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Town Of Winter Park Lodging

The Town of Winter Park is located just two miles from Winter Park Resort and is a wonderful choice for families and groups who want to enjoy an equal share of on and off-slope activities during their Winter Park vacation. Offering the largest variety of both uptown and downtown Winter Park lodging options in the area, our Town Of Winter Park vacation rentals range from one bedroom condos to seven bedroom vacation homes.


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Info About the Town of Winter Park

Located just two miles north of Winter Park Resort, the Town Of Winter Park offers a large variety of shops and restaurants, a bowling alley & movie theater, recreation center and vibrant event scene at the highly acclaimed Rendezvous Event Center at Hideaway Park. Summer visitors enjoy extensive mountain biking and hiking trails, free outdoor yoga and fitness classes, town parks, hot air balloon rides and a lively line-up of music festivals, art fairs and family-friendly events.  Winter activities include sledding at Hideaway Park, cross-country skiing & snowshoeing, plenty of retail therapy, and family fun at Grand Park recreation center.


Downtown Winter Park Lodging

Want to stay in the heart of the action in the Town of Winter Park? The following neighborhoods are within a three minute stroll of the shops and restaurants of the Town of Winter Park.  

Trailhead Lodges Vacation Rentals

The Trailhead Lodges community is a modern, attractive collection of high-end condos, centrally located in the Town Of Winter Park. The #1 spot for music festival lodging, many of the Trailhead Lodges buildings overlook the Rendezvous Event Center at Hideaway Park.   Winter guests love the free sledding hill at Hideaway Park and easy access to the free shuttle service to Winter Park Resort. All of our 1-3 bedroom Trailhead Lodges condo rentals enjoy free access to the complex clubhouse with outdoor pool, hot tub, fire pit and workout room.

Sawmill Station Vacation Rentals

Sawmill Station claims an enviable location in the Town Of Winter Park, just off Hideaway Park and the Rendezvous Event Center, and right by the Fraser River. An easy stroll will find you at your pick of restaurants and the free shuttle service to Winter Park Resort. All of our 3 & 4 bedroom Sawmill Station townhomes offer three levels of living space, plus a private garage and private balcony with gas grill.  

Arrow Townhomes Vacation Rentals

Built in 2018, the attractive Arrow complex sits just off of the main street, within a three minute walk of Hideaway Park and the many retail stores and restaurants at Cooper Creek Square. Built over three levels, our three and four bedroom Arrow vacation rentals feature feature a rooftop patio (many with a private hot tub), a private garage and a modern mountain living design.

Uptown Winter Park Lodging 

Lodging in the Town of Winter Park extends beyond the main downtown area, into many attractive neighborhoods of townhomes and private homes that border National Forest and public spaces.

Bear Crossing Vacation Rentals

Bear Crossing is a newer townhome development, set in a peaceful neighborhood above the Town Of Winter Park.  Ideal for families and small groups, this lovely community of townhomes backs onto hiking and biking trails in the National Forest and enjoy beautiful views of the Continental Divide. All of our Bear Crossing vacation rentals are high-end, 3 bedroom/3 bathroom homes, with either a private hot tub or jetted bathtub, heated one car garage and modern mountain furnishings and decor.

Luxury Homes & Cabins Rentals

Looking for the quintessential Rocky Mountain Retreat?  Look no further.   Our mountain homes offer the perfect base camp for larger groups and families. Ranging from 3-7 bedrooms in size, all of our stand alone homes offer multiple social spaces, luxurious decor and high-end amenities. If you've ever dreamed of taking the family to a big cabin in the woods, or are seeking the perfect executive retreat, our Winter Park luxury vacation homes might be just what you are looking for.