Family-friendly holiday 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

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}

Great Views/bus route 1 bed & loft sleep 6 hot tub

Beautifully remodeled 700 sq ft. condo with 1 bedroom and a loft, that sleeps 6. It has a full kitchen and amazing views of Winter Park, the Continental Divide and Byers Peak. The Clubhouse, which is across the parking lot, has 2 outdoor hot tubs a heated pool, fitness center 2 racquetball courts, a ping pong table, laundry facilities, a conference room that is available for rent, massage, and ski tuning. It is only 2.5 miles from Winter park and right on the free bus route.

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 free tub in our 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.

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!