Winter Park Area Vacation Rentals & Vacation Rental Homes - Rent Holiday Homes in Winter Park Area, USA

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                  Winter Park Area (36 properties)


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  • Are Near Skiing:






Rental Condominium in Winter Park Area
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Rental Condominium in Winter Park Area

Hi Country Haus

Romance and serenity (1) also rent 3 bedroom next door for more flexibility

bedrooms  1    bathrooms1
sleeps 2 - 4

$40 - $225
Per Day
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Golf Course Nearby Pets Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium rental in Winter Park Area, Northwest
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Holiday Condominium rental in Winter Park Area, Northwest

Hi Country Haus

Romantic Serenity in the Pines (3) Wonderful Location and Convenience A value yet nice

bedrooms  3    bathrooms2
sleeps 7 - 8

$50 - $275
Per Day
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Golf Course Nearby Pets Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium rental in Winter Park Area
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Holiday Condominium rental in Winter Park Area

Meadow Ridge Resort, Fraser, CO

Family Condo with a "Great View" of the Byers Peak Range! Ski in Winter and Bike in Summer.

bedrooms  2    bathrooms2
sleeps 7 - 9

$65 - $200
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area rental House
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Winter Park Area rental House

Tabernash Mountain Home with Great View

Built by our family to vacation together, 4 Bedrooms, 2 convert. beds (one in a private room) 3 Baths, Hot Tub

bedrooms  4    bathrooms3
sleeps 10 - 12

$300 - $450
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Not Near Bars or Restaurants Does Not Have A Pool Skiing Close By Is not Family Friendly Does Not Have Location Map     
Vacation Condominium in Winter Park Area
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Vacation Condominium in Winter Park Area

Winter Park Lodge II, Faser,CO

Breathtaking views of Byers Peak. Outdoor, heated pool and hot tub. On the free shuttle route. 2 Bedrooms and 2 Baths

bedrooms  2    bathrooms2
sleeps 7

$140 - $250
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Vacation rental Apartment in Winter Park Area
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Vacation rental Apartment in Winter Park Area

Trademark, Old Town Winter Park

ABSOLUTE GORGEOUS AND SPACIOUS MULTI FAMILY VACATION TOWN HOME

bedrooms  4    bathrooms4
sleeps 10 - 12

$275 - $700
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium rental in Winter Park Area
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Holiday Condominium rental in Winter Park Area

Amazing Condo at Ski Resort Base

Beautiful Property, Perfect Location. Amazing Views. Private Hot Tub. Walk to Lifts. Free Shuttle

bedrooms  3    bathrooms3
sleeps 9 - 11

$250 - $750
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium rental in Winter Park Area, Northwest
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Holiday Condominium rental in Winter Park Area, Northwest

Zephyr Mountain Lodge - 2 Bed / 2 Bath

Nice ski in / ski out unit with BEAUTIFUL views over slopes

bedrooms  2    bathrooms2
sleeps 4 - 6

$100 - $500
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area rental Cottage
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Winter Park Area rental Cottage

Cottage Rental- Winter Park

Nice small cottage located downtown Winter Park..5 min. from Ski slopes

bedrooms  1    bathrooms1
sleeps 2 - 3

$50 - $150
Per Day
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Golf Course Nearby Pets Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area Condominium
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Winter Park Area Condominium

Awesome 1 bedroom ski-in/ski-out

Beautiful 1 bedroom condo @ Iron Horse Resort in Winter Park. Quietly located at the end of the hall.

bedrooms  1    bathrooms1
sleeps 4 - 6

$100 - $325
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area Condominium
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Winter Park Area Condominium

"Elk Creek" in Winter Park, Colorado

A cozy condo located on the river in Downtown Winter Park walking distance to dining and shopping.

bedrooms  2    bathrooms1
sleeps 6 - 8

$75 - $240
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium in Winter Park Area
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Holiday Condominium in Winter Park Area

Ski in Ski Out! 5 Star LUXURIOUS condo

5 Star 1500 Square Feet Very Cozy Condo

bedrooms  2    bathrooms3
sleeps 6 - 8

$100 - $800
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Condominium in Winter Park Area, Northwest
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Condominium in Winter Park Area, Northwest

Snowblaze Winter Park Colorado

Affordable Downtown Studio with All the Amenities

bedrooms  Studio    bathrooms1
sleeps 4

$50 - $135
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Townhouse in Winter Park Area
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Townhouse in Winter Park Area

Winter Park area townhome

Gorgeous mountain views from this 3bedroom/3bath townhome, private hottub, close to everything!

bedrooms  3    bathrooms3
sleeps 7 - 8

$140 - $300
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium in Winter Park Area
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Holiday Condominium in Winter Park Area

Great Ski In Ski Out Condo at Base!

This 2 bedroom condo in the Zephyr Mountain Lodge sleeps up to 6. Best Location! Best Rates

bedrooms  2    bathrooms2
sleeps 4 - 6

$150 - $675
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Condominium for rent in Winter Park Area
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Condominium for rent in Winter Park Area

Winter Park Ski Resort

Large one bedroom condo walk to Winter Park Ski Resort; views, hot tub, washer/dryer, full kitchen, internet.

bedrooms  1    bathrooms1
sleeps 2 - 4

€75 - €195
Per Day
Add to Shortlist
Not Near A Golf Course Pets Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
House in Winter Park Area, Northwest
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House in Winter Park Area, Northwest

Large House downtown WInter Park

4 bedroom house, located across the street from main downtown Winter Park. 5 min from ski slopes

bedrooms  4    bathrooms3
sleeps 12 - 14

$250 - $500
Per Day
Add to Shortlist
Not Near A Golf Course Pets Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Rental Condominium in Winter Park Area
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Rental Condominium in Winter Park Area

Winter Park/Fraser Condo

New, spacious, no stairs, LCD surround sound, pool, hot tub, on free ski bus route.

bedrooms  3    bathrooms2
sleeps 2 - 11

$100 - $350
Per Day
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area Townhouse
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Winter Park Area Townhouse

Kings Crossing Solar - Winter Park

Spacious 3 bedrm Townhouse condo in the heart of Winter Park. Private hot tub, free WiFi

bedrooms  3    bathrooms3
sleeps 6 - 8

$145 - $395
Per Day
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
4 bedroom House in Winter Park Area
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4 bedroom House in Winter Park Area

Winter Park/Fraser Family House

4 Bedroom, 4 Bath close to WP. Relax in the mountains and enjoy skiing, boarding, tubing, mountain biking or hiking.

bedrooms  4    bathrooms4
sleeps 10 - 12

$2000 - $5000
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Rental Manor in Winter Park Area
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Rental Manor in Winter Park Area

Craglough House, Tabernash, Colorado

Spectaacular Mountain Home commanding breathtaking views and situated on 70 acres on the Fraser River..

bedrooms  6    bathrooms7
sleeps 12 - 16

$750 - $750
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium in Winter Park Area, Northwest
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Holiday Condominium in Winter Park Area, Northwest

In-Town, 3 BR Condo w/ Pool, Spa, Views

Large Private Mountain Condo within the town of Winter Park, yet secluded & quiet next to the Fraser River.

bedrooms  3    bathrooms2
sleeps 8 - 10

$698 - $1998
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area Condominium
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Winter Park Area Condominium

Downtown 3-Story Luxury Condo

This 1500 square foot Condo offers not only Winter Park’s Premier Location, but some of the best views in the valley.

bedrooms  3    bathrooms3
sleeps 8 - 10

$90 - $390
Per Week
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday Condominium in Winter Park Area, Northwest
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Holiday Condominium in Winter Park Area, Northwest

Trailhead Lodge (623)

Brand new 2 BDR condo right downtown. NO CLEANING FEE. A park right next door for children.

bedrooms  2    bathrooms2
sleeps 6 - 10

$130 - $300
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
0 bedroom Condominium in Winter Park Area
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0 bedroom Condominium in Winter Park Area

Ski in / Ski out studio @ Iron Horse

Deluxe Studio @ ski-in/ski-out resort.Unit comes with Xbox 360 and games!

bedrooms  Studio    bathrooms1
sleeps 4

$125 - $225
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday House in Winter Park Area, Northwest
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Holiday House in Winter Park Area, Northwest

Winter Park Highlands - Tabernash

4BR/2BA (Sleeps 10) $200/nt(USD), 3 nt minimum

bedrooms  4    bathrooms2
sleeps 8 - 10

$200 - $200
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Rental Condominium in Winter Park Area
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Rental Condominium in Winter Park Area

Creekside

Downtown Winter Park - On Free Shuttle Route - 5 minutes to downtown

bedrooms  3    bathrooms3
sleeps 8 - 10

$875 - $2450
Per Week
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Holiday House in Winter Park Area
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Holiday House in Winter Park Area

Incredible Home Across from the Resort

Large Family/Group home perfect for entertaining. 3 Living areas,pool table, private hot tub.Views!!!

bedrooms  4    bathrooms5
sleeps 9 - 13

$450 - $850
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
House for rent in Winter Park Area
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House for rent in Winter Park Area

Vasquez Creek Lodge in Winter Park, Colo

8 Bedroom Vacation Rental Home - Sleeps 23!!! Very spacious at 5300 sq. ft.

bedrooms  8    bathrooms7
sleeps 23

$675 - $1600
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is not Family Friendly Does Not Have Location Map     
Holiday Condominium rental in Winter Park Area, Northwest
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Holiday Condominium rental in Winter Park Area, Northwest

Iron Horse Resort, Winter Park

Ski in / ski out sport studio located on the corridor

bedrooms  Studio    bathrooms1
sleeps 4

$75 - $280
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area Condominium
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Winter Park Area Condominium

Fabulous Ski-in/Ski-out Penthouse Condo!

Ski Out of the building and right to the lift! Best Location! Best Rates!

bedrooms  3    bathrooms3
sleeps 6 - 8

$200 - $1091
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Townhouse in Winter Park Area, Northwest
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Townhouse in Winter Park Area, Northwest

Red Quill central Winter Park

Lxuury 4 bedroom, 4.5 bathroom lxury townhome with outdoor hot tub

bedrooms  4    bathrooms4
sleeps 8 - 10

$300 - $600
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Not Near Bars or Restaurants Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Condominium in Winter Park Area
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Condominium in Winter Park Area

Winter Park Studio

Affordable Downtown Studio with All the Amenities

bedrooms  1    bathrooms1
sleeps 2 - 4

$350 - $1000
Per Week
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Not Near A Beach Credit Cards Not Accepted Not Non-Smoking Disabled Access Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is not Family Friendly Does Not Have Location Map     
Vacation rental Condominium in Winter Park Area
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bedrooms  3    bathrooms3
sleeps 6 - 8

$100 - $275
Per Day
Add to Shortlist
Golf Course Nearby Pets Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
2 bedroom Condominium in Winter Park Area
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2 bedroom Condominium in Winter Park Area

Divide Condos in Frasier CO

2bed/2bath, newly remodeled Condo. Upper End Unit. Completely Furnished with views of the Divide.

bedrooms  2    bathrooms2
sleeps 4 - 7

$100 - $175
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Skiing Close By Is Family Friendly Has Location Map     
Winter Park Area rental Condominium
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Winter Park Area rental Condominium

Beaver Village 2bdr/2bth Condo

2Bdr/2Bth Beaver Village Condo. High End Remodel. Owner Rates. Wireless Internet

bedrooms  2    bathrooms2
sleeps 4 - 6

$135 - $250
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Not Near A Beach Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     

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