Hideaway Park winter park

The town of Winter Park, also known as Downtown 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.



Browse Our Downtown Winter Park Properties By Neighborhood

Offering the largest selection of lodging options in the local area, Downtown Winter Park vacation rentals range from one bedroom condos, to seven bedroom mountain retreats.

Top amenities, right by Hideaway Park

Trailhead Lodges is a modern, attractive collection of high-end condos in central Downtown Winter Park.  The #1 spot for music festival lodging in the summer, many of our homes overlook Hideaway Park.   Winter guests love the free sledding hill at Hideaway Park and free shuttle service to Winter Park Resort, that stops just outside the complex.

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.



Spacious and modern with huge views

Bear Crossing is a newer town home development, set in a peaceful neighborhood above Downtown Winter Park.  Ideal for families and small groups, these lovely homes back 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 rich mountain furnishings and decor.

Upscale and attractive in central Downtown 

Telemark is a recently built condo and townhome development located at the North end of Downtown Winter Park, near the Fraser River Trail, Fireside Market and infamous Hernando’s Pizza restaurant.

All of our 1-3 bedroom Telemark vacation rentals enjoy a private garage, modern kitchens, private washer and dryer and easy access the free shuttle service to Winter Park Resort.  Some of our Telemark vacation homes also feature a private hot tub.


Location, location, location…and amenities!

Sawmill Station claims an enviable location in Downtown Winter Park, just off Hideaway Park for summer music festivals and right on the free bus shuttle service to Winter Park Resort.

All of our 3 & 4 bedroom Sawmill Station town homes offer three levels of living space plus a private garage and private balcony with gas grill.  Some of our Sawmill Station townhomes also enjoy a private outdoor hot tub.


Contemporary town homes in the heart of Downtown

Red Quill Village is a small but very nicely constructed neighborhood in the heart of Downtown Winter Park.

Located one block back from the main street (US HWY 40), our 3 & 4 bedroom Red Quill vacation rental homes feature a private hot tub, elegant furnishings, private garage and enviable location for your next ski trip or summer getaway.


Affordable mountain condos with big benefits

High Country Haus is one of the original condominium developments in Downtown Winter Park.  Made up of many buildings and located just to the North of main street, it is within easy walking distance to the movie theater, great restaurants and shops and the Fraser River Trail.  

Our vacation rentals at Hi Country Haus are all remodeled and updated, 1-3 bedroom condos with full kitchens, wood burning fireplaces, and easy access to Winter Park Resort via the the free bus shuttle service.

All of our Hi Country Haus vacation condos enjoy free access to the clubhouse with indoor pool, hot tubs and fitness room.


Rocky Mountain Retreats

Our large mountain homes offer the perfect backdrop for your next family reunion or corporate retreat.  

Ranging from 3-7 bedrooms in size, each of these private 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, these Winter Park luxury vacation homes might be just what you are looking for.

Click below to view our 3+ bedroom luxury vacation homes in downtown Winter Park.


Why Stay In Downtown Winter Park?

A small yet vibrant mountain town with many year round amenities:

Located just two miles from Winter Park Resort, Downtown Winter Park guests can access the slopes via free bus shuttle service, or free Park & Ride options at Winter Park Resort.
Boasting more than 600 miles of mountain bike trails for all ability levels, Winter Park is the new hot spot for mountain biking in Colorado. 
Winter activities include sledding at Hideaway Park, ice-skating & shopping at Cooper Creek Square, and bowling at The Foundry Cinema & Bowl.
Experience extensive mountain biking and hiking trails, free outdoor yoga and fitness classes, kid’s jungle gym and park, hot air balloon rides and more.
Enjoy a lively summer event scene with music festivals, art fairs and family attractions.  See our special events guide for a year round schedule of events. 
Downtown Winter Park offers the largest selection of shops and restaurants in the local area, plus a sledding hill, park, ice skating, movie theater and large recreation center.
The Lift, is a free, year round bus shuttle service that runs between Winter Park Resort, Downtown Winter Park and Fraser, making it very easy for visitors to get to the ski slopes and other local attractions.

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