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Vacation Rentals and Cabins in Winter Park, CO

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    Travelers to Winter Park are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 13
    4.5 of 5 bubbles (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 19
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    1 / 43
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    1 / 22
    5 of 5 bubbles (81) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Mountain Views
    • DVD Player
    • Balcony
    • Terrace
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Rent this remodeled two-bedroom two-bath condo on the upper west side of the Town of Winter Park for just $159 Fri/Sat night or $119/night other nights during the ski season (it's a bit more during Spring Break and a lot less before Dec. 10th)! Minimum of 3 nights & significant discount for stays... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed February 8, 2017
    Took my kids to Winter Park for a weekend getaway in order to enjoy the mtns, play in the snow, and connect with my family--and this place was perfect. The condo was in a...
    5 of 5 bubbles Reviewed January 14, 2017
    We stayed for four nights in this very nice flat (two grown ups, two juniors), and we loved it. A very comfortable place to chillax after skiing, and very well equipped! Want to...
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    1 / 23
    5 of 5 bubbles (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
    Suitability
    • 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 80482
    5 of 5 bubbles 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 / 22
    5 of 5 bubbles (3) 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
    Suitability
    • 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, this home has been extensively remodeled just in time for your ski vacation! Improvements include: •... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed January 24, 2017
    The condo was great. Within walking distance to town. The owners were very responsive to our questions. I would highly recommend you stay at this condo. I will be booking it again!
    5 of 5 bubbles Reviewed September 9, 2016
    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...
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    1 / 20
    4 of 5 bubbles (2) Very good
    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 80482
    3 of 5 bubbles Reviewed February 17, 2017
    This condo was very convenient to downtown and Winter Park Resort. If you don't have a car, the ski shuttle picks up a few steps from the doorstep as this condo is located in a...
    5 of 5 bubbles Reviewed September 15, 2016
    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 / 17
    4.5 of 5 bubbles (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 80482
    4 of 5 bubbles Reviewed September 21, 2016
    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 bubbles 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 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • 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 80482
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
    • Mountain Views
    • Housekeeping...
    • Shared Indoor Pool
    • Wi-Fi
    • Satellite TV
    • Sauna
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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 80482
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    1 / 18
    5 of 5 bubbles (2) 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 80482
    5 of 5 bubbles Reviewed February 11, 2017
    We have stayed at Beaver Village Condominiums three times now, and our family loves it. It's a great location being so close to the slopes. This unit has been the nicest one...
    5 of 5 bubbles 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 / 18
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • 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 80482
    5 of 5 bubbles Reviewed September 4, 2016
    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 bubbles 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 / 34
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. This unit provides a gas fireplace, full kitchen and a private balcony. The master bedroom offers a queen bed and a full bath with separate vanity area. The additional bedroom has 2 twin beds. There is a... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 bubbles Reviewed November 10, 2016
    Parking, pool, bedrooms and living area were all good. The bathrooms did not have grab bars, but otherwise all was good.
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    1 / 26
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • Sauna
    • Satellite TV
    • Housekeeping...
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 5 days ago
    The rental property was excellent, as well as the customer service. They made it easy for us to find the property. It was well stocked with all the amenities we needed to make...
    5 of 5 bubbles Reviewed 1 week ago
    I wanted a condo near the lift. A short walk across the parking lot and you are at the lift. Great hot tub at the complex. Everything (appliances, dishes, furniture, etc...
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    1 / 23
    3.5 of 5 bubbles (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • 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 80482
    3 of 5 bubbles 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 / 17
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Indoor Pool
    • Wi-Fi
    • DVD Player
    • Washer
    • Hot Tub
    • Grill
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We understand that you go to the mountains to feel like you're truly in the mountains - the fresh smell of pine trees from your own private balcony, the exhilarating trails a couple blocks away in Arapahoe National Forest and the convenient free ski shuttle that stops at the end of the driveway.... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 bubbles Reviewed February 23, 2015
    Oh my, very refreshing to stay somewhere as peaceful and quiet as this. We stayed four nights, and had neighbors on both sides of us for two of those nights and never heard them...
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    1 / 10
    4.5 of 5 bubbles (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
    Location Information
    Winter Park, Grand County 80482
    1 / 30
    4 of 5 bubbles (10) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Mountain Views
    • Patio
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This fully equipped log cabin in the town of Winter Park sleeps 6 and is right on the shuttle route. (Shuttle stops at end of driveway.) It offers a cozy cabin feel yet is spacious and super comfortable. Two bedrooms - one with queen bed the other with a double plus bunk bed. Gas fireplace, WiFi,... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 bubbles Reviewed November 11, 2016
    Cabin was nice, perfect for two, we had a minor issue with the shower door but is was corrected the same day. The only thing that bothered me was having to walk down the stairs...
    4 of 5 bubbles Reviewed July 20, 2016
    My family and I stayed at Bear Claw Cabin and had a great time! The deck out back was my favorite as it was perfect for an afternoon reading in the sun. The teenagers loved the...
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    1 / 25
    3.5 of 5 bubbles (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Internet Access
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado- just steps from the Winter Park Resort. In the master bedroom there is a queen bed, private bathroom and a wood burning fireplace. Off of the master bedroom there is a private deck with a spiral staircase that... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The luxury and comfort of this upscale property is shown in the rooms which are equipped with the latest appliances and electronics. A tri-level floor plan, all units are non-smoking, have 2 decks, private outdoor hot tubs, heated garages, gas fireplaces and washers/dryers. A 3 bedroom 4 bathrooms... View all property information
    Location Information
    Winter Park, Grand County 80482
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    1 / 28
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Satellite TV
    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This 3 bedroom, 3.5 Bathroom condo is located at Red Quill Village in the heart of downtown Winter Park. Gather with friends and family in the large living and dining area or take the party outside to your very own private hot tub! There are two bedrooms with queen beds and a third bedroom with two... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 10
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
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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 80482
    1 / 23
    4 of 5 bubbles (1) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 29
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 38
    5 of 5 bubbles (3) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    • Washer
    • Central Heating
    • DVD Player
    • Skiing: Property Is...
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our 6,000 sq foot mountain home, located on a high point just above Fraser, boasts the most spectacular distance views in the Winter Park area! Through three walls of windows you'll see Beyer's Peak, the slopes of Winter Park, the Devil's Thumb, and the Indian Peaks all around while you look down... View all property information
    Location Information
    Winter Park, Grand County 80442
    5 of 5 bubbles Reviewed July 14, 2014
    We stayed at Oso's Overlook for our wedding weekend in June. The views are absolutely breathtaking, and the house is immaculate. Our guests walked in and were blown away with the...
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    1 / 40
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, twin sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 28
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Satellite TV
    • Hot Tub
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Tucked away at the bottom of the Mary Jane slopes, Base Camp is for those looking for convenience and total comfort. Boasting three floors, over 3400 square feet of high end furnishings, and a brand new private hot tub overlooking the creek, you won't want to leave! You can also bring your favorite... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed November 9, 2016
    This rental is absolutely beautiful! The pictures do not do it justice. Plenty of space for everyone. The managing company was an absolute joy to work with and very accommodating...
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    1 / 24
    5 of 5 bubbles (24) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Internet Access
    • Washer
    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    On-the-park at Trailhead Lodges is the most in-demand location in downtown Winter Park, and you will understand why as soon as you cross the threshold of this gorgeous townhome.   Sumptuously decorated in upscale Southwestern decor, this well equipped townhome is the perfect retreat after a long... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed March 25, 2016
    My wife and teen daughter and I spent a long weekend at this property. Everything that was needed was there and all in great condition. Clean, comfortable and definitely a place...
    5 of 5 bubbles Reviewed December 11, 2014
    Winter Park Lodging is absolutely the greatest! They are ridiculously accommodating and I would absolutely book with them again!
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    1 / 26
    4.5 of 5 bubbles (2) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • 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
    4 of 5 bubbles Reviewed November 9, 2016
    Resonably priced, clean unit, walking distance to downtown and close to the mountain, we would stay here again!
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    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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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 / 31
    5 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
    • Grill
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    This spacious home easily accommodates several families with plenty of private sleeping room, and large, relaxing gathering areas.This space features a private hot tub, deluxe comfortable furniture, and a spacious great room with fireplace and large flat screen TV for gathering after a fun filled... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Luxurious bedding in the master bedroom and second bedroom give the feeling of being in a deluxe and modern hotel. But this two bedroom two bathroom Winter Park condo is much more than a hotel but a home away from home!. Renters will enjoy this completely remodeled condo rated "E" which is... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 21
    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
    This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen complete with cookware, dining room for eating and large living space with fireplace. Master bedroom features a queen bed. May rent as a two bedroom for additional space. The kitchen has been newly... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Hot Tub
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Hi Country Haus Building 05 unit 09 is a comfy one bedroom, one bathroom condominium rental, that is perfect for your mountain vacation. The unit can sleep up to four people. The bedroom has a king bed and a queen sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) is provided in the living area.... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 9
    3.5 of 5 bubbles (3) Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    A third floor condo rental offers two interior levels and 548 square feet of living space. The rental has a no pet policy and the Vista building does not permit smoking outside within 15 feet of the building. The main living area has a wood burning fireplace, flat screen TV with VCR, access to a... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 27
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bedroom has a queen bed with a steam shower in the bathroom. The upper level bedroom has 2 twin beds and the lower level room has a queen bed. The main level has cathedral ceilings with spectacular... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 24
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A great spot for families and groups who want comfort and convenience!  Trailhead Lodges is one of the newest neighborhoods in the heart of Downtown Winter Park with higher end amenities and easy access to everything you need for your Rocky Mountain getaway.  This condo sits on the top level, and... View all property information
    Location Information
    Winter Park, Grand County 80842
    1 / 26
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • DVD Player
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Located above downtown Winter Park, the Bear Crossing Townhome has everything you want for an unforgettable mountain getaway. Boasting two master suites with private fireplaces and rare, unobstructed views of the divide, this townhome is perfect for families or groups wanting to be together with... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 13
    3.5 of 5 bubbles (2) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Located two blocks off of the Main Street of downtown Winter Park, King's Crossing Solar Town Homes are a unique 3 bedroom lodging choice. The units are a spacious 1,400 square feet on two levels. All 3-bedroom 3-bathroom units are non-smoking and are warmly decorated. The entry of the town home... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 13
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 bedroom vacation condo, just steps from the Winter Park ski area. This condo provides a gas fireplace, extra large kitchen, wet bar, washer and dryer (in the unit), and a private patio. Master bedroom offers a queen sized bed and full bathroom. Additional bedroom has 2 captain bunks and it's own... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed November 9, 2016
    Great facilities. It happened to be a rainy weekend but a drive over to Estes Park put us in sunshine. We WILL do it again, likely for a longer period.
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    1 / 34
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Satellite TV
    • Grill
    • Hot Tub
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views one quarter mile from the Winter Park ski area. Dreamcatcher sleeps 11. This 5 bedroom, 5 bathroom home includes 3 master suites; 2 with king beds, and 1 with a queen bed. One bedroom has 1 double... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 24
    3.5 of 5 bubbles (3) Average
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 miles from downtown Winter Park, Colorado! For a group of friends or for the perfect family getaway this residence sleeps up to 14 people. This property is pet friendly and has a spacious outside pen... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed July 3, 2016
    We all loved our stay at the Chalet! The picture depicting the front doesn't really do it justice. It is very ample inside with comfortable furniture, cute decor and ample...
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    1 / 16
    2 of 5 bubbles (2) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This 2 story vacation rental town home is located in Hideaway Village, above downtown Winter Park, Colorado. This town home is adjacent to the Fraser River and surrounded by a pine forest. The home has two bedrooms, 1.5 bathrooms- and can sleep up to four. The lower level consists of the living... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 26
    5 of 5 bubbles (1) Excellent
    9 Bedrooms, 6 Bathrooms, Sleeps 36 | Quick View
    other traveler has booked this property
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    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is...
    • Satellite TV
    • Sauna
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Emberwood Lodge is an ultra luxe 7,000 square foot cabin offering accommodations to those that expect the absolute finest in amenities. Emberwood is among the largest private rentals in Winter Park, offering comfortable capacity for up to 36 guests in beds. Luxuriously furnished all new in 2017... View all property information
    Location Information
    Winter Park, Grand County 80442
    5 of 5 bubbles Reviewed February 14, 2017
    We stayed here for our annual company ski trip and it was perfect! Plenty of space for everyone. The main dinning/living room area is gorgeous and very relaxing. The bunk rooms...
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    1 / 26
    5 of 5 bubbles (26) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • 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 80482
    5 of 5 bubbles 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 / 31
    4 of 5 bubbles (2) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, and a futon, - sleeping 3 total. The unit also has a full bath with separate vanity area. In... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 bubbles Reviewed November 10, 2016
    Kinda strange place. No front desk attendant, so be on your toes with self guided instructions. This may be different during winter (peak season). I might try to stay at a regular...
    4 of 5 bubbles Reviewed April 8, 2016
    As far as a true ski in/ski out, Iron Horse can't be beat. With access located right off the Corridor run, it's easy to take a mid-day break for lunch or a soak in the roomy...
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    1 / 26
    3.5 of 5 bubbles (2) Average
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 31
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze, in downtown Winter Park, Colorado. There is a queen bed in the master bedroom and 2 twins in the second bedroom. There is also a queen sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) in the living area. There is a sauna in the... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 22
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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 80482
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • 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
    Winter Park Flight and Weather Info
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    Additional Winter Park Info

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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.