
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

Beautiful Cozy Studio at the Base-Heated Parking

Escape to High Lonesome Haus in Winter Park

Spacious Mountain Townhome | Private Hot Tub

Ski condo on River in downtown Winter Park!

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

Cozy 1 bedroom Granby Ranch condo

Stylish Studio on Main Street in Winter Park

King Bed & Bunkbed Ski Condo at Granby Ranch
Family- and pet-friendly home rentals

Cozy Mountain Getaway - Minutes to Winter Park

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Private Luxury Mountain Log Home with Hot Tub

Wildhorse Chalet at Grand Elk - With Hot Tub!

Beautifully Furnished Modern Condo In Downtown WP

Getaway Lodge - Cozy Mountain Cabin with Views!

Queen Studio~Hot Tubs~Pool~RMNP

Hot Tub, King Bed, Grill, Deck, & Dog Friendly!
Family-friendly home rentals with a pool

Great View, pool & hot tub, 1 bed & loft sleeps 6

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

Pine in the Sky Condo, Cozy + Close to GR/WP/RMNP

Bear's Den

Cozy 3BR Riverfront Cabin, Family Friendly

Newly Renovated Mountain Modern Condo

Peaceful place on river with great views

Granby Ranch Getaway – Trails, Hot Tub & Firepit
Quick stats about holiday rentals that are family-friendly in Winter Park
Total rentals
1.1K properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
28K reviews
Pet-friendly rentals
210 properties allow pets
Rentals with a pool
460 properties have a pool
Rentals with dedicated workspaces
720 properties have a dedicated workspace
Destinations to explore
- Denver Holiday rentals
- Colorado Springs Holiday rentals
- Breckenridge Holiday rentals
- Northern New Mexico Holiday rentals
- Aspen Holiday rentals
- Santa Fe Holiday rentals
- Vail Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Rentals with pools Winter Park
- Apartment rentals Winter Park
- Rentals with lake access Winter Park
- Rentals with an EV charger Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a fire pit Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with beach access Winter Park
- Rentals with an accessible height toilet Winter Park
- House rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a washing machine and dryer Winter Park
- Chalet rentals Winter Park
- Cabin rentals Winter Park
- Waterfront rentals Winter Park
- Rentals with a kayak Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with a patio Winter Park
- Family-friendly rentals Grand County
- Family-friendly rentals Colorado
- Family-friendly rentals United States
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Elitch Gardens
- Denver Zoo
- Arapahoe Basin Ski Area
- City Park
- Water World
- Pearl Street Mall
- Fillmore Auditorium
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Arrowhead Golf Course
- Downtown Aquarium
- Carousel of Happiness
- Loveland Ski Area
- St. Mary's Glacier