Winter Park Lodging

A Colorado Rocky Mountain Tradition for Over 35 Years!

StayWinterPark is your #1 source for Winter Park lodging. We proudly offer a large portfolio of 240 vacation rental options in Winter Park, Colorado including private vacation homes, condos, town homes, and cabins. Our extensive collection provides guests with the ability to tailor their vacation experience to match their own personal needs and style.

We are the local experts backed by over 35 years of experience in the rental management business. Our dedicated staff will ensure that your lodging experience in Winter Park, Colorado is one to remember with our excellent concierge services. Our team can help plan all the details of your vacation from grocery delivery, ski rentals and securing the best deals for your stay. We also offer a variety of Winter Park lodging deals and vacation packages. You decide how you want to experience Winter Park, Colorado and we’ll work to make your vision a reality from the moment you arrive. Be sure to download our free Winter Park vacation guide for more information on the best things to do on your trip.

Custom Stays

Experience the best in convenience while staying in any of our Winter Park, Colorado rentals. Our lodging can be found in Winter Park’s most popular areas such as Beaver Village, Lakota, Fraser, and downtown Winter Park, Colorado. If you are looking for lodging near Rocky Mountain National Park, Winter Park is less than an hour away. We are also in easy access to Denver. Amenities don’t fall short in any of our Colorado vacation rentals. We also provide pet-friendly vacation rental homes so that your pet can join in on the fun too. Planning a romantic getaway for two? Consider one of our luxury Winter Park rentals to make your stay extra special.




As an owner at Beaver Village we’ve been very happy with the staff’s dedication to owner’s needs. We could never take care of what they do on a day to day basis with renters from afar. Most notable their maintenance staff has been exceptional when an issue arises. They’ve taken it upon themselves to be present for repair persons and always keeping us well informed in a timely manner. Thanks Beaver Village and StayWinterPark!

Rhonda Gilkey

We have been a vacation rental owner using Vacations Inc and now StayWinterPark for almost nine years. We have found them to be thorough, competent and professional in all of their dealings with us. We have personally dealt with the maintenance, housekeeping and front desk staff over the years with good results. They do a good job in booking and cleaning our unit and also in keeping us informed with their monthly newsletter. Their monthly statement is easy to read and is always on time. We highly recommend StayWinterPark for vacation rentals.

Eileen & Tom Meyer

We are very happy owners of a vacation condo at Beaver Village Condominiums. StayWinterPark does an excellent job managing the rental units and clubhouse. The front desk is knowledgeable, courteous and professional. The maintenance staff ensures our unit is clean, well-stocked and in good condition every time we visit. The owner website where we track our bookings and revenue is easy to navigate. We have so many special memories from our Beaver Village getaways. It gives us great peace of mind knowing that our condo is being cared for by StayWinterPark. Thank you to the StayWinterPark crew! It’s a pleasure working with you.

Aliza Jang and David Chappel

The four-bedroom condo worked perfectly for our two families. The three levels provided privacy with the bedrooms. Parents on the top and bottom floors and the two bedrooms in the middle worked great for the teenagers. Easy access in and out and walking distance to eating and groceries. The accommodations were clean and of high quality with everything we needed for our five-night stay. I would highly recommend telemark Townhomes for your next visit to Winter Park!

TravelingTimothyM May 2018Property Telemark 582

Great place for 2 families. Parents rooms in basement and upstairs – kids in the middle floor. Nice location short bus ride to WP. Restaurants within walking. Nice hot tub Fair rental price for what you get. Would rent again.

Jabberwocky Home

This home is the perfect place to stay for a Winter Park vacation. The home is beautiful and there was enough room for all 11 of us, 6 adults and 5 kids. It is close to the grocery store, tubing hills, sleigh ride and ski slopes. Jabberwocky home was like being at our own home. We thank the owners for sharing with us.


This management company is great! They’re customer service was superb we had a maintenance problem and they came in and fixed it with in 30 minutes. All in all I would stay with Stay Winter Park again.

Mackenzie Marker