Family-friendly holiday 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.
Holiday 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 Winter Park
4.88 out of 5 average rating, 288 reviewsOversized 1bed Ski In/Out MTN VIEWS King&Qn beds
2–9 Aug
Condo in Winter Park
4.91 out of 5 average rating, 254 reviewsOne Bedroom - Winter Park Base
24 Nov – 1 Dec
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
22 Feb – 1 Mar
Apartment in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
2–9 Oct
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
4–11 Nov
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
4–11 Aug
Condo in Winter Park
4.85 out of 5 average rating, 118 reviewsWinter Park Condo in the Heart of Downtown
28 Aug – 4 Sep
Condo in Fraser
4.85 out of 5 average rating, 208 reviewsBeautiful Renovated Condo perfect for Families
22–29 Jan
Family- and pet-friendly home rentals
Condo in Granby
4.82 out of 5 average rating, 459 reviewsLuxurious Mountain Condo
4–11 Apr
Home in Winter Park
4.88 out of 5 average rating, 209 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
16–23 Sep
Apartment in Winter Park
4.97 out of 5 average rating, 233 reviewsBeautifully Furnished Modern Condo In Downtown WP
27 Nov – 4 Dec
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
4–11 Dec
Cabin in Idaho Springs
4.92 out of 5 average rating, 246 reviewsMountain Vacation Home with Amazing views
7–14 Feb
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
21–28 Mar
Cabin in Grand Lake
4.92 out of 5 average rating, 154 reviewsGrand Getaway
8–15 Oct
Home in Fraser
4.85 out of 5 average rating, 103 reviewsMoose Crossing
13–20 Mar
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
17–24 Oct
Condo in Winter Park
4.88 out of 5 average rating, 212 reviewsWinter Park Studio: Resort Access, Mountain Charm
28 Dec – 4 Jan
Condo in Granby
4.78 out of 5 average rating, 117 reviewsRocky Mtn National Park Granby Ranch Mtnside #102
19–26 Jun
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
1–8 May
Townhouse in Granby
4.91 out of 5 average rating, 118 reviewsGranby Retreat at the Ranch - 3bd + loft
24–31 Oct
Apartment in Winter Park
4.67 out of 5 average rating, 6 reviewsRiver front Upscale
29 Dec – 5 Jan
Loft in Granby
4.71 out of 5 average rating, 190 reviewsRustic Mountain escape loft with a great view
29 Nov – 6 Dec
Condo in Winter Park
4.94 out of 5 average rating, 47 reviewsDowntown walk to bars, restaurants Trailhead 212
12–19 Dec
Quick stats about holiday 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
$84 NZD before taxes and fees
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