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Swimming pool
Wireless Internet
Air conditioning
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
Mountain Views
Golf within 30mins drive

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41 villas in Winter Park with pools

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Trailhead Lodges 524

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$207

Trailhead Lodges 812

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

Match: Swimming pool

All filters match

Price per night from

$147

Trailhead Lodges 212

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$132

Riverfront Upscale remodel in great location

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$304

Ski/Mtn Cozy Condo, Winter Park Ski Resort

Winter Park apartment

1 bedroom
1 bathroom

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$172

Cozy ski condo.Winter Park,CO,USA

Winter Park apartment

1 bathroom

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$172

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$144

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

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$281

Pet Friendly Riverside Delight

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$214

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

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$142

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

Winter Park studio

Studio
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$155

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

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 0 minutes

Match: Swimming 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. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$142

Cozy Riverside Hideaway: Pool, Hot Tub, and Resort Shuttle Nearby

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$118

SnowBlaze Condo: Clubhouse & Mountain Views

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$179

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

Winter Park studio

Studio
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$190

Luxury in Downtown Winter Park CO

Winter Park townhouse

4 bedrooms
5 bathrooms

sleeps 12

Responds fast! avg. 3 hours 40 minutes

Match: Swimming pool

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Price per night from

$303

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

Winter Park condo

1 bedroom
1 bathroom

sleeps 6

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

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Price per night from

$190

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. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$238

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

Winter Park studio

Studio
1 bathroom

sleeps 3

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

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Price per night from

$94

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. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$155

Live Music Views from Hideaway Park Condo with Pool

Winter Park condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$275

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

Winter Park condo

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 3 hours 0 minutes

Match: Swimming pool

All filters match

Price per night from

$142

Trailhead Lodges 232

Winter Park condo

1 bedroom
2 bathrooms

sleeps 4

Match: Swimming pool

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Price per night from

$132

Great rentals within 20 miles that match your search

Great Views & Rates - Winter Park Area - Colorado

Fraser apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great value, comfortable accomodations, and great owner” The owner is responsive, prompt, and courteous. We've used this condo every year for the past 11 years, and until recently, I had never even spoken to the owner- all email and all arrangements flawlessly executed, every time. Accomodations are comfortable and casual. Best feature is that this condo is directly next to the clubhouse and ski shuttle stop- very convenient! We love staying here.

Match: Swimming pool

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Price per night from

$143