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
Condo in Fraser
4.79 out of 5 average rating, 190 reviewsGreat Views/bus route 1 bed & loft sleep 6 hot tub
Sep 5 – 12
Condo in Granby
4.96 out of 5 average rating, 137 reviewsGranby Ranch Condo near Grand Lake & RMNP
Dec 13 – 20
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
Mar 30 – Apr 6
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
Oct 31 – Nov 7
Loft in Granby
4.84 out of 5 average rating, 267 reviewsCozy Granby Mountain Getaway
Jun 15 – 22
Home in Parshall
4.94 out of 5 average rating, 134 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
Sep 29 – Oct 6
Apartment in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
Oct 9 – 16
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
Oct 10 – 17
Family- and pet-friendly home rentals
Home in Georgetown
4.83 out of 5 average rating, 337 reviewsTHE BARN at Georgetown
Oct 5 – 12
Cabin in Idaho Springs
4.92 out of 5 average rating, 246 reviewsMountain Vacation Home with Amazing views
Dec 16 – 23
Home in Grand Lake
4.98 out of 5 average rating, 174 reviewsMoose Manor-Beautiful, Clean, Private Family Cabin
Jan 12 – 19
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
Nov 12 – 19
Cabin in Grand Lake
4.92 out of 5 average rating, 154 reviewsGrand Getaway
Nov 3 – 10
Home in Fraser
4.85 out of 5 average rating, 103 reviewsMoose Crossing
Dec 19 – 26
Cabin in Georgetown
4.96 out of 5 average rating, 132 reviewsSilver Cloud Cabin - Dogs OK - 15 min to Loveland
Feb 23 – Mar 2
Home in Grand Lake
4.88 out of 5 average rating, 145 reviewsGrand Lake Home with a view
May 6 – 13
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
Jan 12 – 19
Townhouse in Fraser
4.87 out of 5 average rating, 202 reviewsResort Condo w/ Clubhouse in Fraser-sleeps 6! RMNP
Jan 8 – 15
Apartment in Winter Park
4.87 out of 5 average rating, 174 reviewsBeautiful 2-2 Mountain Condo
Jan 19 – 26
Condo in Granby
4.89 out of 5 average rating, 153 reviewsGranby Awesomeness
Sep 18 – 25
Condo in Granby
4.78 out of 5 average rating, 117 reviewsRocky Mtn National Park Granby Ranch Mtnside #102
Jun 24 – Jul 1
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
May 9 – 16
Condo in Winter Park
4.88 out of 5 average rating, 43 reviewsBeautiful Condo in Winter Park
Mar 26 – Apr 2
Condo in Winter Park
4.95 out of 5 average rating, 66 reviewsPERFECT COUPLES RETREAT
Jul 13 – 20
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
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