Winter Park Vacation Rentals

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Rendezvous Retreat
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Best downtown location, rooftop deck w/ private hot tub! 1 block to ski shuttle! Mountain Bike out your door! Concerts enjoyed from your rooftop!

5 Bedrooms
3 Bathrooms
4 Guides
$699 - $1849 / night (excl. fees & taxes)
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Vista Peak Mountain House
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View, Trails, Hot Tub & Fire Pit, 10 min to Skiing at WP Resort

4 Bedrooms
5½ Bathrooms
4 Guides
$400 - $1584 / night (excl. fees & taxes)
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Pines & Peaks Mountain Retreat
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St. Mary's Glacier Mountain Home W/Hot Tub & Views

2 Bedrooms
2 Bathrooms
4 Guides
4.86IconIconIconIconIcon
166 reviews
$205 - $1140 / night (excl. fees & taxes)
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Moss Lane Mountain Retreat
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Forest Nestled, Creek Front Cabin, Fireplace/Deck

1 Bedroom
1 Bathroom
4 Guides
$129 - $449 / night (excl. fees & taxes)
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Indoor Pool | Hot Tub | 4 Acres | Off Grid | Views
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Indoor Pool | Hot Tub | 4 Acres | Off Grid | Views

6 Bedrooms
4 Bathrooms
4 Guides
$549 - $1787 / night (excl. fees & taxes)
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Cozy home in Georgetown with gigabit internet
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Cozy home with hardwood floors, 3 bedrooms, 2.5 baths with laundry room, wireless gigabit internet, and pet friendly! Close to skiing and the train!

3 Bedrooms
2½ Bathrooms
4 Guides
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73 reviews
$299 / night (excl. fees & taxes)
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Rocky Mountain Preserve Resort 2bdr Deluxe Queen - DELETE
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Rocky Mountain Preserve Resort 2bdr Deluxe Queen

2 Bedrooms
2 Bathrooms
4 Guides
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Rocky Mountain Preserve Resort 4bdr Presidential Casita - DELETE
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Rocky Mountain Preserve Resort 4bdr Presidential

4 Bedrooms
3 Bathrooms
4 Guides
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Rocky Mountain Preserve Resort 3bdr Presidential - DELETE
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Rocky Mountain Preserve Resort 3bdr Presidential

3 Bedrooms
2 Bathrooms
4 Guides
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Rocky Mountain Preserve Resort 1bdr Deluxe - DELETE
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Rocky Mountain Preserve Resort 1bdr Deluxe

1 Bedroom
1 Bathroom
4 Guides
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Mountain Retreat on Chicago Creek
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Zen mtn home close to skiing, Red Rocks Amphitheatre, and several quaint mountain towns. Only 30 minutes from Denver, reducing mountain traffic impact

3 Bedrooms
3½ Bathrooms
4 Guides
$300 / night (excl. fees & taxes)
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GreatRentalKeystone condo 4br4ba
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GreatRentalKeystone at the Gateway in Keystone, is a perfect vacation condo for all your activities.

4 Bedrooms
4 Bathrooms
4 Guides
4.79IconIconIconIconIcon
63 reviews
$399 - $1899 / night (excl. fees & taxes)
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Keystone Getaway
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Your Escape - Mountain Views, Pool, Hot Tub, Grill

1 Bedroom
1 Bathroom
4 Guides
$150 - $636 / night (excl. fees & taxes)
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Ironwood Townhome 2989 - Keystone, CO
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King Master Suite-Private: Hot Tub, Garage & Laundry-Walk to Lift-Free WIFI

3 Bedrooms
3 Bathrooms
4 Guides
4.83IconIconIconIconIcon
86 reviews
$188 - $1353 / night (excl. fees & taxes)
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BlueViewRetreat * Private HOT TUB * NEW Ski HOME
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NEW Modern Mountain Home w/ Lake & Mountain VIEWS in prestigious Summit Sky Ranch. PRIVATE Hot Tub + community amenities. Only 13 miles to Keystone.

5 Bedrooms
4½ Bathrooms
4 Guides
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57 reviews
$450 - $525 / night (excl. fees & taxes)
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Beautiful Keystone Resort Mountain Home  Hot Tub!
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Beautiful Keystone Resort Mountain Home Hot Tub!

4 Bedrooms
4 Bathrooms
4 Guides
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87 reviews
$599 - $1150 / night (excl. fees & taxes)
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NEW 3 bedrm 3 bath home in Summit Sky Ranch!
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New Luxe Mountain Modern home in Summit Sky Ranch! Resort Amenities include pool, hot tubs, private lake, fishing, hiking. 13 minutes to Keystone!

3 Bedrooms
3 Bathrooms
4 Guides
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79 reviews
$490 - $975 / night (excl. fees & taxes)
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Mountain Retreat for Entire Family or Two
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Mountain Retreat for Entire Family or Two

3 Bedrooms
2½ Bathrooms
4 Guides
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158 reviews
$149 - $461 / night (excl. fees & taxes)
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The Sarenne
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The Sarenne: quiet townhome in Bills Ranch

3 Bedrooms
2 Bathrooms
4 Guides
$230 - $500 / night (excl. fees & taxes)
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Frisco One Bed One Bath Condo
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Frisco One Bed One Bath Condo

1 Bedroom
1 Bathroom
4 Guides
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77 reviews
$100 - $567 / night (excl. fees & taxes)
    1 – 20 Rentals