Family-friendly vacation rentals in Winter Park
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winter Park
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
Apartment in Winter Park
4.87 out of 5 average rating, 174 reviewsBeautiful 2-2 Mountain Condo
Condo in Winter Park
4.91 out of 5 average rating, 192 reviewsTop Floor with Beautiful Views! Larger 1-Bedroom!
Apartment in Winter Park
4.96 out of 5 average rating, 130 reviewsAmazing Condo at the Base of Winter Park Resort
Condo in Winter Park
4.88 out of 5 average rating, 289 reviewsOversized 1bed Ski In/Out MTN VIEWS King&Qn beds
Apartment in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
Home in Parshall
4.94 out of 5 average rating, 135 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
Family- and pet-friendly home rentals
Condo in Granby
4.82 out of 5 average rating, 459 reviewsLuxurious Mountain Condo
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
Apartment in Winter Park
4.97 out of 5 average rating, 235 reviewsBeautifully Furnished Modern Condo In Downtown WP
Home in Winter Park
4.88 out of 5 average rating, 211 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
Home in Grand Lake
4.98 out of 5 average rating, 174 reviewsMoose Manor-Beautiful, Clean, Private Family Cabin
Cabin in Grand Lake
4.92 out of 5 average rating, 154 reviewsGrand Getaway
Home in Fraser
4.85 out of 5 average rating, 103 reviewsMoose Crossing
Family-friendly home rentals with a pool
Condo in Winter Park
4.73 out of 5 average rating, 159 reviews2 bedroom condo on river, perfect get away
Condo in Winter Park
4.88 out of 5 average rating, 212 reviewsWinter Park Studio: Resort Access, Mountain Charm
Condo in Granby
4.89 out of 5 average rating, 153 reviewsGranby Awesomeness
Condo in Granby
4.78 out of 5 average rating, 117 reviewsRocky Mtn National Park Granby Ranch Mtnside #102
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
Townhouse in Granby
4.91 out of 5 average rating, 118 reviewsGranby Retreat at the Ranch - 3bd + loft
Condo in Winter Park
4.88 out of 5 average rating, 43 reviewsBeautiful Condo in Winter Park
Home in Winter Park
4.89 out of 5 average rating, 53 reviewsLux Resort Villa 607 - $500 Free Activities Daily
Quick stats about vacation rentals that are family-friendly in Winter Park
Total rentals
1K properties
Rentals with dedicated workspaces
690 properties have a dedicated workspace
Rentals with a pool
420 properties have a pool
Pet-friendly rentals
160 properties allow pets
Total number of reviews
23K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Aspen Vacation rentals
- Colorado Springs Vacation rentals
- Breckenridge Vacation rentals
- Vail Vacation rentals
- Boulder Vacation rentals
- Nederland Vacation rentals
- Steamboat Springs Vacation rentals
- Estes Park Vacation rentals
- Downtown Denver Vacation rentals
- Fort Collins Vacation rentals
- Aurora Vacation rentals
- Denver Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Denver
- Family-friendly rentals Colorado
- Family-friendly rentals Colorado
- Family-friendly rentals Aspen
- House rentals Winter Park
- Rentals with a fire pit Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a kayak Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a fireplace Winter Park
- Apartment rentals Winter Park
- Rentals with pools Winter Park
- Monthly Rentals Winter Park
- Rentals with a washer and dryer Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with lake access Winter Park
- Kid-friendly rentals Winter Park
- Waterfront rentals Winter Park
- Rentals with outdoor seating Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a patio Winter Park
- Cabin rentals Winter Park
- Family-friendly rentals Grand County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes