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!

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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

148 properties available

The ideal mountain retreat located in the esteemed Elk Run neighborhood has undergone a complete renovation, making it an excellent vacation rental for a large family or two families traveling together.Just steps away from miles of trails and the National Forest, and a short walk to town, this property features a private hot tub. It includes 3 bedr

765 Elk Trail

Private Vacation Home -

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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

Telemark Townhomes Unit 514

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The renovated primary bedroom features an en-suite bathroom with heated floors, a new tiled shower and bathtub, dual vanity sinks, a queen-sized bed and a TV. The elegantly renovated kitchen in this 1 bedroom condo rental features stunning black granite counter tops, oak cabinetry and radiant in-floor heat ideal for those cold mornings!The dining s

Beaver Village Unit #0621R

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This completely renovated one bedroom unit located on the first floor offers an excellent opportunity to enhance your upcoming Winter Park retreat.This condominium is an end unit featuring an additional window in the main living area. It includes a comfortable sofa, which also serves as a sofa sleeper for those requiring extra sleeping accommodati

Hi Country Haus Unit 0406

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This residence is ideally suited for several families or small groups seeking both privacy and a convenient location for their skiing or summer holiday. Notable features of this Winter Park home include stunning mountain views of the Continental Divide and Byers Peak, along with the added benefit of three master suites for enhanced privacy. We bel

Leland Creek Home

Private Vacation Home -

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Situated within the Trailhead Lodges complex and conveniently positioned along the shuttle route, this property serves as the ideal ski getaway for couples, small families or two individuals in search of cozy accommodations. This delightful one bedroom unit is also in close proximity to the Rendezvous Event Center, which features a sledding hill s

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This spacious ground floor condominium boasts three bedrooms and three bathrooms, making it a perfect choice for your mountain retreat, and has been modernized for improved comfort. Additionally, this particular unit is situated at the end of the building, providing extra privacy.The living room features an expansive design complemented by newly l

Silverado I Building B Unit 101

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Experience a stay in this exquisite three bedroom private townhome, where you can relish being close to the center of the vibrant downtown area filled with numerous activities. This residence offers an abundance of features, including a generous floor plan that accommodates up to 6 guests and a private outdoor hot tub for your enjoyment.The main e

Sawmill Station Unit 302

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This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.

HOT 10

Hi Country Haus Unit 1908

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Reserve your upcoming Winter Park getaway in this recently renovated one bedroom unit at Beaver Village Condos, conveniently located near the clubhouse facilities, a short walk from town and the complimentary shuttle service.The updated kitchen appliances and lighting enhance the evening ambiance for cooking your preferred dish. The dining area off

HOT 10

Beaver Village Unit #0332

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The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals. In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situated

Beaver Village Unit #1734R

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This beautifully renovated two bedroom condominium enhances your Winter Park getaway significantly. Situated on the third floor, this unit features vaulted ceilings in the spacious open-concept main area. The hardwood flooring throughout perfectly complements the stunning kitchen, which boasts new wood cabinetry, stainless steel appliances and co

Beaver Village Unit #1734

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