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

166 properties available

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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A perfect two bedroom condominium rental in the downtown area is an excellent choice for families seeking a mountain retreat, offering a spacious and renovated living space along with access to clubhouse amenities.The entire unit has undergone a complete renovation, transforming it into a charming modern condominium featuring a contemporary color p

Snowblaze Condos Building C unit 22

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The condominium has recently undergone a kitchen renovation, featuring new wood cabinetry, tiled flooring, countertops and stainless steel appliances. The dining area provides a comfortable space for up to six individuals and is integrated into the open floor plan, allowing for engagement in various activities. The living room is furnished with co

HOT 13

Beaver Village Unit #1812

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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

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The main living room area offers comfortable chairs and sofas to relax and enjoy the gas fireplace, flat screen TV, DVD and Blue Ray disk player. The queen sofa sleeper offers an additional sleeping area. No air conditioning.In the dining room that overlooks the living room, there is seating for 8 persons to enjoy breakfast, lunch and dinner.Adjac

Lion's Gate Pines Unit 107

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A first floor unit with 1,212 square feet and two levels, guests have an open floor plan encompassing the gas fireplace, flat screen TV with DVD and Blue Ray disk player, free Wi-Fi access and queen sofa sleeper in the main living room. No air conditioning.In the dining area that is adjacent to the living room, there is a comfortable table and chai

Lion's Gate Pines Unit 123

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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

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Hi Country Haus Unit 2115

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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 non smoking and no pets allowed unit is on the second floor and offers a 1 car garage for parking and private deck with stunning mountain views and a total of 1,200 square feet of living space.In the open living room, a gas fireplace has a cedar panel accent, comfortable furnishings, TV with VCR, queen sofa sleeper, free Wi-Fi access and no a

Timber Run Dogwood Unit 204

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This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a master suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a wo

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Hi Country Haus Unit 2111

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The bedroom in this one bathroom condo features a Queen bed and a flat screen TV, along with an attached bathroom that has been recently renovated with a new dual vanity and tub/shower combination. An additional sleeping area is available in the main living room on the sofa sleeper. Please note that there is no air conditioning in this unit.The k

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Beaver Village Unit #0221R

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This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished

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Hi Country Haus Unit 1805

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