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Winter Park Downtown Condos

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    Travelers to Winter Park are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    15 Matching Rentals in Winter ParkView all 460 rentals
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    Downtown Winter Park Villa On Pond - FREE Activities/Views/Hot Tub/FREE Shuttle1 / 39
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    NEW! Downtown Winter Park Condo w/ Balcony!1 / 25
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Balcony
    • Washer
    • Wi-Fi
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering close proximity to downtown and Winter Park Resort, this 3BR/3.5BA townhouse promises a memorable stay in every season -- enjoy hiking, skiing, and mountain biking, all just minutes away. After a fun-filled day of alpine adventures, return to your three-story home, where you’ll find...
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    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Washer
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everyone from snow bunnies to black diamond pros can find runs to challenge them at Winter Park Resort. This 3BR/3BA condo puts you just a 15-minute walk from downtown and minutes from the slopes. During the summer, head out and explore the gorgeous mountains and natural beauty on the hiking and...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Parking
    • Terrace
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This inviting 2BR/2BA Vasquez Run condo is just a 10-minute drive to Winter Park Resort, while downtown dining, entertainment and shops are under 5 minutes away. Hardwood finishes, tasteful mountain decor, and a handsome rock gas fireplace give this condo a classic ski lodge vibe. The chef in...
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    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    About this property
    The perfect retreat for an outdoor adventure, this spacious 2BR/1.5BA Winter Park townhome backs onto the vast Arapaho National Forest. The property has a convenient location on the free bus route, and it’s less than a 10-minute drive to downtown for skiing, dining, shopping, and year-round...
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    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Sauna
    • DVD Player
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready for an epic mountainside getaway when you stay at this vacation rental studio condo. Comfortably accommodating up to 4 guests, the condo offers a full bathroom, well-equipped kitchen, free wireless internet, and more. Relax on your private balcony and enjoy 180-degree mountain views, or...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Balcony
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of Colorado during your stay at this 3-story townhome in Winter Park. Offering 3 bedrooms, 3.5 bathrooms, and accommodations for 12, this vacation rental townhouse is the perfect home base for adventure seekers and those looking for a serene getaway any season of the year....
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    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your Rocky Mountain adventure starts at this 3-bedroom, 2-bathroom vacation rental condo in Winter Park! Situated in Trailhead Lodge, this 5-star unit comfortably sleeps up to 8 guests and offers access to top-notch amenities including a year-round outdoor pool. You'll be a short walk to downtown...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this luxurious 3-bedroom, 3-bathroom vacation rental townhome in Winter Park's beautiful downtown Wolf Park. Outfitted with all the modern comforts of home, a hot tub and 2 private decks, this unit is perfect for up to 12 guests...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Patio
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your idyllic home base for the Rocky Mountains awaits you at this 2-bed, 2-bath vacation rental that sleeps 8! Nestled alongside the Fraser River Trail, this top-floor condo boasts a prime location in Hi Country Haus - near outdoor activities and 2 short blocks from downtown. Take a ride on the...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the Colorado Rockies from this 2-bedroom, 2-bath vacation rental condo which sleeps 6 in Winter Park. Nestled on a private corner unit on the ground floor of Beaver Village Condominiums, this condo offers access to 3 community hot tubs an indoor pool, and a prime location right in downtown!...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The mountains await at this cozy 1-bathroom Winter Park vacation rental studio that sleeps 6. With access to resort-level amenities, such as 2 hot tubs, a heated pool, and fitness center, this condo has everything you’ll need to stay entertained, including a prime location near hiking trails,...
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    Location Information
    Winter Park, Grand County 80446
    Condo/Apartment - 1 Bathroom, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of your next Winter Park getaway when you stay at this 1-bath vacation rental studio! Situated in Snowblaze Condominiums, this studio for 2 has top-notch amenities including an indoor pool, 2 hot tubs, fitness center, and more. You'll love being located right downtown with boutique...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 2
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