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!

Search Other Popular Vacation Rental Categories:

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

166 properties available

Wonderful, spacious 2-bedroom family getaway in Winter Park. This ground floor unit is in building 2 providing easy access the free town shuttle and main clubhouse.Incredible remodel in this unit with hardwood flooring throughout main open floor plan to compliment the large sectional sofa (can also be used for additional sleeping with the sofa sle

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Beaver Village Unit #0211

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

Located on the third floor of the building, the vaulted ceilings in the main living space provide for a large and spacious feeling. Decorated in a calm and soothing neutral color scheme, this one bedroom one bathroom condo offers the modern western design and furnishings for the ideal Colorado mountain getaway.The living room area has access to th

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Beaver Village Unit #0232R

On the second floor of the building, this 3 bedroom 2 bathroom has 1,128 square foot unit is non-smoking and no pets are allowed with a split level floor plan. The entry level has the living room with an open floor plan for easy access to all rooms.Enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player and free in unit Wi-Fi access. Th

Lion's Gate Pines Unit 108

Located at the Trailhead Lodges complex and on the shuttle route this property is the ultimate ski retreat for a couple, small family or 2 singles seeking comfortable accommodations. This wonderful 1 bedroom is also conveniently located next to the Rendezvous Event Center with sledding hill fit for all ages and firepits warm up. Easy walk to main

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A comfortable, two story townhome rental offers a comfortable open floor plan in the living room with TV, VCR, wood burning fireplace and has access to the small private patio. Adjacent to the living room is the dining area with table and chairs to seat 6 persons. Upgrades in the kitchen include new counter tops and appliances and come fully equi

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Hideaway Village Alpine 4

This vacation rental has so much bedding that you can sleep up to 6 people in this condo making your next Winter Park vacation affordable!Overall the unit has been remodeled for a lovely interior in the open floor plan. The main living area offers wonderful, overstuffed furnishing to relax after enjoying the great outdoor activities in the area.

Beaver Village Unit #1022

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

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Snowblaze Condos Building E unit 310

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

A stunning 2 bedroom unit offers a view of the Fraser River and can be enjoyed from the private deck.The main living area has a flat screen TV with DVD player in a lovely wood cabinet next to the wood burning fireplace, free Wi-Fi access and plenty of comfortable furnishings with a western décor. No air conditioning. In the remodeled kitchen, new

Hi Country Haus Unit 1903

In the refurbished kitchen, you will enjoy the tiled flooring, new appliances, updated cabinets and counter tops. The small center island is a great work space or spot for extra seating during meals.Adjacent to the kitchen, the dining area has an open view of the living room with seating for 8 persons at the large table.The main living room has coz

Hi Country Haus Unit 2201

A very spacious 1,085 square foot rental, this 2 bedroom 2 bathroom condo offers view, master suite and a great spot for families or small group.The open living room is part of the open floor plan and has been comfortably furnished, wood burning fireplace, 50" Flat screen Smart TV, queen sofa sleeper and access to the 38 ft long private deck overlo

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Hi Country Haus Unit 2111

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