Park studio

Studio
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Safe

1 of 2 filters match

Price per night from

$476

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: Safe, 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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$94

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$190

Resort Bliss Retreat: Ski-in/Ski-out Studio at Iron Horse, Immersed in Woodland

Winter Park studio

Studio
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$155

Trailside Tranquility: Iron Horse Haven, Ski-in/Ski-out 1BR Offering Stunning

Winter Park condo

1 bedroom
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$191

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$142

Cozy ski condo.Winter Park,CO,USA

Winter Park apartment

1 bathroom

sleeps 4

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$172

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$118

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$155

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$276

Trailhead Lodges 524

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$206

Trailhead Lodges 812

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$147

Trailhead Lodges 232

Winter Park condo

1 bedroom
2 bathrooms

sleeps 4

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$132

Trailhead Lodges 212

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Safe, Swimming pool

1 of 2 filters match

Price per night from

$132

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: Safe, Swimming pool

1 of 2 filters match

Price per night from

$142

Great rentals within 20 miles that match your search

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: Safe Swimming pool

All filters match

Price per night from

$239

Summertime Bliss at Granby Ranch Resort - Brand New!

Granby townhouse

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

Match: Safe Swimming pool

All filters match

Price per night from

$239

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Vacation Rentals & Villas in Winter Park

Per night

32 villas

Ski/Mtn Cozy Condo, Winter Park Ski Resort

Pet Friendly Riverside Delight

Ideal Location with Spacious Patio and Shared Hot Tub near Winter Park Resort

Hideaway Park Gem: Ski Shuttle, Pool, and Mountain Views

Live Music Views from Hideaway Park Condo with Pool

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Riverfront Upscale remodel in great location

NEW! IFIRESIDE MOOSE CONDO - WALK TO TOWN, FRONT DOOR SKI SHUTTLE PICK-UP

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

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

Luxury Mountain Haven! Family-Friendly, Ski, Bike, Hike, and Hot-Tub!

Cool Condo with Trestle Bike Park Access

NEW High-Altitude Hideaway at Lakota Townhomes

Peak Season Paradise: Ski Resort Luxury Meets Summer Relaxation

COZY CONDO ~ Ski In/ Ski Out at Winter Park Village

SnowBlaze Condo: Clubhouse & Mountain Views

Downtown Winter Park | 1-Stop Shuttle to Trestle Bike Park | Hot Tub

Relaxed Slope-Side Living: Ski In/Ski Out Bliss in Cool Winter Park

Resort Bliss Retreat: Ski-in/Ski-out Studio at Iron Horse, Immersed in Woodland

Trailside Tranquility: Iron Horse Haven, Ski-in/Ski-out 1BR Offering Stunning

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

Cozy ski condo.Winter Park,CO,USA

Cozy Winter Park Hideaway: Pool, Hot Tub, and Resort Shuttle Nearby

Tranquil Ski Haven: Slope-Side Retreat, Ski In/Ski Out Access

Luxury in Downtown Winter Park CO

Trailhead Lodges 524

Trailhead Lodges 812

Trailhead Lodges 232

Trailhead Lodges 212

Canine-Friendly Retreat: Downtown Winter Park, Shuttle to Resort

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

Summertime Bliss at Granby Ranch Resort - Brand New!

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