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
Whether you’re here for skiing or to bask in the beautiful summer weather, our location is unbeatable. We are just a short walk from downtown Winter Park and approximately two miles from the Winter Park Resort. This two bedroom two bath condo on the second floor offers all the amenities you need, including a private deck with views of the Winter P
Beaver Village Unit #0623
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 28
The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen
Beaver Village Unit #0221
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
This exceptional vacation rental offers a true home-away-from-home experience, characterized by its unique lodge ambiance, featuring rich wooden elements and comfortable furnishings in the main living space. Guests can unwind while enjoying the flat screen TV and the warmth of the gas fireplace, creating an ideal setting for a snug evening. Addit
Beaver Village Unit #1123
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
Welcome to our condo at Elk Creek Unit #B103! Elk Creek B103 offers a fantastic condo just a stone's throw from downtown Fraser. It features a private patio complete with an outdoor hot tub, cozy in-floor radiant heating, and a gas fireplace, making it perfect for up to 10 guests. This lovely space includes 3 bedrooms plus a den and 3 bathrooms, al
Hot HOT 12
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 71
Welcome to our condo at Cozens Pointe Building I Unit 201! Welcome to this modern and spacious 3-bedroom, 3-bath condo that’s not just pet-friendly but also perfect for a cozy getaway! Picture yourself unwinding on the covered patio, enjoying the fresh air, or taking advantage of the washer and dryer for your convenience. The lovely interior design
Cozens Pointe Building I Unit I201
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 173
This inviting, renovated condominium offers a wonderful spot to enjoy your next stay in Winter Park and is an ideal rental for visitors seeking relaxation and enjoyment situated on the building’s second floor. The unit features stunning hardwood flooring that enhances the chic modern design. The open floor plan encompasses the living, kitchen and
Hi Country Haus Unit 1108
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 42
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hot HOT 10
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 31
Welcome to your cozy mountain retreat at Timber Fox Building C Unit 3404, nestled in the heart of Winter Park. This luxurious 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable getaway.Step inside to discover a thoughtfully designed living space, complete with a mo
Timber Fox Building C Unit 3404
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 22
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
303 Pinetree
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature. The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Ten Mile H-302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 52
Why You’ll Love this Colorado Escape• Nearly 10 private acres with panoramic Winter Park Ski Area and Continental Divide views• Private outdoor hot tub and built-in fire pit under the stars • Lower level game room with pool and ping pong tables • Heated 2 car garage and a dedicated office space for remote work • Sleeps up to 12 guests across 5 bedr
Hot HOT 13
1459 GCR 5221
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 1
Kings Crossing 12 invites you to its unloading area at the entrance, which offers ample space for storing coats and boots. The indoor hot tub, conveniently located near the front door, provides a perfect way to unwind after a day of activities. This family-friendly townhome boasts an ideal location in downtown Winter Park close to a selection of re
Kings Crossing Townhome 12
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 31

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