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
4.85 out of 5 average rating, 208 reviewsBeautiful Renovated Condo perfect for Families
Oct 31 – Nov 7
Loft in Granby
4.84 out of 5 average rating, 267 reviewsCozy Granby Mountain Getaway
Oct 10 – 17
Condo in Winter Park
4.91 out of 5 average rating, 254 reviewsOne Bedroom - Winter Park Base
Nov 25 – Dec 2
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
Oct 19 – 26
Home in Parshall
4.94 out of 5 average rating, 134 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
Jul 28 – Aug 4
Apartment in Winter Park
4.97 out of 5 average rating, 233 reviewsBeautifully Furnished Modern Condo In Downtown WP
Oct 26 – Nov 2
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
Nov 5 – 12
Apartment in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
Oct 3 – 10
Family- and pet-friendly home rentals
Home in Winter Park
4.88 out of 5 average rating, 209 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
Sep 16 – 23
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
Dec 15 – 22
Cabin in Idaho Springs
4.92 out of 5 average rating, 246 reviewsMountain Vacation Home with Amazing views
Jan 27 – Feb 3
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
Mar 21 – 28
Home in Grand Lake
4.98 out of 5 average rating, 174 reviewsMoose Manor-Beautiful, Clean, Private Family Cabin
Jan 6 – 13
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
Mar 14 – 21
Cabin in Grand Lake
4.96 out of 5 average rating, 228 reviewsAngler Cabin #5: Lupine Village at Grand Lake
Sep 25 – Oct 2
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
Oct 22 – 29
Apartment in Winter Park
4.87 out of 5 average rating, 174 reviewsBeautiful 2-2 Mountain Condo
Jan 13 – 20
Condo in Granby
4.89 out of 5 average rating, 153 reviewsGranby Awesomeness
May 13 – 20
Condo in Winter Park
4.88 out of 5 average rating, 212 reviewsWinter Park Studio: Resort Access, Mountain Charm
Dec 29 – Jan 5
Loft in Granby
4.82 out of 5 average rating, 108 reviewsRMNP Vacay Condo Granby Ranch Mountainside #69
May 13 – 20
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
May 3 – 10
Home in Winter Park
4.89 out of 5 average rating, 53 reviewsLux Resort Villa 607 - $500 Free Activities Daily
Sep 29 – Oct 6
Condo in Winter Park
4.88 out of 5 average rating, 43 reviewsBeautiful Condo in Winter Park
Mar 20 – 27
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
€ 47 before taxes and fees
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