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
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
22–29 Oct
Flat in Fraser
4.82 out of 5 average rating, 185 reviewsPrivate Indoor Hot Tub-Two Bedroom/Two Bathroom
16–23 Jul
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
9–16 Nov
Apartment in Fraser
4.85 out of 5 average rating, 208 reviewsBeautiful Renovated Condo perfect for Families
10–17 Dec
Flat in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
7–14 Oct
Loft in Granby
4.84 out of 5 average rating, 267 reviewsCozy Granby Mountain Getaway
15–22 Oct
Apartment in Winter Park
4.91 out of 5 average rating, 256 reviewsOne Bedroom - Winter Park Base
6–13 Mar
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
9–16 Aug
Family- and pet-friendly home rentals
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
7–14 May
Flat in Winter Park
4.97 out of 5 average rating, 233 reviewsBeautifully Furnished Modern Condo In Downtown WP
14–21 Nov
Apartment in Granby
4.82 out of 5 average rating, 459 reviewsLuxurious Mountain Condo
16–23 Apr
Home in Fraser
4.87 out of 5 average rating, 122 reviewsNewer High-End Mountain Cabin 12-14
20–27 Oct
Cabin in Idaho Springs
4.92 out of 5 average rating, 246 reviewsMountain Vacation Home with Amazing views
8–15 Dec
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
25 Mar – 1 Apr
Home in Grand Lake
4.98 out of 5 average rating, 174 reviewsMoose Manor-Beautiful, Clean, Private Family Cabin
10–17 Jan
Cabin in Grand Lake
4.92 out of 5 average rating, 154 reviewsGrand Getaway
27 Oct – 3 Nov
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
21–28 May
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
6–13 May
Townhouse in Granby
4.91 out of 5 average rating, 118 reviewsGranby Retreat at the Ranch - 3bd + loft
23–30 Nov
Apartment in Winter Park
4.88 out of 5 average rating, 43 reviewsBeautiful Condo in Winter Park
23–30 Mar
Home in Winter Park
4.89 out of 5 average rating, 53 reviewsLux Resort Villa 607 - $500 Free Activities Daily
11–18 Jan
Flat in Winter Park
4.67 out of 5 average rating, 6 reviewsRiver front Upscale
4–11 May
Apartment in Winter Park
4.94 out of 5 average rating, 47 reviewsDowntown walk to bars, restaurants Trailhead 212
11–18 Sept
Apartment in Winter Park
4.95 out of 5 average rating, 66 reviewsPERFECT COUPLES RETREAT
10–17 Jul
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
£40 before taxes and fees
Destinations to explore
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