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Vacation Rentals and Cabins in Winter Park, CO

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    Travelers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 43
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
    • Mountain Views
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    About this property
    Completely remodeled RIVERFRONT SUITE with high end custom finishes! At the base of Winter Park Ski Resort! This ground level condo is located in Winter Park Place, a small private complex nestled in the trees and backing to the beautiful Fraser River in Old Town Winter Park!. Right by the Fraser... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed October 5, 2015
    The condo was lovely and very comfortable. We enjoyed listening to the river flowing over the rocks sitting on the patio. The fresh cut flowers that greeted us on our arrive was a...
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    1 / 21
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Skiing: Property Is...
    • Shared Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A memorable and fun Winter Park vacation is assured when you stay at this beautiful and newly transformed 2 bedroom, 2 bathroom mountain home at Beaver Village Condominiums. Under new ownership in Fall, 2015, this home is being extensively remodeled just in time for your ski vacation!... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 3 weeks ago
    We went up for a three day mini vacation. It was so nice that we will be going back soon. The hot tub and pool were wonderful and very clean. The condo was outstanding. Every...
    5 of 5 stars Reviewed January 9, 2016
    I travel a lot. I have never been in a lodging which took better care of the guests. A bottle of bubbly to greet us, along with music and a lit fire. Slippers! and for a ski...
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    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill... View all property information
    Location Information
    Winter Park, Grand County
    1 / 7
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    We only need three words to describe our small, but perfect retreat… 1. LOCATION! 2. LOCATION! 3. LOCATION! You’ve just found the perfect place to escape to in Winter Park. Aside from the beauty of the mountains and the unbelievable skiing, the town of Winter Park centers around a fun... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed January 4, 2016
    What a wonderful little cabin! Truly a block from the center of town. Everything we needed was in the cabin, really perfect for the two of us. We only had two problems staying...
    5 of 5 stars Reviewed December 28, 2015
    Just what you need for a weekend of skiing and exploring the town. Right on the shuttle route with access to all the town has to offer, this is the place to get. Cozy and...
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    1 / 8
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to our 4 Bedroom Home in Winter Park, Colorado! We only need three words to describe our fabulous mountain lodge getaway… LOCATION! LOCATION! LOCATION! You’ve just found the perfect place to escape to in Winter Park. Aside from the beauty of the mountains and the unbelievable skiing,... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed February 14, 2012
    What a wonderful Christmas trip. We spent 5 days at this wonderful place, me, my husband, our four daugthers, their husbands and 2 grandchildren. There was plenty of space for...
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    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • DVD Player
    • Patio
    • Washer
    • Central Heating
    • Sauna
    • Skiing: Property Is...
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a super cozy and elegant 2 bedroom/2 bathroom, over 1200 square foot condo with everything you need right at your finger tips, conveniently located 1/3 of a mile from Winter Park Resort. The living room is a place where you can relax and "melt," with a warm fireplace, open kitchen, dining... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed July 11, 2016
    The condo is beautiful, spacious, and relaxing. The pictures look great but it is still so much better in person. Kitchen and bathrooms are fresh, and functional. The shower and...
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    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Sauna
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our bright remodeled 2nd floor end unit at Beaver Village located in the town of Winter Park, Colorado. Beaver Village Condominiums are a perfect in town location, surrounded by acres of tree studded hills and features decks for nature viewing and relaxation. Beaver Village is ideally... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 2 weeks ago
    The Coffman's condominium was absolutely beautiful and plush. It was a beautiful and relaxing place to get away from the big city. The condominiums appear newly remodeled and...
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    1 / 22
    6 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Relaxation at its best in the Colorado Mountains, with a home that has 6 bedrooms separated into four distinct and private areas. It also has three separate living areas. Enjoy the company of others, but you can always retreat to your own space. We love this house when hosting large groups of... View all property information
    Location Information
    Winter Park, Grand County
    1 / 13
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Skiing: Property Is...
    • DVD Player
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    True ski-in/ski-out at Winter Park Resort base! This fully updated studio condo is connected to The Corridor ski run (green) that runs between the Mary Jane Territory and the Winter Park base. Unit 2063 sleeps up to four people - 2 adults (queen Murphy bed) and 2 children (sofa bed). This... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed June 28, 2016
    The perfect escape or ski lodge for those looking to get away! This second-floor unit is slope side, with mountain access literally steps from the door for skiing or summer...
    5 of 5 stars Reviewed June 12, 2016
    My husband and I had a fabulous time!! Winter Park is a quick hour and half drive from Denver with beautiful scenic views on the way up. The condo was perfect size for the two of...
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    1 / 17
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Washer
    • Central Heating
    • Shared Indoor Pool
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2 bedroom, 1.25 bathroom, quiet, top floor end unit. Great for families looking for affordability and easy access to amenities. Front-loading washer and dryer in unit. Next to clubhouse with pool, hot tubs and a rec center. Sledding hill, playground, restaurants and bakery all within walking... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed 1 week ago
    We enjoyed our weekend in Winter Park w/ our 5 & 2 year old girls. The place is well furnished and comfortable, and our girls loved the brand new adjacent rec center with the...
    5 of 5 stars Reviewed August 9, 2015
    Plenty of room for just the two of us, and could easily accommodate a family, well laid out with an extra lavatory in the second bedroom closet. Very clean, and comfortable...
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    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • ?
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    • x
    About this property
    A tri-level floor plan, all units are non-smoking, have 2 decks, private outdoor hot tubs, heated garages, gas fireplaces and washer/dryer. Unit #101 can sleep between 8-9 people in the 3 bedrooms plus a den and 3 bathrooms on three interior levels and is a non smoking and no pet allowed rental.... View all property information
    Location Information
    Winter Park, Grand County
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beautiful! Hardwood floors throughout and upscale furnishings provide a sumptuous environment for your get-a-way! The gourmet kitchen has tile counter tops and new appliances, allowing you to whip up... View all property information
    Location Information
    Winter Park, Grand County
    1 / 75
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County
    1 / 14
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Washer
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sitting atop Forest Trail, this charming, authentic cabin exudes warmth and character from the moment you enter. Mimis Cabin is on the free shuttle route where the buses literally stop outside the front door providing transportation to the Ski Area, 3 miles away or you can take the bus the 2/3 mile... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 3 weeks ago
    Great cabin, beautiful view, great little town. Loved it. Beautiful inside the cabin as well! Rooms were up to date, well cleaned, good lay out. We slept 9 comfortably.
    5 of 5 stars Reviewed January 16, 2016
    This place offered a great amount of space for our 5 teenagers, four adults to spend time together as well as have our own areas to have some privacy. Beautiful surroundings to...
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    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Balcony
    • Parking
    • Internet Access
    • Terrace
    • Satellite TV
    • Hot Tub
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Vasquez Creek condos are located in downtown Winter Park and on the free shuttle route in the ski season - a short ride to the ski resort or downtown. This 3 bedroom unit is at the end of the main building and has two private decks with magnificent views of the surrounding forest and Vasquez... View all property information
    Location Information
    Winter Park, Grand County
    1 / 11
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Private Outdoor...
    • Terrace
    • Balcony
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    An updated 2 bedroom town home has a spacious 880 square feet on two interior levels and is a non smoking and no pets allowed rental. The main living room offers an open floor plan that has an additional sleeping spot with a queen sofa sleeper. Comfortable furnishings with a mountain theme and... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed April 8, 2015
    I have stayed at Hideaway Village three times over the last two ski seasons, two individual weeks for vacation and one long weekend. It is an excellent value cost-wise. Some pros...
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    1 / 10
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    A lovely townhome with 880 square feet of living space on two interior floors, this 2 bedroom unit is a good family rental. The main floor has a comfortable open living room with TV, VCR, wood burning fireplace and queen sofa sleeper and has access to the small private patio. Adjacent to the... View all property information
    Location Information
    Winter Park, Grand County
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    1 / 26
    5 of 5 stars (28) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Housekeeping...
    • DVD Player
    • Central Heating
    • Hot Tub
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Flip Key's Top Rental Award based on reviews every year.One Bedroom, 2 full bath 800 sq ft luxury CondoNear base of Winter Park Ski Resort.Giant picture windows give breath taking views of the slopes while overlooking woods and river. Modern, bright, open, warm, and awesome are among the words that... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed August 18, 2015
    My wife and I could not have been more pleased with the condo we rented. The condo was clean, spacious, well laid out, and incredibly well-organized (even including pictures on...
    5 of 5 stars Reviewed February 26, 2015
    Great location to ski area (just a short walk), great views of river, trees and mountains, updated furnishings, plenty of space with high ceilings and open floor plan.
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    1 / 24
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • ?
    • ?
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    • x
    About this property
    This downtown Winter Park modern 3 bedroom condo has been recently updated 3 bedroom unit has 759 square feet on the third floor of the building - a great family vacation rental. The interior décor has a modern theme with newer furnishings and is an end corner unit for additional peace and quiet.... View all property information
    Location Information
    Winter Park, Grand County
    1 / 28
    4.5 of 5 stars (47) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    ↵Built in 2010, you'll be convinced that you're the first guest to stay at Trailhead Lodges 512. The construction, design, and decor are top-notch; guests tell us time and time again that this home feels like it was just built yesterday. Boasting pristine cleanliness, lovely decor and beautiful... View all property information
    Location Information
    Winter Park, Grand County
    1 / 32
    5 of 5 stars (10) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Grill
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located above downtown Winter Park, the Bear Crossing Townhome has breathtaking views of the Rocky Mountains. You will never want to leave the incredible comfort that this townhome has to offer: brand new private hot tub on the back deck, two decks in front with stunning views of the Resort and... View all property information
    Location Information
    Winter Park, Grand County
    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • Terrace
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    A 1 bedroom vacation rental with 629 square feet, this unit is spacious, comfortable and on the third and top floor of the building. The living room has a gas fireplace, flat screen HDTV, with VCR/DVD, stereo, free in unit Wi-Fi access, a queen sofa sleeper and over stuffed furnishings. In the... View all property information
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    Winter Park, Grand County
    1 / 22
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    A Colorado vacation condo rental with a living room area offering access to a private deck, wood burning fireplace, queen sofa sleeper, updated carpeting and furnishings; additional amenities include a flat screen TV with DVD/VCR and free in unit Wi-Fi access. Adjacent to the main living area is... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed June 16, 2015
    All around great place as it was close to town, quiet, very clean and the bus came right to the front door. We would most definitely stay here again. We have recommended this...
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    1 / 7
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    A corner unit with 589 square feet of living space on the second floor of the building has been designated as non smoking and has a no pet policy. Please also note that the Vista building prohibits outside smoking within 15 feet of the building. This modernly decorated unit has new carpet,... View all property information
    Location Information
    Winter Park, Grand County
    1 / 13
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This studio unit contains a Queen Size Murphy Bed, a futon which folds out and a sofa sleeper. Free WIFI and 32' flatscreen Cable TV. It also has a full kitchen and a full bath. It is very conveniently located within easy walking distance of all restaurants and shops in Winter Park, as well as... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed July 26, 2015
    I enjoyed my stay at this property as it was clean, well kept and included all of the amenities that were stated in the ad. The owner was cordial online and provided the...
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    1 / 18
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • ?
    About this property
    Within walking distance to the heart of Winter Park, yet serene and tranquil alongside the pond, you’ll find your stay and Telemark an ideal place for both adventure and relaxation. Dine al fresco on your private patio, or gather around the dining table with a meal from the fully-equipped kitchen.... View all property information
    Location Information
    Winter Park, Grand County
    1 / 40
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Winter Park Resort. There is a Queen murphy bed. When staying at Snowblaze, you will have access to the clubhouse; it has an indoor pool, hot tub, game room, athletic equipment, and laundry facilities,... View all property information
    Location Information
    Winter Park, Grand County
    1 / 24
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This ski Winter Park condo rental is an end corner unit is on the ground floor offering 1, 060 square feet of living space and many extras that other units do not have. This is a no pets allowed and non-smoking unit. The main living room has upscale, modern furnishings, wood fireplace, flat screen... View all property information
    Location Information
    Winter Park, Grand County
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • ?
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    • x
    About this property
    A stunning remodeled 2 bedroom with loft 2.75 bathroom unit on the sixth floor has a total of 1, 344 square feet on three levels. The lower level of the unit has the main entrance with tiled floor and area to store jackets, coats and boots. A queen bed with en-suite bathroom including a jetted... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed January 8, 2011
    We stayed here in December just before Christmas with our kids 4 and 11. We loved the place, it spacious and very comfortable. A few things to note, the pictures are very...
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    1 / 30
    5 of 5 stars (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
    • Washer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Parking
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This three-bedroom, three-bath condo comfortably sleeps ten people, including four bunk beds for the kids. The large porch looks out onto the chair lift and ski area, and you can even catch a glimpse of thrill-seekers as they barrel down the Alpine Slide. Granite countertops throughout the... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed March 24, 2016
    First off the Winter Park Lodging Company was outstanding. If you are going to rent you have to go through them. Their customer service is truly fantastic. The unit itself was...
    5 of 5 stars Reviewed February 10, 2014
    If you are looking for a wonderful family vacation where the "kids" can come and go as they please, where you can walk to the slopes (and see them from your rooms), where happy...
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    1 / 38
    5 of 5 stars (22) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Hot Tub
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    In this stunning, inviting and airy retreat you can find yourself completely at ease. The open floor plan and cathedral ceilings showcase magnificent high-end finishes throughout the home. The large wraparound porch houses a hot tub, a great place to soak and enjoy the view and sounds of Jane... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed July 1, 2016
    ABSOLUTELY WONDERFUL! Great location, outstanding amenities, loved waking up to hearing the running waterfall outside the condo! There were 40 of us that came to Winter Park...
    5 of 5 stars Reviewed July 26, 2012
    What a great vacation rental. After the beautiful 2 hour drive to Winter park from Denver, we couldn'thave been happier! This is a wonderful place! From the large gorgeous...
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    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Winter Park Place is one of the more popular properties in Old Town Winter Park because of its great location, just 1/2 mile from the base of the Winter Park Ski Area. The condominium complex is nestled alongside the Fraser River. Some units will overlook the Fraser River and others will have a... View all property information
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    Winter Park, Grand County
    1 / 33
    4.5 of 5 stars (23) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Modern industrial meets Colorado rustic. This stunningly decorated loft rests directly above the Village walk and is just steps away from dining, nightlife, and of course skiing and outdoor fun at Winter Park Resort. A sizeable balcony overlooks the pond, and solid wood and stone accents highlight... View all property information
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    Winter Park, Grand County
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Terrace
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    This Winter Park ski condo rental has 1,006 square foot unit is on the 3rd floor of the building and is a lovely 3 bedroom rental and in the upper corner of the building for additional privacy. The living room area is nicely decorated with upscale furnishings, wood fireplace, TV and private deck... View all property information
    Location Information
    Winter Park, Grand County
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    A wonderfully decorated and spacious unit with 2 bedrooms with loft and 3 bathroom, offering a total of 1, 344 square feet of living space. Located on the 6th floor of the building, this great family rental will sleep 8 persons in beds and has a great views of the main downtown area and mountain... View all property information
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    Winter Park, Grand County
    1 / 10
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Terrace
    • Private Outdoor...
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The open floor plan on the main level has the living room with comfortable mountain themed furnishings, flat screen TV, VCR, DVD, free in unit Wi-Fi access, wood burning fireplace and queen sofa sleeper. A total of 930 square feet of living space is in town home with the dining area being open to... View all property information
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    Winter Park, Grand County
    1 / 31
    5 of 5 stars (10) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Gorgeous wood floors, copperfinishings& plush bed linens you can get lost in, are just a few of the touches that will make this decadent loft an absolute oasis of relaxation & comfort during your next fun-filled ski vacation. Sit back on your spacious deck and watch world of The Village go by... View all property information
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    Winter Park, Grand County
    1 / 26
    4.5 of 5 stars (28) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Balcony
    • Satellite TV
    • Parking
    • Hot Tub
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Stay in Zephyr 1215 for an experience few will have this year: the luxury of skiing from your private back porch straight to the chair lift. Your patio, which has large chair for relaxing, also turns into an extension of the slopes when you easily coast right up to your back door at the end of the... View all property information
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    Winter Park, Grand County
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Tired of squeezing the family into a tiny ski-in, ski-out condo? This amazing, two-story loft could be just what you are looking for....and it's just a two minute stroll from the lifts! Enjoy three beautifully furnished bedrooms, three luxurious bathrooms, and a whole floor dedicated to gathering... View all property information
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    Winter Park, Grand County
    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
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    • DVD Player
    • Sauna
    • Central Heating
    • Shared Indoor Pool
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Hideaway is an updated, quiet 2 bedroom, 2 bathroom condo in an ideal location. Relax in front of the natural gas fire and create memories around a beautiful log table. The living area has lots of natural light and the tall pines help create that cozy mountain feel. Admire views of Winter Park... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed July 25, 2016
    I have stayed in Winter Park for years, and this was probably the best place so far! The condo was clean, very well furnished with nice, new furniture and appliances. The owner...
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    1 / 51
    4.5 of 5 stars (11) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Parking
    • Grill
    • DVD Player
    • Washer
    • Internet Access
    • Hot Tub
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    With a unique layout and high-end finishes, including granite countertops, expertly crafted woodwork, and two wet bars, this mountain escape is the epitome of relaxation. Tall windows with incredible mountain views, and beautiful decor give this place an air of luxury. This expansive space includes... View all property information
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    Winter Park, Grand County
    4 of 5 stars Reviewed March 25, 2015
    This house was very nice and spacious! It is three different levels, so be prepared to climb some stairs. The rooms are spaced apart that noise levels of kids weren't a problem...
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    1 / 10
    3.5 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This newly built, contemporary vacation rental property is located near The Village of Winter Park Resort, right at the base of the Winter Park mountain. This condo is in great proximity to the Zephyr Express and Discovery Park for your learn to ski winter vacation or the abundance of activities... View all property information
    Location Information
    Winter Park, Grand County
    3 of 5 stars Reviewed March 19, 2015
    This was the third year we stayed in this condo. We kept returning because we love Winter Park and the condo was great for the first two years - clean, good condition, responsible...
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    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    This Winter Park Colorado condo offers 899 square feet and is on the second floor and has a modern interior decor with 2 bedrooms and 2 full bathrooms. Please note that Building 19 does not permit smoking outside within 20 feet of the building or in the rental units and no pets are allowed. The... View all property information
    Location Information
    Winter Park, Grand County
    1 / 44
    5 of 5 stars (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 30 | Quick View
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    • Hot Tub
    • Washer
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful home has just been fully remodeled from top to bottom with customized touches, unique hand-made furnishings, and a floor plan tailored to accommodate large families and groups on their mountain getaway. The spoils begin before you even enter the home with a 2 car garage & ample... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed August 9, 2015
    We stayed with 13 of us, and enjoyed the many bedrooms and private bathrooms. The main kitchen, dining and living room were ideal for our meal times and evening gatherings. Great...
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    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Indoor Pool
    • Housekeeping...
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps... View all property information
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    Winter Park, Grand County
    1 / 18
    4 of 5 stars (9) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Braidwood Condominiums are a popular choice for those requiring in-town, comfortable accommodations at a very affordable price. The Main Street of downtown Winter Park is one block from the property so there is nothing that you cannot easily access from shopping, restaurants, winter activities... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed April 3, 2013
    Our stay in Winter Park was very enjoyable! The condo was unexpectedly nicer than we had imagined it would be.. Rustic and comfortable with all the amenities we could ever need...
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    1 / 34
    4.5 of 5 stars (34) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    • Internet Access
    • Satellite TV
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Imagine sharing a family breakfast in front of the kitchen fireplace while the snow falls outside. With high end finishes like hardwood and granite throughout the home, this and enchanting place for warm family memories. Another fireplace and flat screen in the living area make for a great place to... View all property information
    Location Information
    Winter Park, Grand County
    Winter Park Vacation Rentals

    Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park vacation rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.

    Railroad Starts Winter Park

    The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving vacation rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.

    Winter Fun

    Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving vacation rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For vacation DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.

    Summer Fun

    Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.

    More Winter Park Fun

    The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park vacation rental, before your next adventure.