Downtown Winter Park

Vacation Rentals in Downtown Winter Park CO

Downtown Winter Park is a great hub of restaurants, shops and year-round activities that you can explore while staying in your Winter Park Vacation Rental. You can stay right on Main Street or within 1 block for easy access to all that is happening in Downtown Winter Park! 

Stay Winter Park offers a large variety of rentals ranging from condos to luxury townhomes. During the summer months, enjoy the music festivals at Rendezvous Event Center, art festivals and outdoor dining with live free music and easy access to a number of hiking and mountain biking trails. For the winter months, you can still enjoy the local dining, sledding hill and the free town shuttle can provide transportation to the ski resort or the town of Fraser.

Can't wait to book your getaway? Browse our inventory of downtown Winter Park vacation rentals below and book online with our easy reservation system. Please contact our sales team with any questions or for special requests to help make your vacation unforgettable!


Properties Available 160 properties available
A 3 bedroom unit with 1, 292 square feet on the first floor of the complex and has two interior levels.The entry level offers an open floor plan encompassing the living, dining and kitchen areas. In the living room comfortable furnishings surrounding the gas fireplace, flat screen TV with DVD and Blue Ray disk player; and queen sofa sleeper. A bonu
Lion's Gate Pines Unit 103
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Located in the upper cul de sac of Beaver Village, this unit backs up to the forest offering great views from the private balcony of the Winter Park Resort views and is beautifully illuminated with all the natural light on the second floor. This end unit provides a private and peaceful setting. The updated kitchen has everything to make a quick br
Beaver Village Unit #1624
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 9
Rated 5 stars, guests will love this completely remodeled two bedroom condo!The vacation rental has a new kitchen with pendant lighting, bright cabinets, stainless steel appliances and granite counter tops. The open floor plan consists of a living room and dining room with table large enough to accommodate six. A plush couch and chair with fireplac
Beaver Village Unit #0721
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
This luxurious log home boasts 6 bedrooms, home theater, pool table room, outdoor hot tub, decks galore to step outside and enjoy the scenery. Three levels of space with 6700 square feet to find your own quiet place or to bring everyone together. Pristine views from this top of the peak Colorado home situated in downtown Winter Park in the exclus
Hot HOT 10
52 Timber Circle Selah Vista Lodge
Cabin -
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 3
A retro 1 bedroom condo offers a comfortable rental spot with a private balcony, ground floor of the building for easy access for parking and taking the free shuttle.In the main living room, relax in front of the gas fireplace, TV with VCR, queen sofa sleeper and coat closet. No air conditioning.At the end of the main room, a dining area has table
Hi Country Haus Unit 2501
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.4 7
A lovely, spacious and remodeled two bedroom offers a great spot for you and your family to enjoy the Winter Park area. There is hardwood flooring throughout for the true mountain lodge feeling accenting the mountain décor. A large kitchen has new counter tops, wood cabinets and appliances with breakfast bar seating for 4 persons. In the dining a
Hot HOT 11
Beaver Village Unit #1923
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 6
Guests will be sure to enjoy the beautifully updated kitchen with stainless steel appliances, granite counter tops, new hardwood flooring, cabinetry and is completely stocked with cookware, dishes and utensils for making great meals during your stay.Vaulted ceilings give the feeling of a lot of space in the main living area and the views of Winter
Beaver Village Unit #2032
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 9
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
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A comfortable 3 bedroom unit is on the second floor of the building offers a total of 1,128 interior square feet.On the main entry level, the living room has a gas fireplace, flat screen TV, DVD and Blue Ray disk player, free in unit Wi-Fi access and a queen sofa sleeper in the living room. No air conditioning.Adjacent to this area, is the dining r
Lion's Gate Pines Unit 115
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
This unit offers 806 square feet of living space on two interior levels and the second floor of the building and has 2 bedrooms.In the main living room a gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free in unit Wi-Fi access and a queen sofa sleeper are available. No air conditioning.Adjacent to the living room, the dining a
Lion's Gate Pines Unit 119
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
The condo has a distinctive warm feel which everyone will enjoy and all the comforts of home and completed renovated! A nicely updated kitchen with newer cabinets, appliances and counter tops. The dining area will comfortably seat up to 6 persons and is included within the open floor plan of the main room. In the living room, new furnishings all
Hot HOT 10
Beaver Village Unit #0922
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.6 13
This 3 bedroom 2 bathroom unit offers 1, 212 square feet of interior living space on the first floor of the building.The main living room has an open floor plan with gas fireplace, flat screen TV with DVD player with Blue Ray disk player, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.In the adjacent dining room, guests will
Lion's Gate Pines Unit 102
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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