Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 200 properties available
Welcome to our condo at Meadow Ridge Court 20 Unit #13! Escape to this stunningly remodeled 2nd-floor condo in Fraser, Colorado. This charming 2-bedroom retreat boasts a sleek Ikea kitchen, a cozy wood-burning fireplace, and can comfortably accommodate up to 5 guests. You'll love the easy access to the clubhouse and lift stops, along with handy ame
Hot HOT 12
Meadow Ridge Court 20 Unit 13
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 32
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 16
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 90
This Bear Crossing three-bedroom townhome features a remarkably spacious interior, high-quality finishes throughout, and a multi-level layout. Spanning 2,000 square feet, it provides ample room for a group of eight to spread out, enjoy the nearby outdoor activities, and admire the stunning mountain views from the large windows in the main living ro
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

Bear Crossing 435
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
Welcome to our condo at Meadow Ridge Pines B-7 Court 42! Plan your next ski or summer escape at our family-friendly 3-bedroom condo, complete with fantastic clubhouse amenities. Our spacious and beautifully renovated split-level condo features a private deck where you can soak in the serene forest views. Step into the heart of this condominium, whe
Meadow Ridge Pines B-7 Court 42
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 25
This one bedroom condominium offers everything necessary for a delightful vacation. The primary bedroom is equipped with a queen-sized bed, a flat screen TV and full en-suite bathroom. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island accommodates seating for 2 and seamlessly connect
Beaver Village Unit #1633R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 12
Welcome to our condo at Meadow Ridge Court 18 Unit #4! Just recently updated, this cozy ground floor one-bedroom apartment is the ideal spot to relax and recharge. Step out onto the private patio right from the main living room, where you can soak in views of the Winter Park Resort, all just a quick stroll from the main clubhouse. Inside, the livin
Meadow Ridge Court 18 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 27
Welcome to our condo at Iron Horse Unit D3074.A lovely and cozy studio condo with direct access to the slopes of Winter Park Resort, private balcony and modern interior design make for a relaxing vacation anytime of the year for a small family or couple.The open floor plan encompasses living, dining, sleeping and kitchen areas with newly installed
Hot HOT 14
Iron Horse Building D Unit 3074
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 5 5
Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid
Hot HOT 10
Beaver Village Unit #2031
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
The Telemark townhomes offer opulent interior design and premium finishes that provide an exquisite retreat. Each unit is equipped with standard features such as four-panel interior alder doors and trim, pendant-style lighting and an energy efficient radiant heating system. Ideally situated in downtown Winter Park, these townhomes are in proximity
Hot HOT 15
Telemark Townhomes Unit 514
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 231
Welcome to our home at 500 North Lupine! This charming townhome in Fraser is perfect for pet owners and provides a serene rental experience while being close to a variety of outdoor activities year-round. Located at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can host up to 8 guests, featuring breathtaking views and an open floor pl
Hot HOT 17
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 143
A western themed two bedroom unit, located on the third floor of the building, offers an excellent retreat while being conveniently situated near Main Street in downtown Winter Park. Additionally, as an end unit, it ensures enhanced tranquility and seclusion.The primary living space features tiled flooring and is adorned with log themed lamps. It
Hot HOT 10
Hi Country Haus Unit 1515
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 41
This beautifully appointed unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Timber Run Dogwood Unit 8
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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