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 lodging options in the area, our Town Of Winter Park vacation rentals range from one bedroom condos, to seven bedroom vacation homes.
Browse all of our Town of Winter Park vacation rentals below, or click READ MORE for further information on neighborhoods, property types and local amenities.
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 RentalsBear Crossing is a newer town home 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 RentalsLooking 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.
Town of Winter 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.
Parking & Transportation
All of our Town of Winter Park vacation rentals offer free on-site parking (number of vehicles vary per property). Parking in and around the town of Winter Park is free with both on-street and covered parking options available. The Lift, is a free, year round bus shuttle service that runs between Winter Park Resort, the Town Of Winter Park and Fraser, making it very easy for visitors to get to the ski slopes and other local attractions.
Winter Park Groceries
The Fireside Market is a full size grocery store, centrally located in the Town of Winter Park; there is also a full size Safeway in nearby Fraser. Full strength beer is now available in most Colorado supermarkets, with wine and spirits available at local liquor stores right next to both Fireside Market & Safeway.