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Vacation Rentals and Cabins in Winter Park, CO

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    Travelers to Winter Park are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 28
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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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
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    • Hot Tub
    • Grill
    • Satellite TV
    • Patio
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    • Pet-friendly
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    • x
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    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 / 13
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Skiing: Property Is...
    • DVD Player
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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 80482
    5 of 5 bubbles 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 bubbles 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 / 43
    5 of 5 bubbles (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
    • ?
    • 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 80482
    5 of 5 bubbles 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 / 20
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Sauna
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our bright remodeled 2nd floor end unit at Beaver Village located in the town of Winter Park, Colorado. Beaver Village Condominiums are a perfect in town location, surrounded by acres of tree studded hills and features decks for nature viewing and relaxation. Beaver Village is ideally... View all property information
    Location Information
    Winter Park, Grand County 80482
    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 / 8
    5 of 5 bubbles (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 80482
    5 of 5 bubbles 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
    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
    • x
    • 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 80482
    1 / 22
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Skiing: Property Is...
    • Shared Indoor Pool
    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 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...
    5 of 5 bubbles Reviewed January 9, 2016
    I travel a lot. I have never been in a lodging which took better care of the guests. A bottle of bubbly to greet us, along with music and a lit fire. Slippers! and for a ski...
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    1 / 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 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Housekeeping...
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Washer
    • Hot Tub
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 21
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 80442
    4 of 5 bubbles 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 / 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 80482
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Indoor Pool
    • Housekeeping...
    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Satellite TV
    • Housekeeping...
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 25
    5 of 5 bubbles (28) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping...
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed July 8, 2015
    Stayed with some friends over a long weekend, and had a great time. Perfect location for activities in the summer (Grand Lake, Lake Granby) but also for hikes and resort mountain...
    5 of 5 bubbles Reviewed July 6, 2015
    Our family, including 3 kids between 5 and 10, traveled to Winter Park resort for a week of summer hiking in the mountains. This was a good location with several nearby trails...
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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 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Central Heating
    • Washer
    • Mountain Views
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Family friendly 2 bedroom, 2 bathroom condo that can sleep up to 10. Next to downtown Winter Park. Just a 4 minute drive or shuttle to Winter Park Ski resort. Close to restaurants, shopping and other amenities. First floor corner unit with a nice balcony off the back. Very nice views. Full... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 30
    4.5 of 5 bubbles (9) 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 3 weeks ago
    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 / 7
    4 of 5 bubbles (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 80482
    4 of 5 bubbles 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 bubbles 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 / 34
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • 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 3 weeks ago
    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 / 10
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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 / 26
    5 of 5 bubbles (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 80482
    5 of 5 bubbles 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 bubbles 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 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a desirable end unit on the top floor which features vaulted ceilings and extra windows for lots of light... View all property information
    Location Information
    Winter Park, Grand County 80482
    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 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • 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 / 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 / 33
    4.5 of 5 bubbles (23) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Modern industrial meets Colorado rustic. This stunningly decorated loft rests directly above the Village walk and is just steps away from dining, nightlife, and of course skiing and outdoor fun at Winter Park Resort. A sizeable balcony overlooks the pond, and solid wood and stone accents highlight... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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 80482
    1 / 24
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This ski Winter Park condo rental is an end corner unit is on the ground floor offering 1, 060 square feet of living space and many extras that other units do not have. This is a no pets allowed and non-smoking unit. The main living room has upscale, modern furnishings, wood fireplace, flat screen... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 18
    4 of 5 bubbles (9) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Terrace
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Braidwood Condominiums are a popular choice for those requiring in-town, comfortable accommodations at a very affordable price. The Main Street of downtown Winter Park is one block from the property so there is nothing that you cannot easily access from shopping, restaurants, winter activities... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed April 3, 2013
    Our stay in Winter Park was very enjoyable! The condo was unexpectedly nicer than we had imagined it would be.. Rustic and comfortable with all the amenities we could ever need...
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    4 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
    • Hot Tub
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    • Washer
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    • Central Heating
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spectacular, newly remodeled, ultra-luxe property is just under 4,000 square feet and is one of the nicest properties in Winter Park - it's a light, bright, warm and cozy "mountain modern" home with three master suites plus a fun 6-person bunk room and even an additional pullout bed! The... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 19
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
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    • Washer
    • Hot Tub
    • Mountain Views
    • Central Heating
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    • Skiing: Property Is...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    With a 2 block walk into the town of Winter Park and backing onto an open meadow, this private mountain home offers wilderness views and proximity to restaurants, shops, and bars in town. Just a few blocks from summer festivities in the park. 1 block from the ski shuttle route in the winter... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed 5 days ago
    House was great! Hot tub was awesome. Located a block off main street and Cooper Square. House had every amenity we could have needed down to a fully stocked spice cabinet and...
    5 of 5 bubbles Reviewed March 18, 2015
    We stayed at this property in March 2015 and everyone was very happy with the property. Amenities were great, hot tub was sizzling, and location to town and the mountain were...
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    1 / 25
    5 of 5 bubbles (23) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    On-the-parkat 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 day... 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 / 28
    5 of 5 bubbles (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
    Suitability
    • 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 80482
    5 of 5 bubbles 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 / 31
    4.5 of 5 bubbles (15) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • 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 80482
    5 of 5 bubbles 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 bubbles 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 / 34
    4.5 of 5 bubbles (34) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    • Internet Access
    • Satellite TV
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Imagine sharing a family breakfast in front of the kitchen fireplace while the snow falls outside. With high end finishes like hardwood and granite throughout the home, this and enchanting place for warm family memories. Another fireplace and flat screen in the living area make for a great place to... View all property information
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    Winter Park, Grand County 80482
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Housekeeping...
    • Central Heating
    • Mountain Views
    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 80482
    1 / 43
    4.5 of 5 bubbles (21) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    An exquisite place to host large family getaways, this ski-in/ski-out property is the only 4-bedroom condo right at the Winter Park base. The space features two distinctive and comfortable living areas with plenty of room to spread out. This exclusive property is located right in the heart of... View all property information
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    Winter Park, Grand County 80482
    1 / 30
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
    • Internet Access
    • Hot Tub
    • Balcony
    • Grill
    • Washer
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    At the end of a busy day, you'll love sitting in the bubbly private hot tub and soaking in the beautiful views of the mountains and the ski slopes, which are also enjoyed inside from the comfort of the living room and bedrooms. Put on the fire and sit back with a juicy book or put on a movie on the... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed September 7, 2015
    We were looking for a comfortable place for great sleep and hot tubbing after long days of hiking, and this was a perfect choice. From initial contact regarding availability...
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    1 / 22
    6 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    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 80442
    1 / 22
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Guests relaxing in this downtown rental will enjoy the recent interior renovations and access to a private deck with views of the surrounding forest and river. The ground floor entry to the main living room showcases the Colorado themed furnishings, TV with VCR and DVD, wood burning fireplace and... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 32
    5 of 5 bubbles (10) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Grill
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located above downtown Winter Park, the Bear Crossing Townhome has breathtaking views of the Rocky Mountains. You will never want to leave the incredible comfort that this townhome has to offer: brand new private hot tub on the back deck, two decks in front with stunning views of the Resort and... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 31
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
    • Washer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Parking
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    This three-bedroom, three-bath condo comfortably sleeps ten people, including four bunk beds for the kids. The large porch looks out onto the chair lift and ski area, and you can even catch a glimpse of thrill-seekers as they barrel down the Alpine Slide. Granite countertops throughout the... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles 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 bubbles Reviewed February 10, 2014
    If you are looking for a wonderful family vacation where the "kids" can come and go as they please, where you can walk to the slopes (and see them from your rooms), where happy...
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    1 / 11
    4.5 of 5 bubbles (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    An updated 2 bedroom town home has a spacious 880 square feet on two interior levels and is a non smoking and no pets allowed rental. The main living room offers an open floor plan that has an additional sleeping spot with a queen sofa sleeper. Comfortable furnishings with a mountain theme and... View all property information
    Location Information
    Winter Park, Grand County 80482
    4 of 5 bubbles Reviewed April 8, 2015
    I have stayed at Hideaway Village three times over the last two ski seasons, two individual weeks for vacation and one long weekend. It is an excellent value cost-wise. Some pros...
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    1 / 10
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Patio
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our luxury townhome is located in the exclusive community of Lakota, in the Antlers sub-division, directly across from Winter Park Ski Resort. The views are priceless and are among the finest in Winter Park. This fabulous town home offers everything you need for a perfect mountain... View all property information
    Location Information
    Winter Park, Grand County 80482
    5 of 5 bubbles Reviewed January 1, 2015
    My husband and I stayed here over Christmas with some friends of ours. This town home was PERFECT! The owners were very pleasant to work with and their directions on checking in...
    5 of 5 bubbles Reviewed December 4, 2014
    This 3 bedroom 2.5 bath unit is in great shape, clean, well stocked and managed. The location was perfect for skiing as it is a 3 minute drive to the Winter Park resort base. Town...
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    1 / 26
    5 of 5 bubbles (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 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 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Washer
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    • Internet Access
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful log cabin nestled in the woods with dramatic views of Continental Divide (four-wheel drive a must in the winter). Private deck with large hot tub and gas grill. You'll marvel at the warmth your family/group feels around the river stone fireplace. Fourteen people can crowd around the... View all property information
    Location Information
    Winter Park, Grand County 80442
    1 / 52
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • 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 80482
    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.