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

166 properties available

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

HOT 11

Beaver Village Unit #0623R

In this one bedroom one bathroom condo a Queen bed and flat screen TV is in the bedroom with attached bathroom that has been updated with new dual vanity and tub/shower combination. Additional sleeping spot is in the main living room on the sofa sleeper and there is a second main hallway bathroom. NO air conditioning.A new kitchen with updated

Beaver Village Unit #0221R

Experience a true mountain getaway as you listen to the creek from this cute and colorful 1 bedroom vacation condo.The unit has been recently updated with hardwood flooring throughout, updated furnishings and will sleep up to 4. A comfortable sofa in the living room with wood burning fireplace, flat screen TV, free wi-fi access and a queen sofa sl

Hi Country Haus Unit 0403

Bright and inviting with spectacular views of the surrounding forest from the 2 private decks on the second floor of the building in this spacious 2 bedroom, 2 bath sleeping 6. It is located just minutes from downtown Winter Park and approximately 3 miles from the Winter Park Resort. The free lift shuttle bus service stops in front of the complex

Silverado II Unit 224

The private deck for the unit on the third floor of the building offers views of the Winter Park Resort and provides a quiet spot to enjoy the outdoors and has been newly updated for a great spot for your next Winter Park vacation. The open floor plan features a fully stocked kitchen with dishware and cook ware ideal for cooking meals and has been

Beaver Village Unit #0931

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

Checking in to your next Winter Park stay at Kings Crossing 13 is a must. This 3 bedroom, 3 bath townhome is situated in downtown Winter Park walking distance to several restaurants, movie theater and the Grand Park Rec Center. Easy access to the shuttle if your crew is all about getting up to the ski resort. Comfortably sleeps 9. The lower level h

HOT 14

Kings Crossing Townhome 13

This first floor unit offers a private balcony with mountain views, 1 car garage parking with 2 bedrooms and 2 bathrooms. Please note that there are a few steps that are from the parking lot level into the building.In the main living room, an open floor plan is complimented by a southwestern pattern on the sofa and over stuff chair, gas fireplace,

Timber Run Cedar Unit 2

New carpeting throughout and a modern theme for furnishings will compliment your getaway - this family friendly condo offers a wonderful spot for your Winter Park getaway year round. Located on the ground floor of the building with private deck with a forest view to relax and enjoy a cup of coffee in the mornings or a peace evening after enjoying a

HOT 10

Beaver Village Unit #1714

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

A comfortable condo will make staying in the mountains even more enjoyable. The updated kitchen has new cabinets, counters, flooring and paint. You can interact with guest in the adjacent dining in area that will seat 6 people and additional spots are at the breakfast bar.Spend the evening sitting in front of your gas fireplace, watching TV in the

Beaver Village Unit #0612

From the comfy living room couch enjoy the gas fireplace, flat screen TV which includes Blu-Ray, cable TV or the view from the sliding glass doors out to the private balcony. Step outside to use the gas grill and take in the secluded woods, with glimpses of wildlife and distant mountain views make this a choice location from the second floor of the

HOT 13

Beaver Village Unit #0723

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