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
Apartment in Fraser
4.85 out of 5 average rating, 208 reviewsBeautiful Renovated Condo perfect for Families
26 Apr – 3 May
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
5–12 Nov
Townhouse in Winter Park
4.91 out of 5 average rating, 190 reviewsBeautiful Townhome in Downtown Winter Park!
30 Oct – 6 Nov
Townhouse in Fraser
4.87 out of 5 average rating, 202 reviewsResort Condo w/ Clubhouse in Fraser-sleeps 6! RMNP
27 Jun – 4 Jul
Flat in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
21–28 Oct
Loft in Granby
4.84 out of 5 average rating, 268 reviewsCozy Granby Mountain Getaway
13–20 Aug
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
15–22 Aug
Flat in Winter Park
4.87 out of 5 average rating, 174 reviewsBeautiful 2-2 Mountain Condo
24–31 Jan
Family- and pet-friendly home rentals
Apartment in Granby
4.82 out of 5 average rating, 459 reviewsLuxurious Mountain Condo
10–17 Jan
Townhouse in Winter Park
4.95 out of 5 average rating, 120 reviewsBest Value Luxury Townhome - Lakota
5–12 Nov
Flat in Winter Park
4.97 out of 5 average rating, 234 reviewsBeautifully Furnished Modern Condo In Downtown WP
23–30 Jan
Home in Winter Park
4.88 out of 5 average rating, 211 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
26 Apr – 3 May
Cabin in Idaho Springs
4.92 out of 5 average rating, 247 reviewsMountain Vacation Home with Amazing views
4–11 Feb
Cabin in Idaho Springs
4.98 out of 5 average rating, 156 reviewsBeautiful log cabin on the creek!
27 Apr – 4 May
Home in Fraser
4.85 out of 5 average rating, 103 reviewsMoose Crossing
24–31 Dec
Cabin in Grand Lake
4.92 out of 5 average rating, 154 reviewsGrand Getaway
6–13 Jun
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
28 May – 4 Jun
Apartment in Granby
4.78 out of 5 average rating, 117 reviewsRocky Mtn National Park Granby Ranch Mtnside #102
7–14 Jul
Townhouse in Granby
4.93 out of 5 average rating, 103 reviewsBeautiful Townhome in Granby Ranch
14–21 May
Flat in Winter Park
4.67 out of 5 average rating, 6 reviewsRiver front Upscale
1–8 Sep
Home in Winter Park
4.89 out of 5 average rating, 53 reviewsLux Resort Villa 607 - $500 Free Activities Daily
4–11 Feb
Apartment in Winter Park
4.95 out of 5 average rating, 66 reviewsPERFECT COUPLES RETREAT
18–25 Jul
Loft in Granby
4.71 out of 5 average rating, 190 reviewsRustic Mountain escape loft with a great view
17–24 May
Apartment in Winter Park
4.95 out of 5 average rating, 58 reviews3 BR Penthouse. Walk to town. Family friendly!
16–23 Nov
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
€ 47 before taxes and fees
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