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

150 properties available

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.

Hi Country Haus Unit 1908

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A generously sized and newly updated two bedroom condominium provides an excellent location for families to appreciate outdoor activities and discover the attractions of downtown Winter Park.The spacious living room features hardwood flooring, access to a private deck with forest and river views, a gas fireplace, modern furnishings, a flat screen T

Hi Country Haus Unit 2110

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The living room features a vaulted ceiling that enhances the influx of delightful Colorado sunlight, creating a serene environment perfect for enjoying the wood burning fireplace or the flat screen television. The dining area accommodates up to six guests comfortably and is conveniently situated adjacent to the fully equipped kitchen, which includ

Beaver Village Unit #1934R

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This lovely remodeled 2 bedroom condo offers guests a wonderful spot to enjoy a family vacation in Winter Park. The open floor plan offers vaulted ceilings, hardwood flooring except for the kitchen area which has slate tile flooring. The kitchen is equipped with new stainless steel appliances, light wood cabinetry and a small kitchen island that

Beaver Village Unit #1832

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Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m

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Crestview Place Unit 603

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Welcome to our condo at Timber Fox Unit C3308! This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. Our unit offers a splendid view from its private patio with outdoor sofa, open floor plan with a modern themed interior design, gourmet kitchen, washer and dryer and will sleep 8 guests comfo

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Timber Fox Building C Unit 3308

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Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid

Beaver Village Unit #2031

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Welcome to our luxury townhome Arrow 256.This exquisite townhome offers breathtaking mountain views, private outdoor rooftop hot tub, 4 interior levels, open floor plan and a bunk room for the smaller ones with an arcade game, 2 car garage parking and will comfortably accommodate up to 9 guests.The main level (second floor of the unit) is perfect f

HOT 17

Arrow At Winter Park Unit 256

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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 convenient

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The well-lit condo with two bedrooms is situated on the ground floor of the building, providing convenient access and a brief stroll to the primary clubhouse and complimentary town shuttle stop.The recently completed kitchen is fully stocked with supplies, making it effortless to prepare meals or snacks. It features modern appliances, cabinets and

Beaver Village Unit #0711

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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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Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea

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