Downtown Winter Park

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, Winter Park Cabins, Base Village & Ski in Ski Out Vacation Rentals, Condo Complexes in Winter Park, Luxury Properties

168 properties available

This is a 2 bedroom 2 bathroom unit on the first floor of the building and has 1,200 interior square feet.In the living room guests will enjoy a gas fireplace, TV with VCR, modern comfortable furnishings and a queen sofa sleeper, free Wi-Fi access and no air conditioning.Adjacent to the living room, the dining area offers a solid wood table with ch

Timber Run Evergreen Unit 1

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Visitors can catch sight of a moose or a fox strolling outside through the patio sliding doors or the dining room window of this lovely and updated one-bedroom condo. Positioned on the ground floor (also an end unit for increased peace and quiet).The primary living space features tiled in-floor heating, a cozy sofa with a queen-sized sofa sleeper.

Beaver Village Unit #0414R

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This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a

HOT 21

Hi Country Haus Unit 2121

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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

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This landing pad features exquisite artwork, carefully selected furnishings, and hardwood flooring that enhance your experience in the contemporary yet inviting two bedroom condominium situated on the top floor, complete with vaulted ceilings.Beaver Village is ideally situated just one mile from the ski resort, offering shuttle service, and is with

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Beaver Village Unit #1531

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Situated on the third floor of the structure, the arched ceilings in the primary living area create a sense of openness and grandeur. Adorned in a serene and relaxing neutral color palette, this one bedroom one bathroom condominium showcases contemporary western aesthetics and furniture, perfect for a mountain retreat in Colorado.The living room sp

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Beaver Village Unit #0232R

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This Winter Park condominium meets all the criteria on your vacation rental checklist, featuring contemporary furnishings and decor that evoke the essence of the 1960s and 1970s, while incorporating a modern flair touch from the present day. Situated on the ground floor, this unit offers convenient access to the main parking lot upon your arrival

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Beaver Village Unit #1112

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On the second floor of the building, this 3 bedroom unit has 1,450 square feet and a 1 car garage. Please note there are a number of stairs to the unit and no elevator at the property.In this unit, the open living room has a wood paneled wall to accent the vaulted ceilings, comfortable furnishings and has some nice in room amenities that include a

Timber Run Cedar Unit 4

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This traditional two bedroom condominium in Winter Park offers everything necessary for your vacation and is situated on the third floor of the building. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island provides seating for two and opens into the dining area, which accommodates an a

Beaver Village Unit #1633

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Unit 514 at Beaver Village Condos in downtown Winter Park is a charming 2 bedroom 2 bathroom garden level end unit with additional windows and enhanced privacy.Enhance the main living room open floor plan with new flooring, an updated kitchen and modern furnishings. Relax by the gas fireplace on the comfortable sectional sofa. This space features

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Beaver Village Unit #0514

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This first floor unit is situated in a building near the clubhouse and the complimentary town shuttle stop, providing all the amenities you need for your Colorado getaway. It boasts a spacious kitchen, open floor plan with a living room and separate dining area. The updated kitchen showcases hardwood floors, granite countertops, stainless steel ap

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Beaver Village Unit #0412

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This tri-level townhome offers an abundance of natural light and generous square footage, making it the perfect vacation rental for families or individuals seeking spacious accommodations. The primary level features a spacious entryway adorned with tiled flooring, providing ample space for storing jackets and coats. This area also offers convenien

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