Family-friendly vacation rentals in Winter Park

Charming Log Cabin w/hot tub in Winter Park CO!

Authentic Colorado log cabin built in 1972; our 2 bedroom cabin sleeps up to 8 people comfortably. Private deck, luxurious hot tub, ping pong table, gas fireplace, WiFi, games, books & tons of charm. The master bedroom has a queen bed & guest room includes full bed plus bunk bed, air mattress available as well. The ski shuttle stops RIGHT in front of the house. Just a 5 minute walk to park/playground and 10 minute walk to downtown Winter Park. Plush, cozy, a perfect getaway. Town license #5112.

Cozy Cabin in Perfect Location

You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

Cozy Mountain Retreat w/ Stunning Views of Slopes

Across the street from world-class skiing & mountain biking and only a few minute drive from the town of Winter Park, location doesn't get much better than this highly desirable, recently renovated, Lakota residence nestled in between Winter Park Resort and the Arapaho National Forest! Wake up to unobstructed views of the slopes & Continental Divide before a day filled with outdoor adventures, followed by relaxing in front of the cozy fire! Winter Park Short Term Registration # 005148

One Bedroom Condo - Winter Park Resort Base Area

Hit the slopes early on a powder day! If you need to pop back for a quick lunch, our condo’s convenient location makes it perfect for families. After an adventure-filled day, unwind in the oversized hot tub! As a spacious corner unit, this condo offers more room than standard 1-bedrooms. You’ll sleep comfortably on the king-size Tempurpedic bed, and the living room sofa easily converts into a queen pull-out bed for extra guests. Winter Park Short-Term Rental Registration No. [004361}

Comfortable Mountain Retreat

Welcome to our mountain vacation home, which is minutes away from great skiing including Winter Park, Mary Jane, Devils Thumb, Snow Mountain Ranch, and Ski Granby. It is also close to scenic hiking and biking trails, fishing, and the west entrance to Rocky Mountain National Park is about an hour's drive. Our condo is on the second floor, and it has 2 bedrooms and 2 baths, with accommodations up to 6. There is wi-fi available, Xfinity HD TV, and a fully equipped kitchen.

Spacious, Centrally located w/ Private Hot Tub

Beautiful, spacious and cozy cabin conveniently located with easy access to Winter Park Ski Resort, downtown Winter Park, Fraser and less than 1hr drive to Rocky Mountain National Park and Grand Lake for year round mountain adventures! Enjoy stunning views of Byers Peak from the patio with easy access to hiking, biking or Nordic ski trails. This home boasts all season access to all Grand County has to offer while comfortably accommodating multiple adults or 2 families.

TreeTop Getaway, Secluded Winter Park Highlands

Panoramic Continental Divide & Winter Park Ski Resort views from this 4 bed, 3.5 bath home perched at the top of Winter Park Highlands. Ideal open floorplan with 3 living areas, including loft and game room, vaulted ceilings, main level master suite. Enter right onto the main floor. Enjoy spectacular views from the spacious decks or cozy up in front of the fireplace! Close to town and perfect for the whole family to enjoy!

Cozy 1 bedroom Granby Ranch condo

Welcome to our Granby Ranch condo! Great access to skiing, hiking, biking, fishing and golf. Guests also have access to the outdoor pool and hot tub at the base of the ski mountain (small fee required)as well as a hot tub in the condo complex. Unit has a master bedroom with a queen sized bed. FYI-I don’t accept any reservation requests without confirming the cleaning arrangements first. Our STR permit # is 006840.

Top Floor with Beautiful Views! Larger 1-Bedroom!

Please be aware that the amenity decks with access to grills and hot tub will be closed for renovation until February 2025. However, the Date of completion is NOT guaranteed. We would like to welcome you to stay in our luxury condo with brand new modern flooring located in the Base Village at Winter Park Resort. Our condo is just a 2-minute walk to the 10-people GONDOLA Express Lift.