Downtown Winter Park

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!

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

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

Beaver Village Unit #1923

A 3 bedroom 2 bathroom unit has 1,128 square feet of living space on two levels.Upon entering the unit, an open living area has a gas fireplace, flat screen TV, DVD, Blue Ray disk player; all surrounded by comfortable furnishings. A queen sofa sleeper is available in the main living area and free in unit Wi-Fi access No air conditioning.Overlooking

Lion's Gate Pines Unit 111

Rich leather sofa and wood furnishings complete the warm and inviting atmosphere in the living room where you can enjoy the gas fireplace, flat screen TV and a quick escape to the private patio.Enjoy this remodeled condo with granite counter tops in the kitchen as well as newer appliances, hardwood flooring and cabinets. A small island offers a sp

Beaver Village Unit #1612R

The walls of this vacation rental are painted a soothing color with modern mountain furnishings and decor throughout the remodeled unit. The kitchen features new appliances, counter tops and light wood cabinets and is adjacent to the dining area with a large table with bench seating. The living area has comfortable spots to enjoy the flat screen t

HOT 13

Beaver Village Unit #1824

This recently built 5-bedroom corner unit at the Arrow townhome development provides unique amenities such as stunning views from the private hot tub overlooking the Continental Divide and hillside scenery of the Rendezvous Event Center for music festivals in downtown Winter Park, as well as partial views of Winter Park Resort from the spacious roo

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Arrow at Winter Park Unit 284

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

Beaver Village Unit #1714

This 2 bedroom, 2 bathroom condo is 950 square feet and has an open floor plan with newer carpeting throughout and the updated kitchen with stainless steel appliances. The condo is on the 3rd floor with no elevator access. The elevator only brings you from the parking level to the building level. A wonderfully bright and inviting condo offers spect

Silverado II Unit 334

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

Fully remodeled 1 bedroom on the first floor is a great spot to enjoy your next Winter Park getaway! The condo is an end unit with and extra window in the main living area, comfortable sofa that has a sofa sleeper if you are in need of extra spot for sleeping, flat screen TV with DVD. **PLEASE NOTE** this unit DOES NOT have a fireplace and there i

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Hi Country Haus Unit 0406

Gorgeously updated two bedroom condo makes your Winter Park vacation that much better! This unit is on the third floor of the building so it will offer vaulted ceilings in the open floor plan of the main room. Hardwood flooring throughout compliments the beautiful kitchen with new wood cabinets, stainless steel appliances and counter tops includi

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Beaver Village Unit #1734

Beautiful and spacious pet friendly 3 bedroom unit right from the heart of downtown Winter Park, this Trailhead Lodge unit has a wonderful view off the back deck of the Winter Park Ski Resort and downtown area of Winter Park a great place to drink morning coffee, outdoor dining area or a great spot to enjoy the evening sunsets.Families or small gro

HOT 20

Updated top floor one bedroom Beaver Village Condos unit within close proximity to the clubhouse amenities, walking to town and the free shuttle.New kitchen appliances and lighting brighten up the evening for preparing your favorite meal. The dining table has plenty of room and joins the kitchen to the living room. The new sofa has a built in otto

HOT 13

Beaver Village Unit #0332

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