Family-friendly vacation rentals in Winter Park

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Top-rated family-friendly rentals in Winter Park

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Winter Park

4.79 out of 5 average rating, 253 reviews

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.

May 12 – 19

G$36,213 GYD per night

Guest favorite

Condo in Granby

4.87 out of 5 average rating, 494 reviews

Granby Mountain Retreat

2024 Ski Season at Winter Park is still going strong! 20 minutes to the West Entry of RMNP, 20 minutes to Hot Sulphur Springs, 20 minutes to Winter Park, 20 minutes to Grand Lake! Out of door mountain biking, minutes to cross country skiing, fishing and golfing! Perfect for a solo traveler looking to relax, a romantic getaway for a couple, a group of friends interested in exploring the surrounding mountains, or a full family, looking to enjoy the onsite amenities and surrounding activities!

Aug 15 – 22

G$26,406 GYD per night

Superhost

Condo in Winter Park

4.81 out of 5 average rating, 135 reviews

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

Well furnished 2 bedroom, 2 bath unit at Silverado II, sleeps 6 comfortably with the sleeper sofa in the living room. Enjoy the indoor pool, jacuzzi, sauna, game room, and underground parking on site. Dedicated free wifi available in our unit. The ski area is a free shuttle ride away and town is just a short walk down the mountain. In winter, enjoy world class alpine skiing, cross-country skiing, tubing and ice skating. In summer, experience mountain biking, alpine slide and horseback riding.

Sep 7 – 14

G$26,176 GYD per night

Guest favorite

Cabin in Winter Park

4.84 out of 5 average rating, 512 reviews

LOG CABIN IN PERFECT LOCATION!

You've found the perfect cabin if you're planning a trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or 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.

Mar 3 – 10

G$42,908 GYD per night

Superhost

Condo in Fraser

4.79 out of 5 average rating, 190 reviews

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.

Oct 7 – 14

G$15,853 GYD per night

Guest favorite

Condo in Winter Park

4.87 out of 5 average rating, 323 reviews

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 fire, relax, and unwind after a full day of outdoor activities.

Oct 11 – 18

G$24,940 GYD per night

Guest favorite

Condo in Fraser

4.9 out of 5 average rating, 134 reviews

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.

Nov 17 – 24

G$23,336 GYD per night

Guest favorite

Condo in Winter Park

4.88 out of 5 average rating, 212 reviews

Winter Park Studio: Resort Access, Mountain Charm

Experience elevated comfort at our upgraded studio condo within Snowblaze Resort, just minutes away from downtown Winter Park and the ski resort. Accommodating 2 to 4 guests, this retreat offers access to community swimming pools and relaxing hot tubs. Enjoy the convenience of covered on-site parking. Whether you're a skier or an adventure finder our condo serves as the perfect base. Secure your spot now for an unforgettable Winter Park adventure!

Aug 18 – 25

G$24,116 GYD per night

Guest favorite

Condo in Granby

4.83 out of 5 average rating, 299 reviews

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.

Feb 6 – 13

G$18,144 GYD per night

Superhost

Cabin in Grand Lake

4.84 out of 5 average rating, 1088 reviews

James Cabins #1 w/ HOT TUB! No Cleaning Fees

Historic studio cabin in the heart of Grand Lake Village. Two blocks from the lake and Marina. Walking distance to all restaurants and shops. kitchenette, bathroom with shower and cooking essentials as well as a little private back yard with table and chairs! Perfectly located near everything, yet quiet and nestled in a charming courtyard. (one friendly dog permitted)

Mar 8 – 15

G$21,247 GYD per night

Guest favorite

Condo in Winter Park

4.88 out of 5 average rating, 288 reviews

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds

Oversized 1 bed in Zephyr Lodge, WP's only ski in/out condos. 20% larger than other 1 Beds w/ views of the mtn slopes & village. King bed + new queen murphey. Amenities: AC unit, ground level ski locker, outdoor hot tubs,& fitness center. Private underground parking for guests (summer free/winter $16-20 /day). Near starbucks, ski rental, shops, & restaurants!

Aug 6 – 13

G$33,584 GYD per night

Guest favorite

Townhouse in Fraser

4.87 out of 5 average rating, 202 reviews

Resort Condo w/ Clubhouse in Fraser-sleeps 6! RMNP

Welcome to the beautiful Rocky Mountains and our lovely updated mountain townhome. We have decorated and stocked our vacation home with all the amenities we would want while traveling. Please read further in the descriptions to know what you can expect when you book with us.

May 6 – 13

G$22,556 GYD per night