Downtown Winter Park Rentals

Vacation Rentals in Downtown Winter Park CO

Downtown Winter Park boasts a vibrant array of restaurants, shops and year-round activities for guests staying in a Winter Park vacation rental. Whether you choose to stay on Main Street or within a block, you'll have convenient access to all that the excitement in Downtown Winter Park!

Stay Winter Park offers a diverse selection of rentals from condos to luxury townhomes. In the summer, guests can enjoy music festivals at Rendezvous Event Center, art festivals, outdoor dining with live music and easy access to hiking and mountain biking trails. During the winter months, visitors can still savor local dining, visit the sledding hill and utilize the free town shuttle for transportation to the ski resort or the town of Fraser.

Excited to plan your getaway? Explore our inventory of downtown Winter Park vacation rentals below and easily book online using our reservation system. For inquiries or special requests, please reach out to our sales team for assistance in creating an unforgettable vacation experience!

Search Other Popular Vacation Rental Categories:

Private Homes, Colorado Cabins, Pet Friendly Rentals, Winter Park Base Village , Ski-In, Ski-Out Condo Rentals, Condo Complexes, Luxury Vacation Rentals, Fraser, Tabernash, Granby, Grand Lake

144 properties available

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

Beaver Village Unit #0724

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This inviting two-story townhome rental features a spacious open floor plan in the living room, which is equipped with a TV, VCR, and a wood burning fireplace. Additionally, it includes a queen sofa sleeper and provides access to a small private patio. The dining area, which accommodates six individuals with its table and chairs, is located next

Hideaway Village Alpine 4

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Beaver Village Condominiums represent the ideal blend of comfort and convenience, situated a mere 1.5 miles from the Ski Area, and only a five minute walk from the vibrant downtown shopping and dining district of Cooper Creek Square. In the summer, a bike path provides direct access from the property to the extensive mountain biking trail system i

Beaver Village Unit #1821

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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

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This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b

Beaver Village Unit #0111

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This beautifully appointed and expansive unit features two bedrooms, a loft and three bathrooms, situated on the sixth floor of the building. Ideal for families, this rental accommodates up to eight guests in beds and includes various amenities to enhance your comfort, such as a Pack-n-play crib, a game table suitable for cards or board games and a

Crestview Place Unit 607

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The charming ground floor end unit has been updated and has the gas fireplace any time of the year. Guests may catch a glimpse of a moose or a fox walking outside through the patio sliding doors within the Beaver Village Condos complex. The full kitchen is open to the living and dining to share quality time. The dining room will seat up to 6 and

Beaver Village Unit #0713

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A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint. You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your evening

Beaver Village Unit #0612

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This condominium is situated along Vasquez Creek, conveniently positioned on the free town shuttle route, within a short walking distance to downtown and mere steps from access to the National Forest, as well as hiking, biking, snowshoeing and cross-country skiing trails. The two story, top floor unit serves as an excellent year-round retreat in Wi

HOT 27

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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

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This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o

Timber Fox Building B Unit 2102

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Experience mountain living at its finest in this stylish and serene mountain modern townhome that is thoughtfully designed with luxurious finishes making this townhome the ideal vacation rental for comfort and convenience.The ground floor entrance offers hardwood floors, easy access to the garage parking, the third bedroom with Captain’s Bunk bed (

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