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!

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

160 properties available

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

Beaver Village Unit #0922

Beautifully decorated and remodeled 2 bedroom townhome is a great Winter Park getaway. The open floor plan on the main level has the living room with comfortable modern themed furnishings, flat screen TV, DVD, free in unit Wi-Fi access, wood-burning fireplace and queen sofa sleeper. No air conditioning. In dining room a large table offers seatin

Hideaway Village Ladora 3

A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern decor, gas fireplace, TV, VCR, a queen sofa sleeper, free Wi-Fi access and no air conditioning.Next to the living room is the dining area with large table and chair setting for 6 people. Guests can also access the private deck with m

Timber Run Dogwood Unit 2

This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b

Beaver Village Unit #0111

This Winter Park condo has a lot of space and numerous bedding options for groups, families, couples and singles. This four bedroom three bathroom condo is one of our largest units at the Beaver Village Condominiums complex, located on the 3rd floor, the vaulted ceilings really add in a lot of light.Comfortable furnishings throughout the open floo

Beaver Village Unit #0834

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

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

This bright and welcoming studio condominium in the town of Winter Park is conveniently located on the area's free shuttle route and is just minutes from Winter Park Resort. Being in the heart of downtown Winter Park in this studio condominium located at Snowblaze Condos and Athletic Club you won’t miss out on any of the best activities in town.The

Snowblaze Condos Building E unit 310

This one bedroom one bath condo has everything you need - second floor, private deck and views of the Winter Park Resort. The kitchen is fully equipped with all utensils, dishes, pots, pans, coffee maker, microwave and 2 spots for seating at the breakfast bar. The adjacent dining area has spots for 6 people and is open to the main living area. The

Beaver Village Unit #0623R

Vaulted ceilings give the feeling of a lot of space in the main living area and the views of Winter Park Resort add a nice touch to this vacation rental. The large dining room has plenty of room for eating and the main living area of the condominium has a gas fireplace to creates a warm ambiance that is relaxing after a long day of play either at

Beaver Village Unit #2032R

Comfortably furnishing are in the living room, accented in a mountain theme with a gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free Wi-Fi access and a queen sofa sleeper. No air conditioning.Lots of window surround the dining area with seating for 8 persons. In the kitchen, recent renovations include solid wood cabinets,

Lion's Gate Pines Unit 117

This 1st floor unit is located in one of the buildings close to the clubhouse and the free town shuttle stop to offer everything that you could want for your Colorado vacation with a full kitchen to open floor plan featuring a living room and separate dining area. In the remodeled kitchen hardwood flooring, granite counter tops, stainless steel app

Beaver Village Unit #0412

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