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 263 properties available
Welcome to our condo at Cozens Pointe Building G Unit 202! This property is an ideal spot for two couples or a small family getaway in Fraser's Grand Park neighborhood. With breathtaking mountain views from the private deck, an open floor plan, and easy access to a variety of outdoor adventures, it’s hard to beat!As you step inside, you'll notice a
Hot HOT 15
Cozens Pointe Building G Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 39
The condominium is well-maintained boasting a modern kitchen equipped with new appliances, cabinets and countertops. The dining space features an elegant wooden table complemented by comfortable cushioned chairs, accommodating up to six individuals. An added perk of the dining area is the extra side window, allowing ample natural light to filter
Hot HOT 14
Beaver Village Unit #0724
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 25
The wonderfully modern and spacious home is the ideal spot for you and your family to enjoy plenty of views and year round mountain adventures. The tri-level floor plan offers 2 living spaces, 2 car garage, additional driveway parking, private deck, 4 bedrooms and 4 ½ bathrooms - each bedroom has its own bathroom plus an office area with a single
Hot HOT 15
892 Saddle Ridge
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 4.8 7
Welcome to our townhome at Arrow Unit 294! Experience breathtaking mountain vistas and a rooftop deck featuring a private hot tub, all situated on Main Street in the heart of downtown Winter Park. You will have convenient access to a variety of nearby adventures, shopping options, and dining establishments. Our four-bedroom unit can accommodate up
Hot HOT 26
Arrow At Winter Park Unit 294
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 2
This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well as a dining room adorned with a creatively designed picnic style table. The living room is characterized by exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm rich hues. Guests can take pleasure i
Hot HOT 10
Beaver Village Unit #1113
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 6
Hi Country Haus 503 is a 1 bedroom unit on the ground floor and provides a great spot for your Winter Park ski vacation.This unit has 492 square feet, non-smoking and no pets allowed unit. The living room has a flat screen TV with cable and wood burning fireplace. The couch in the living room has a queen sofa sleeper. The kitchenette has just been
Hot HOT 10
Hi Country Haus Unit 0503
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hot HOT 15
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 58
This vacation rental features a stunning, luminous and inviting interior that has been recently renovated, making it an excellent choice for families or small groups, accommodating up to 8 guests. The primary level of the unit features hardwood flooring that compliments the contemporary western decor. Alongside the breakfast bar, there is a dinin
Hot HOT 19
Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 24
This Winter Park family getaway offers a spacious and wonderful 2-bedroom accommodation. Situated on the ground floor of building 2, it provides convenient access to the free town shuttle and main clubhouse.This unit has undergone an amazing renovation, featuring hardwood flooring throughout the main open floor plan that perfectly complements the
Hot HOT 12
Beaver Village Unit #0211
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
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 18
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 143
Experience a genuine Grand Lake cabin retreat in the Rocky Mountains with this 3-bedroom property featuring a private outdoor hot tub, a spacious interior layout, and situated in a tranquil neighborhood, yet just a short drive from downtown Grand Lake and directly across from Shadow Mountain Lake, perfect for thrilling summer water sports.The cabin
Hot HOT 21
279 Shorewood Dr
Cabin -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 51
Welcome to our condo at 534 Sun River Unit 8! This townhome in Fraser features a large backyard, making it an excellent choice for families seeking a rental property and perfect for pets. It includes generous living space, hardwood floors throughout the unit, and outstanding amenities. Conveniently located near downtown Fraser, residents can easily
Hot HOT 17
534 Sun River #8
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 70

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree