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.

Rentals for Seniors 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
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    Travelers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $99
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (28) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (28) Make Inquiry
    From
    $169
    / Night
    Payment Protection
    View Details
    1 / 30
    4 of 5 stars (5) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    From
    $69
    / Night
    Payment Protection
    View Details
    1 / 22
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    From
    $110
    / Night
    Payment Protection
    View Details
    1 / 15
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Mountain Views
    • Stereo System
    • Central Heating
    • Shared Indoor Pool
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    From
    $259
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 14
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80442
    From
    $309
    / Night
    Payment Protection
    View Details
    1 / 24
    6 Bedrooms / 4 Bathrooms / Sleeps 24
    travelers have booked this property
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80442
    From
    $75
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (4) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Sauna
    • Game Room
    • Housekeeping...
    • Hot Tub
    • Wi-Fi
    • Shared Indoor Pool
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ski-In/Ski-out studio condominium at Winter Park.. Ironhorse has an on-site underground parking, ski rental, restaurant, pool, hot tubs, fitness center and sauna. Enjoy your private balcony overlooking the pool and hot tubs. This studio features a full kitchen, gas fireplace and free WiFi. Sleeping... View all property information
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    5 of 5 stars Reviewed March 24, 2015
    We loved this unit, clean ,comfortable,convenient,and very cozy. Also this unit was nicely updated compared to others.
    5 of 5 stars Reviewed January 29, 2015
    I would definitely recommend this lodge. The unit I was supposed to stay in had a water leak, so I was given another one. My only complaint was no cutting board and flimsy towels...
    See all reviews
    From
    $50
    / Night
    Payment Protection
    View Details
    1 / 7
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Satellite TV
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    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
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 44
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Sauna
    • Mountain Views
    • Water Views
    • TV
    • DVD Player
    • Hot Tub
    • Waterfront
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    From
    $75
    / Night
    Payment Protection
    View Details
    1 / 41
    Studio / 1 Bathroom / Sleeps 4
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Sauna
    • Hot Tub
    • Central Heating
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    548 square feet. 2 min drive to skii slope and free shuttle bus in the front of my condo. Location: Winter Park, Colorado,U.S.A. The Space This nicely furnished studio is ideally located on the main street of Winter Park. A queen murphy bed and a queen pull-out sofa will comfortably sleep a... View all property information
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $175
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Stereo System
    • Hot Tub
    • Mountain Views
    • Central Heating
    • Internet Access
    • DVD Player
    • Skiing: Property Is...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    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
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 8
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 4
    traveler have booked this property
    Overview Reviews (2) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    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
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 9
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Gym
    • Hot Tub
    • Central Heating
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    We can't use our condo during the week so you are invited to come up to ski mid week! We have a two bedroom in Winter Park midweek from Sunday December 14, 2014 through Friday December 19 for $475.00 total - That is only $95 per night and half the going early season rate. You can't get a hotel for... View all property information
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    From
    $200
    / Night
    Payment Protection
    View Details
    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The condo is a gorgeous top floor 2 bedroom/ 2 bath in Zephyr Mountain Lodge, located at the base of the Winter Park ski mountain. Just walk out of the building and get onto the Zephyr lift with your mountain bike (only 110' away) and be whisked away for a day of fun on the mountain. With a view... View all property information
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    From
    $120
    / Night
    View Details
    1 / 26
    5 of 5 stars (27) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (27) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Housekeeping...
    • Water Views
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Flip Key's Top Rental Award based on reviews every year. One Bedroom, 2 full bath 800 sq ft luxury Condo Near 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... View all property information
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482
    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.
    5 of 5 stars Reviewed August 12, 2011
    My husband and I enjoyed this rental so very much. It was a very spacious 1 bedroom with 2 baths so we could comfortably spread out a little. It was also very nicely appointed...
    See all reviews
    From
    $309
    / Night
    Payment Protection
    View Details
    1 / 22
    6 Bedrooms / 4 Bathrooms / Sleeps 20
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80442
    From
    $259
    / Night
    Payment Protection
    View Details
    1 / 22
    4 Bedrooms / 3 Bathrooms / Sleeps 14
    traveler have booked this property
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    Winter Park, Grand County 80442
    From
    $199
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Central Heating
    • Internet Access
    • Hot Tub
    • Washer
    • Mountain Views
    • Fireplace
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Winter Park's newest condos are at Fraser Crossing. Be one of the first to stay in this deluxe condo. Reservations are now being taken. 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... View all property information
    Make Inquiry
    Location Information
    Winter Park, Grand County 80482