We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals and Cabins in Winter Park, CO

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $156 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 21
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 21
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 in Fall, 2015, this home is being extensively remodeled just in time for your ski vacation!... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 2 weeks ago
    We went up for a three day mini vacation. It was so nice that we will be going back soon. The hot tub and pool were wonderful and very clean. The condo was outstanding. Every...
    5 of 5 stars Reviewed January 9, 2016
    I travel a lot. I have never been in a lodging which took better care of the guests. A bottle of bubbly to greet us, along with music and a lit fire. Slippers! and for a ski...
    See all reviews
    1 / 13
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    5 of 5 stars Reviewed June 28, 2016
    The perfect escape or ski lodge for those looking to get away! This second-floor unit is slope side, with mountain access literally steps from the door for skiing or summer...
    5 of 5 stars Reviewed June 12, 2016
    My husband and I had a fabulous time!! Winter Park is a quick hour and half drive from Denver with beautiful scenic views on the way up. The condo was perfect size for the two of...
    See all reviews
    1 / 8
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to our 4 Bedroom Home in Winter Park, Colorado! We only need three words to describe our fabulous mountain lodge getaway… LOCATION! LOCATION! LOCATION! You’ve just found the perfect place to escape to in Winter Park. Aside from the beauty of the mountains and the unbelievable skiing,... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed February 14, 2012
    What a wonderful Christmas trip. We spent 5 days at this wonderful place, me, my husband, our four daugthers, their husbands and 2 grandchildren. There was plenty of space for...
    See all reviews
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our bright remodeled 2nd floor end unit at Beaver Village located in the town of Winter Park, Colorado. Beaver Village Condominiums are a perfect in town location, surrounded by acres of tree studded hills and features decks for nature viewing and relaxation. Beaver Village is ideally... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 1 week ago
    The Coffman's condominium was absolutely beautiful and plush. It was a beautiful and relaxing place to get away from the big city. The condominiums appear newly remodeled and...
    See all reviews
    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    5 of 5 stars Reviewed July 11, 2016
    The condo is beautiful, spacious, and relaxing. The pictures look great but it is still so much better in person. Kitchen and bathrooms are fresh, and functional. The shower and...
    See all reviews
    1 / 75
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Housekeeping...
    • Shared Indoor Pool
    • Wi-Fi
    • Washer
    • Sauna
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 1 bedroom/1 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County
    1 / 43
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Mountain Views
    • DVD Player
    • Skiing: Property Is...
    • Patio
    • Hot Tub
    • Waterfront
    • Central Heating
    Suitability
    • 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
    5 of 5 stars Reviewed October 5, 2015
    The condo was lovely and very comfortable. We enjoyed listening to the river flowing over the rocks sitting on the patio. The fresh cut flowers that greeted us on our arrive was a...
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 17
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Washer
    • Central Heating
    • Shared Indoor Pool
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2 bedroom, 1.25 bathroom, quiet, top floor end unit. Great for families looking for affordability and easy access to amenities. Front-loading washer and dryer in unit. Next to clubhouse with pool, hot tubs and a rec center. Sledding hill, playground, restaurants and bakery all within walking... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed 1 week ago
    We enjoyed our weekend in Winter Park w/ our 5 & 2 year old girls. The place is well furnished and comfortable, and our girls loved the brand new adjacent rec center with the...
    5 of 5 stars Reviewed August 9, 2015
    Plenty of room for just the two of us, and could easily accommodate a family, well laid out with an extra lavatory in the second bedroom closet. Very clean, and comfortable...
    See all reviews
    1 / 22
    6 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Suitability
    • 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
    1 / 14
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Parking
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sitting atop Forest Trail, this charming, authentic cabin exudes warmth and character from the moment you enter. Mimis Cabin is on the free shuttle route where the buses literally stop outside the front door providing transportation to the Ski Area, 3 miles away or you can take the bus the 2/3 mile... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed 3 weeks ago
    Great cabin, beautiful view, great little town. Loved it. Beautiful inside the cabin as well! Rooms were up to date, well cleaned, good lay out. We slept 9 comfortably.
    5 of 5 stars Reviewed January 16, 2016
    This place offered a great amount of space for our 5 teenagers, four adults to spend time together as well as have our own areas to have some privacy. Beautiful surroundings to...
    See all reviews
    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill... View all property information
    Location Information
    Winter Park, Grand County
    1 / 7
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • 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
    4 of 5 stars Reviewed January 4, 2016
    What a wonderful little cabin! Truly a block from the center of town. Everything we needed was in the cabin, really perfect for the two of us. We only had two problems staying...
    5 of 5 stars Reviewed December 28, 2015
    Just what you need for a weekend of skiing and exploring the town. Right on the shuttle route with access to all the town has to offer, this is the place to get. Cozy and...
    See all reviews
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • 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
    1 / 7
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Parking
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    A corner unit with 589 square feet of living space on the second floor of the building has been designated as non smoking and has a no pet policy. Please also note that the Vista building prohibits outside smoking within 15 feet of the building. This modernly decorated unit has new carpet,... View all property information
    Location Information
    Winter Park, Grand County
    1 / 18
    4 of 5 stars (9) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Parking
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Braidwood Condominiums are a popular choice for those requiring in-town, comfortable accommodations at a very affordable price. The Main Street of downtown Winter Park is one block from the property so there is nothing that you cannot easily access from shopping, restaurants, winter activities... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed April 3, 2013
    Our stay in Winter Park was very enjoyable! The condo was unexpectedly nicer than we had imagined it would be.. Rustic and comfortable with all the amenities we could ever need...
    See all reviews
    1 / 10
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Satellite TV
    • DVD Player
    Suitability
    • 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
    Get the List
    1 / 24
    6 Bedrooms, 4 Bathrooms, Sleeps 24 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Perfect setting in the Colorado Mountains, with a home that has 8 sleeping areas (5 dedicated bedrooms, private game room has futon and queen air mattress available, living room and family room both have a sleeper sofa). The game room also includes a ping pong table! Enjoy the company of others,... View all property information
    Location Information
    Winter Park, Grand County
    1 / 26
    4.5 of 5 stars (28) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Balcony
    • Satellite TV
    • Parking
    • Hot Tub
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Stay in Zephyr 1215 for an experience few will have this year: the luxury of skiing from your private back porch straight to the chair lift. Your patio, which has large chair for relaxing, also turns into an extension of the slopes when you easily coast right up to your back door at the end of the... View all property information
    Location Information
    Winter Park, Grand County
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    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
    1 / 10
    3.5 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This newly built, contemporary vacation rental property is located near The Village of Winter Park Resort, right at the base of the Winter Park mountain. This condo is in great proximity to the Zephyr Express and Discovery Park for your learn to ski winter vacation or the abundance of activities... View all property information
    Location Information
    Winter Park, Grand County
    3 of 5 stars Reviewed March 19, 2015
    This was the third year we stayed in this condo. We kept returning because we love Winter Park and the condo was great for the first two years - clean, good condition, responsible...
    See all reviews
    1 / 40
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • 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
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping...
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Have the quintessential Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built luxury 2 bedroom/2 bath condo sleeps... View all property information
    Location Information
    Winter Park, Grand County
    1 / 24
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • DVD Player
    • Internet Access
    • Parking
    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
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    1 / 38
    5 of 5 stars (3) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Central Heating
    • DVD Player
    • Washer
    • 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
    5 of 5 stars 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...
    See all reviews
    1 / 37
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Outdoor Dining Area
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful 3-bedroom, 2-bathroom condo is located in Hi Country Haus, within easy walking distance to all shops, restaurants and Hideaway Park in downtown Winter Park! There are queen beds in both the master and front bedroom. The additional bedroom offers 2 twin beds and there is a queen sofa... View all property information
    Location Information
    Winter Park, Grand County
    1 / 26
    5 of 5 stars (28) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Housekeeping...
    • DVD Player
    • Central Heating
    • Hot Tub
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Flip Key's Top Rental Award based on reviews every year.One Bedroom, 2 full bath 800 sq ft luxury CondoNear base of Winter Park Ski Resort.Giant picture windows give breath taking views of the slopes while overlooking woods and river. Modern, bright, open, warm, and awesome are among the words that... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed August 18, 2015
    My wife and I could not have been more pleased with the condo we rented. The condo was clean, spacious, well laid out, and incredibly well-organized (even including pictures on...
    5 of 5 stars Reviewed February 26, 2015
    Great location to ski area (just a short walk), great views of river, trees and mountains, updated furnishings, plenty of space with high ceilings and open floor plan.
    See all reviews
    1 / 18
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Within walking distance to the heart of Winter Park, yet serene and tranquil alongside the pond, you’ll find your stay and Telemark an ideal place for both adventure and relaxation. Dine al fresco on your private patio, or gather around the dining table with a meal from the fully-equipped kitchen.... View all property information
    Location Information
    Winter Park, Grand County
    1 / 25
    4.5 of 5 stars (34) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Terrace
    • Grill
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This bright condo is right in the mix, a short walk to the lifts and the Village at Winter Park Resort. Relax by the fire while watching skiers fly down the mountain, or kick back with a book on exquisite living room furniture. Bonus tip: the balcony overlooks the amenity deck, so use the advantage... View all property information
    Location Information
    Winter Park, Grand County
    1 / 13
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This studio unit contains a Queen Size Murphy Bed, a futon which folds out and a sofa sleeper. Free WIFI and 32' flatscreen Cable TV. It also has a full kitchen and a full bath. It is very conveniently located within easy walking distance of all restaurants and shops in Winter Park, as well as... View all property information
    Location Information
    Winter Park, Grand County
    4 of 5 stars Reviewed July 26, 2015
    I enjoyed my stay at this property as it was clean, well kept and included all of the amenities that were stated in the ad. The owner was cordial online and provided the...
    See all reviews
    1 / 28
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Terrace
    • Hot Tub
    • Internet Access
    • Balcony
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Enjoy views of the continental divide and village skating pond from the private balcony of this this fifth floor, two bedroom Zephyr condo. You'll love the special conveniences that come with this property, from the family friendly layout of twin beds in the guest bedroom, to the well appointed... View all property information
    Location Information
    Winter Park, Grand County
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    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
    1 / 34
    4.5 of 5 stars (34) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    • Internet Access
    • Satellite TV
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Imagine sharing a family breakfast in front of the kitchen fireplace while the snow falls outside. With high end finishes like hardwood and granite throughout the home, this and enchanting place for warm family memories. Another fireplace and flat screen in the living area make for a great place to... View all property information
    Location Information
    Winter Park, Grand County
    1 / 15
    5 of 5 stars (28) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    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
    5 of 5 stars 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 stars 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...
    See all reviews
    1 / 34
    5 of 5 stars (23) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • 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 day... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars 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 stars Reviewed December 11, 2014
    Winter Park Lodging is absolutely the greatest! They are ridiculously accommodating and I would absolutely book with them again!
    See all reviews
    1 / 25
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Parking
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful mountain photographs and elegant textiles decorate this newly-updated ground-level condo. Guests who stay here can enjoy a peaceful night's sleep in the coolly painted bedrooms, with modern touches and high-end finishes throughout the space. This condo is a skiers dream-- you're right... View all property information
    Location Information
    Winter Park, Grand County
    1 / 10
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Satellite TV
    • DVD Player
    Suitability
    • 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
    1 / 44
    5 of 5 stars (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 30 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Washer
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful home has just been fully remodeled from top to bottom with customized touches, unique hand-made furnishings, and a floor plan tailored to accommodate large families and groups on their mountain getaway. The spoils begin before you even enter the home with a 2 car garage & ample... View all property information
    Location Information
    Winter Park, Grand County
    5 of 5 stars Reviewed August 9, 2015
    We stayed with 13 of us, and enjoyed the many bedrooms and private bathrooms. The main kitchen, dining and living room were ideal for our meal times and evening gatherings. Great...
    See all reviews
    1 / 32
    5 of 5 stars (10) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • 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
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This beautifully decorated Telemark home is our ONLY one bedroom condo with a private hot tub. The epitome of mountain living and convenience, you'll enjoy mountain views, a serene pond and access to the Fraser River trail just beyond your patio, and restaurants and shuttle service to the slopes... View all property information
    Location Information
    Winter Park, Grand County
    1 / 34
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Kick up your feet in the reading nook by the fireplace, or nap on the comfy leather chaise. Enjoy your own private balcony, a gas grill and your own hot tub that seats 10! This three-level home with lovely mountain touches- local wood, beautiful stone work, and vintage rustic décor- will have you... View all property information
    Location Information
    Winter Park, Grand County
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Washer
    • Patio
    • 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
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This unit has 651 square feet with 2 bedrooms and 1 full bathroom on the third floor of the building with some interior updates. During the winter ski season the winter shuttle will stop in front of the building for free transportation to and from the Winter Park Resort and only 2 block from the... View all property information
    Location Information
    Winter Park, Grand County
    1 / 12
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Hot Tub
    • Porch
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury townhome walking distance to downtown Winter Park! The free shuttle is steps from the front door making this home perfect for a ski vacation or a summer retreat. A beautifully maintained home with a two car garage, open floor plan for living, dining, and kitchen area. Three master suites... View all property information
    Location Information
    Winter Park, Grand County
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    1 / 19
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • Mountain Views
    • Central Heating
    • Internet Access
    • DVD Player
    • 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
    5 of 5 stars 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...
    See all reviews
    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.