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 Log Home,Sleeps 10. Free shuttle,3 min-slopes

Location doesn’t get better! Highly desirable area in WP. Free shuttle steps from door. Newly remodeled! Outstanding Views of slopes/Continental Divide. 3-4 min drive to slopes & 1 1/2 min-Main to Main St. shops,dining, bars, concert amphitheater/fairs etc. High-end grill, Lg Deck! New smart tv in living room w/ Sonos soundbar to play music from phone. WIFI 1 GB, cable, games. Every kitchen amenity! Our own Quality bedding/linens. Cleaned/Sanitized at each checkout! Short term license #005200

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

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub

1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. It is a great place to curl up next to the electric fireplace, relax, and unwind after a full day of outdoor activities.

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}

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!

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.

Spring has arrived!

Cute studio with everything you need. The bed is a murphy bed, very comfortable.Comfy couch with ottoman. Kitchenette This property is very simple. Close to trails to trails and the town of Winter Park and Fraser. You might even see some wild life! Leave your worries behind and get in the zone! Rise with the sun, Sleep with the stars, Always create fireworks!