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
Loft in Granby
4.84 out of 5 average rating, 267 reviewsCozy Granby Mountain Getaway
16–23 Oct
Apartment in Granby
4.96 out of 5 average rating, 137 reviewsGranby Ranch Condo near Grand Lake & RMNP
7–14 Nov
Apartment in Fraser
4.85 out of 5 average rating, 208 reviewsBeautiful Renovated Condo perfect for Families
15–22 Oct
Flat in Fraser
4.82 out of 5 average rating, 185 reviewsPrivate Indoor Hot Tub-Two Bedroom/Two Bathroom
3–10 Aug
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
20–27 Sep
Apartment in Winter Park
4.91 out of 5 average rating, 255 reviewsOne Bedroom - Winter Park Base
26 Nov – 3 Dec
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
7–14 Nov
Flat in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
5–12 Oct
Family- and pet-friendly home rentals
Home in Winter Park
4.88 out of 5 average rating, 210 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
13–20 Oct
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
8–15 Dec
Cabin in Idaho Springs
4.92 out of 5 average rating, 246 reviewsMountain Vacation Home with Amazing views
9–16 Feb
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
22–29 Mar
Home in Grand Lake
4.98 out of 5 average rating, 174 reviewsMoose Manor-Beautiful, Clean, Private Family Cabin
7–14 Jan
Cabin in Grand Lake
4.92 out of 5 average rating, 154 reviewsGrand Getaway
27 Nov – 4 Dec
Home in Fraser
4.85 out of 5 average rating, 103 reviewsMoose Crossing
15–22 Dec
Cabin in Grand Lake
4.92 out of 5 average rating, 145 reviewsBest Location in Town! Cozy Cabin in Grand Lake
20–27 Apr
Family-friendly home rentals with a pool
Apartment in Winter Park
4.73 out of 5 average rating, 159 reviews2 bedroom condo on river, perfect get away
15–22 Jun
Flat in Winter Park
4.87 out of 5 average rating, 174 reviewsBeautiful 2-2 Mountain Condo
15–22 Jan
Apartment in Granby
4.89 out of 5 average rating, 153 reviewsGranby Awesomeness
15–22 May
Apartment in Granby
4.78 out of 5 average rating, 117 reviewsRocky Mtn National Park Granby Ranch Mtnside #102
3–10 Jul
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
6–13 May
Apartment in Fraser
4.68 out of 5 average rating, 144 reviews3 bed 3 bath Meadow Ridge condo w/ clubhouse
14–21 May
Apartment in Winter Park
4.88 out of 5 average rating, 43 reviewsBeautiful Condo in Winter Park
21–28 Mar
Apartment in Winter Park
4.51 out of 5 average rating, 59 reviewsDowntown Winter Park | 1-Stop Shuttle to Bike Park
8–15 Apr
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
$68 SGD before taxes and fees
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