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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 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 21
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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 / 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
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    • 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 / 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
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 21
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This warm and cozy house will offer you a perfect combination for small or large groups based on this perfect configuration. The family room will offer you the comfort you would expect in a mountain retreat with large vaulted ceilings, beautiful log finishes, a gas fireplace, a large 3D TV with... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed May 14, 2016
    The home was lovely, very spacious, beautiful bathrooms as part of the 2 master suites. Great, timely communications with the property manager Lacey.
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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
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    • 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 / 43
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
    • Mountain Views
    • DVD Player
    • Skiing: Property Is...
    • Patio
    • Hot Tub
    • Waterfront
    • Central Heating
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    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 / 8
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    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 / 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 / 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 / 75
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
    • Satellite TV
    • Housekeeping...
    • Shared Indoor Pool
    • Wi-Fi
    • Washer
    • Sauna
    • 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 1 bedroom/1 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County
    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
    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 / 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 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 / 26
    4.5 of 5 stars (27) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • DVD Player
    • Satellite TV
    • Balcony
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The fun and welcoming decor in this updated Zephyr condo pays homage to the snowy slopes outside, which can be skiing on in seconds! Enjoy lots of family friendly amenities including flat screen TVs, bunk beds and extra hot tub towels. If you want to make the most of the great outdoors you're in... View all property information
    Location Information
    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
    Location Information
    Winter Park, Grand County
    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 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...
    • Hot Tub
    • DVD Player
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
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    1 / 28
    4.5 of 5 stars (44) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    ↵This Founders Pointe studio features comfortable furniture and large king-size bed. Enjoy upscale finishes like Granite countertops in kitchen, with ceramic tile backsplash and flooring. You'll love the convenience of direct access to amenity deck (which features hot tubs, grills, outdoor fire... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed July 25, 2015
    Stayed 1 week and enjoyed the Mtns and location was perfect to the village ( Across the street.) Most dining was downtown Winter Park, 2 miles away (Not bad). Hall way was a...
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    1 / 21
    4 of 5 stars (21) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Balcony
    • Parking
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Convenience is King in this cozy and recently updated Zephyr condo. The first time you throw on your boots and take the thirty second stroll over to the chair lifts, you'll wonder why you ever stayed anywhere other than ski in/ski out. And when you're ready for some food, take your pick of... View all property information
    Location Information
    Winter Park, Grand County
    1 / 25
    5 of 5 stars (26) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Internet Access
    • Hot Tub
    • Grill
    • Balcony
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Modern, comfortable furniture and high-end finishes accent this sleek amenity-level condo. Watch the mountains as you soak in the oversized hot tub, just a few steps outside of your patio door. Relax in front of the fire while your clothes wash in the private laundry, or take a short walk to shops... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed April 20, 2013
    It was a wonderful surprise to have such a comfortable, roomy one bedroom place for our long Winter Park weekend. We had all the comforts of home, easy access to hot tub, and...
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    1 / 33
    4.5 of 5 stars (21) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Grill
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This peaceful corner unit condo overlooks the Village and ice skating pond- with a private 120-square foot balcony with outdoor furniture, perfect for people-watching. A perfect relaxation spot after an action-packed day, and you're only a short walk to restaurants and activities if you'd rather... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed October 22, 2012
    Very comfortable two bedroom condo that slept our family of seven comfortably. Patio had a great view of slopes and village. Garage parking a plus in the winter. Hot tub outside...
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    1 / 21
    4.5 of 5 stars (35) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Grill
    • Balcony
    • Internet Access
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    ↵This charming studio has everything you need to regroup after a full day. A complete kitchenette for dinner at home, a gas fireplace, and a private ski locker make for an amazingly convenient getaway. Enjoy access to the amenity deck with oversized hot tub, outdoor fireplace, and barbecues- all... View all property information
    Location Information
    Winter Park, Grand County
    1 / 32
    4 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Washer
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Modern with a nod to the rustic appeal of Colorado, this spacious penthouse condo at Zephyr Riverside is a relaxing retreat. Vaulted ceilings and a skylight provide lots of natural light while you prepare home cooked meals in the full kitchen, or or relax on plush, comfortable furniture. This space... View all property information
    Location Information
    Winter Park, Grand County
    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
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    • 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 / 29
    4.5 of 5 stars (26) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Balcony
    • Satellite TV
    • Terrace
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This new one bedroom condo is convenience and comfort at its very best. With beautiful modern art and exquisite textiles, vaulted ceilings and impressive furniture, you will feel pampered in this elegant 6th-floor condo. Just a short walk to the happenings of the resort, you can be skiing or dining... View all property information
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    Winter Park, Grand County
    1 / 25
    4.5 of 5 stars (28) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Hot Tub
    • Parking
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Eager to hit the slopes? You'll be able to don your boots & hop on the lift in minutes from this comfortable one-bedroom condo with slope and Village views from a private balcony. Tasteful décor, a full kitchen & incredibly easy access to the shops & restaurants of the Village at Winter Park... View all property information
    Location Information
    Winter Park, Grand County
    1 / 27
    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Hot Tub
    • Balcony
    • Washer
    • Mountain Views
    • Satellite TV
    • Private Outdoor...
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Situated in heart of Winter Park and yet snuggled into a quiet neighborhood, this newly built condo offers you a peaceful retreat without sacrificing location. This beautifully modeled home from home features hardwood floors throughout hallways, kitchen and living areas, vaulted ceilings & granite... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed August 8, 2016
    All our needs were met at this facility. Like a home away from home. Would highly recommend this condo.
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    1 / 35
    4.5 of 5 stars (51) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Parking
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This bright & airy, ski-in/ski-out condo boasts vaulted ceilings, bedroom skylights and an extra-spacious floor plan, thanks to being 300 square feet LARGER than a standard Zephyr one-bedroom. Take advantage of the newly remodeled kitchen & tasteful mountain furnishings and décor with a quiet night... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed January 5, 2014
    lovely stay but the shower was a let it down a little, we had to ring the number to find out where to collect the keys it would have been helpful to have the details on the...
    5 of 5 stars Reviewed February 21, 2012
    This is a great unit. It's so close to the slopes and in the heart of all the activity in the Winter Park Resort village. We stayed here for four nights with our teenage daughters...
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    1 / 25
    4.5 of 5 stars (37) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • DVD Player
    • Satellite TV
    • Balcony
    • Terrace
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    With light, modern decor and a polished and stylish aesthetic, this is a fabulous place for a family (and the dog!) to enjoy a relaxing mountain getaway. A two-minute walk to and from the lifts allows for a quick trip home after a full day of fun, and you're just moments away from the exquisite... View all property information
    Location Information
    Winter Park, Grand County
    1 / 25
    4.5 of 5 stars (19) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Newly built and fully-equipped, this one-bedroom has a full kitchen, great for popping up for a quick lunch between ski runs. You'll enjoy quick access to the high-speed lifts, as well as the shops and restaurants in the Village. Experience life in the center of all the action, but with a quiet and... 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
    other travelers have booked this property
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    Amenities & Details
    • 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 / 23
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This condo's carefully measured mix of comfort & convenience provides the perfect recipe for your home away from home. Kick back, relax and enjoy the spacious feel of this beautifully furnished & recently remodeled condo in Downtown Winter Park. Amenities: * Beautiful Remodel * Private Washer and... View all property information
    Location Information
    Winter Park, Grand County
    1 / 28
    4.5 of 5 stars (15) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ↵This is one of those vacation destinations that will keep you coming back. With incredible views from your private balcony, to an expansive open layout and enough seating for large families to spread out, this is a comfortable and thoughtfully-decorated mountain getaway. With modern, high-end... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed September 3, 2015
    When we walked into this property we all said "WOW"! Every floor had it's own wow factor. The entryway is big enough for 6 adults and two children to walk into (that's what we...
    5 of 5 stars Reviewed November 3, 2014
    I live in Colorado and had never been to Winter Park Resort. The condo was in a great part of town. We stayed during Super bowl weekend. We had a very comfortable and luxurious...
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    1 / 25
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Walkstraight from the hot tub to your room in this amenity-level condo, perfect for couples or small families. This is a spectacular place to curl up in front of the fireplace, or cook a meal in the full kitchenette. Or, if getting out and about sounds enticing, take a short walk to the shops and... View all property information
    Location Information
    Winter Park, Grand County
    1 / 12
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Hot Tub
    • Porch
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury townhome walking distance to downtown Winter Park! The free shuttle is steps from the front door making this home perfect for a ski vacation or a summer retreat. A beautifully maintained home with a two car garage, open floor plan for living, dining, and kitchen area. Three master suites... View all property information
    Location Information
    Winter Park, Grand County
    1 / 17
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Parking
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This perfectly positioned Zephyr condo is a spectacular place to sit back and watch the skiers fly by, or throw on your boots, step out the front door and jump into the action for yourself! This space features a fully-appointed kitchen, or you're just steps away from dining in the Village. Let's... View all property information
    Location Information
    Winter Park, Grand County
    1 / 31
    4.5 of 5 stars (24) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool...
    • Balcony
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    A great family friendly condo, quietly situated by the Fraser River, yet only a 100 yard walk to the restaurants & shops of Main Street. Fully remodeled this Fall, this fabulous condo feels like a brand new home with all new kitchen, bathrooms, flooring, furniture & bedding - wow! Adults will love... View all property information
    Location Information
    Winter Park, Grand County
    1 / 25
    4.5 of 5 stars (34) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • Terrace
    • Grill
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This bright condo is right in the mix, a short walk to the lifts and the Village at Winter Park Resort. Relax by the fire while watching skiers fly down the mountain, or kick back with a book on exquisite living room furniture. Bonus tip: the balcony overlooks the amenity deck, so use the advantage... View all property information
    Location Information
    Winter Park, Grand County
    1 / 25
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Private Outdoor...
    • Washer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    ↵This newly-constructed, spacious one-bedroom condo is the perfect spot for friends and families looking to stay in central downtown Winter Park. At Trailhead Lodges, you'll be a very short walking distance to the park (free kids sledding, skate park and concert venue), a winter bus shuttle stop,... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed June 9, 2016
    This condo is bigger in person than on the pics. Super clean, every piece of kitchen equipment you need to make a family meal, cupboards full of plates, glasses, utensils. More...
    5 of 5 stars Reviewed November 29, 2014
    Staying in this unit was just the beginning of our fantastic vacation. It is right in the middle of Winter Park, walking distance to fabulous restaurants, right across the street...
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    1 / 19
    4.5 of 5 stars (14) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This second floor remodeled condo has the best of both worlds, all the amenities of home and a prime location. You're on the same floor as the hot tubs, ski locker room, and door to Zephyr lift, and new Winter Park Village. You'll have beautiful views of the Continental Divide and surrounding... View all property information
    Location Information
    Winter Park, Grand County
    1 / 40
    4.5 of 5 stars (9) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Grill
    • Hot Tub
    • Washer
    • Internet Access
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Nestled in the heart of Base Camp, this luxury townhome exudes relaxation and high-end touches. Earlybirds can enjoy the sunrise over the forest from the east-facing deck, or the kitchen-adjacent opposite deck offers a soothing place to enjoy a soak in the hot tub. Multiple fireplaces throughout... View all property information
    Location Information
    Winter Park, Grand County
    1 / 18
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • 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
    Location Information
    Winter Park, Grand County
    1 / 31
    4.5 of 5 stars (11) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Balcony
    • Hot Tub
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Take a stroll to the Winter Park Village and enjoy a delicious restaurant, or cook in your fully-equipped kitchen. This studio is the ultimate combination of convenience and tranquility. Great views and a beautifully decorated space make for a charming retreat, though the resort and all of its... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed August 7, 2012
    We booked a short stay at Founder's pointe. We had never been to Winter PArk, but enjoyed the town and ski complex. Our condo was very clean and comfortable. We over looked a...
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    1 / 51
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Hot Tub
    • Terrace
    • Satellite TV
    • Grill
    • Balcony
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    ↵This airy and open two-bedroom condo, with its vaulted ceilings and ample natural light, is an idyllic location with one of the greatest views in the building. Revel in the direct slope views, or take a short walk and join in on the fun! This is a sublime penthouse in Fraser Crossing, with... View all property information
    Location Information
    Winter Park, Grand County
    1 / 26
    4.5 of 5 stars (7) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This oversized studio walks right out to the amenity deck at Founders Pointe. Convenient location, and polished, warm décor make this a homey spot to relax after a day on the slopes. You can walk right back into your condo from the huge hot tub! This space sleeps up to four people, perfect for... View all property information
    Location Information
    Winter Park, Grand County
    1 / 30
    5 of 5 stars (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • 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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    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.