Kid-friendly holiday rentals in Winter Park
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Winter Park
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Winter Park
4.95 out of 5 average rating, 130 reviewsWinter Park Creekside Chalet with Hot Tub
22 Feb – 1 Mar
Home in Fraser
4.99 out of 5 average rating, 150 reviewsRelax and Have Fun in Our Beautiful Home
10–17 May
Home in Winter Park
4.97 out of 5 average rating, 102 reviews5 Acres, Hot Tub w/Mountain Views, Sledding Hill!
3–10 Oct
Home in Fraser
4.95 out of 5 average rating, 130 reviewsBeautiful All-Season Mountain Home
7–14 Nov
Home in Parshall
4.94 out of 5 average rating, 134 reviewsPARSHALL PLACE *** Your Relaxing Rockies Retreat
30 Aug – 6 Sep
Home in Winter Park
4.88 out of 5 average rating, 210 reviewsBeautiful Rustic Home, 4 BDR+ Bonus Room!
13–20 Oct
Home in Tabernash
4.95 out of 5 average rating, 210 reviewsMillion Dollar Views
6–13 Aug
Home in Georgetown
4.83 out of 5 average rating, 337 reviewsTHE BARN at Georgetown
14–21 Nov
Family-friendly apartment rentals
Flat in Winter Park
4.85 out of 5 average rating, 289 reviewsVillage of Winter Park Condo
14–21 May
Flat in Winter Park
4.81 out of 5 average rating, 124 reviewsLovely one bedroom Apartment in an Aspen forest.
3–10 Aug
Flat in Winter Park
4.94 out of 5 average rating, 100 reviewsCalm vibes and a great view the at the Alpen Rose
5–12 Aug
Flat in Winter Park
4.97 out of 5 average rating, 233 reviewsBeautifully Furnished Modern Condo In Downtown WP
11–18 Oct
Flat in Fraser
4.82 out of 5 average rating, 185 reviewsPrivate Indoor Hot Tub-Two Bedroom/Two Bathroom
3–10 Aug
Flat in Winter Park
4.97 out of 5 average rating, 186 reviewsOpulent Ski in/Ski Out Studio, Hot Tub
11–18 Jul
Flat in Fraser
4.97 out of 5 average rating, 137 reviewsGorgeous views! Remodeled well appointed condo.
5–12 Oct
Flat in Grand Lake
4.85 out of 5 average rating, 530 reviewsWorlds End STE #5: 2BD/2BA balcony over boardwalk!
7–14 Feb
Family-friendly apartment rentals
Apartment in Winter Park
4.93 out of 5 average rating, 115 reviewsMinutes from the lifts, seconds from the hot tub.
2–9 Jun
Apartment in Winter Park
4.91 out of 5 average rating, 111 reviewsSki In/Ski Out - Modern Cozy Condo in Winter Park
18–25 May
Apartment in Fraser
4.9 out of 5 average rating, 134 reviewsComfortable Mountain Retreat
17–24 Nov
Apartment in Granby
4.93 out of 5 average rating, 178 reviewsPine in the Sky Condo, Cozy & Contemporary + Views
23–30 Jul
Apartment in Winter Park
4.88 out of 5 average rating, 212 reviewsWinter Park Studio: Resort Access, Mountain Charm
18–25 Aug
Apartment in Winter Park
5.0 out of 5 average rating, 111 reviewsFresh & Clean, 5-Star, In-Town, Trails, Shuttle
11–18 Sep
Apartment in Winter Park
4.93 out of 5 average rating, 110 reviewsWinter Park Riverside Retreat WP ST Reg#005544
16–23 Sep
Apartment in Winter Park
4.78 out of 5 average rating, 238 reviewsMichael’s Dream Views in Winter Park, CO condo #15
22–29 Sep
Quick stats about holiday rentals that are kid-friendly in Winter Park
Total rentals
290 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
230 properties are a good fit for families
Total number of reviews
14K reviews
Nightly prices starting at
$82 SGD before taxes and fees
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