
Family-friendly holiday rentals in Winter Park
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Winter Park

Total holiday rentals
Explore 1,260 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $129 AUD per night before taxes and fees

Verified guest reviews
Over 31,010 verified reviews to help you choose

Pet-friendly accommodation
Find 220 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
790 properties have a dedicated workspace

Wi-Fi availability
1,260 of Winter Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Park rentals

4.8 Average rating
Winter Park stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Winter Park
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2BR townhome with a loft in a woodsy neighborhood in Winter Park/Fraser. Want a relaxing scenic place to sit by the fire or enjoy Grand County's outdoor adventures? Come stay and enjoy this townhome with access to free shuttle transportation during the winter. Both bedrooms include King beds. The loft includes a daybed that expands to a king bed and the sofa pulls out to a bed. PRIVATE 7 PERSON HOT TUB on patio. Propane Grill, easy access to hiking/biking trails, restaurants, stores, bars, etc.

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!
Beautiful mountain home with panoramic mountain views, located on 5 private acres. Home sleeps 14 and features 5 bedrooms and 3 newly renovated baths, along with a recently remodeled kitchen with granite counters and a magnificent wood-burning fireplace. Relax in the hot tub under the stars after a day of skiing or hiking. Park and store your gear in the 4-car garage. Our retreat is only two miles from downtown Fraser and 12 minutes to Winter Park ski area. *Please note: We do not allow events.

Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ lofted bed) can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
BEST Location in Winter Park!!Trailhead condos offer a year-round heated pool, hot tub, fire pit, patio, clubhouse, large indoor lounge, fitness room & game room. Just steps to Fraser River trail, restaurants, shopping and free ski shuttle. *On Hideaway Park* Access to Summer concerts&festivals, playground, picnic area, fire pit, and skate park to entertain kids! Relax by the fire or private furnished covered deck. Top floor (w/elevator) corner unit w/views! Pets welcome! (w/add'l clean fee).

Winter Park Townhome w/ Stunning Slope Views!
Experience Winter Park from an unbeatable location directly across from Winter Park Resort. Framed by stunning slope views, this beautifully appointed 3-bed/2.5-bath mountain retreat offers more than 1,800 square feet of spacious living for up to 8 guests. Spend your days skiing world-class terrain, hiking scenic trails, or exploring Winter Park’s dining, breweries, and live music, then return to the comfort of your own mountain escape. Winter Park Short-Term Rental Registration No. 005732

Homebase Snowblaze
Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and thirty minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area
Welcome to your modern cabin in the woods, the Bear Cabin. Ideally situated in Rendesvouz, with quick access to downtown Winter Park, Winter Park ski area (free shuttle), and miles of trails. Well-appointed with high-end finishes and a hot tub! Luxurious finishes include a stone fireplace (gas), wide-plank hardwood floors, marble countertops, designer tile, and a hand-hewn beam and mantle. Well-appointed kitchen w/ everything needed for cooking. 2 private bedrooms + loft space with bunk beds.

Scandinavian-Inspired Escape: Modern Cabin w/ Spa
Escape to our Modern Mountain Home in Grand County, Colorado, where luxury meets wilderness! Nestled amidst majestic mountains, this Scandinavian-inspired retreat offers the perfect blend of rustic charm and contemporary comfort. Wake up to breathtaking views, with hiking, biking, and skiing right outside your door. Highlights: • Panoramic mountain views • Close to Winter Park & RMNP • Scandinavian-inspired design • Wood-burning fireplace • Private hot tub Grand County Permit #106884

Winter Park Creekside Chalet with Hot Tub
Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown 1 mile away, Winter Park Resort within a 10 minute drive and 75 steps from the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

Pool Access & Mtn View! Luxe WP Cabin, Near Trails
Rendezvous Neighborhood | 1 Mi to Dtwn Bites & Brews | Walk to Fraser River Adventure begins right out your door at this Winter Park vacation rental, where alpine trails and fresh air set the stage for an unforgettable stay. Hike and bike through scenic terrain, or take advantage of Club MeadowRidge amenities just a short drive away. Then return to unwind in a beautiful cabin thoughtfully designed with custom furniture, modern amenities, and epic views. This is mountain living at its best!

Best Views In WinterPark | FamilyFriendly | Garage
COME FOR THE FUN AND STAY FOR THE BEST VIEWS IN WINTER PARK :) Your 3BR/3BA 1,300+ sqft Family Friendly Condo with Private Garage lives like a Townhome with ample space & privacy for everyone in your group. Upstairs you'll find a fully private master bed with ensuite bath. The 2nd bedroom is super private located right off the entryway with it's own private ensuite full bath as well. At the Winter Park Retreat you'll enjoy spectacular views from your private deck and throughout the home.

Prime location, amazing views, stylish, sleeps 7
Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.
Popular amenities for Winter Park family-friendly rentals
Family-friendly home rentals with a hot tub

View • Fireplace • Hot Tub • Sauna • Pool

Beautifully Furnished Modern Condo In Downtown WP

Mountain Town Luxury Penthouse

Luxury Winter Park Retreat with Private Hot Tub

Trailside Mountain Retreat with Private Hot Tub

Luxury Condo on Main Street - Winter Park, CO

Luxury Mountain Home • Views + Hot Tub

Mountain Views Hot Tub Escape
Family- and pet-friendly home rentals

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Mountain Getaway - Hot Tub & Sauna. Dogs welcome!

Luxury Winter Park Studio*PrivHotTub*Majestic View

Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View

The Mountains are calling!

The Perch | Cozy + Modern Cabin w/ Hot Tub

Cozy Log Cabin Getaway ~ 20 Min to Winter Park

Winter Park Getaway for Mountain Biking/Hiking!
Family-friendly home rentals with a pool

Cozy Cabin on the Fraser River

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

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool

Walk to town! Indoor pool, sauna, hot tubs.

Cozy mountain retreat in downtown Winter Park

Perfect ski Condo

Mtn condo - hot tub, bus line, stocked kitchen

Mountain Modern Cozyville
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $447 AUD | $444 AUD | $421 AUD | $322 AUD | $259 AUD | $284 AUD | $296 AUD | $274 AUD | $266 AUD | $289 AUD | $314 AUD | $485 AUD |
| Avg. temp | -7°C | -7°C | -3°C | -1°C | 4°C | 9°C | 13°C | 12°C | 8°C | 2°C | -3°C | -7°C |
Destinations to explore
- Hotel rooms Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with pools Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with a fire pit Winter Park
- Apartment rentals Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a kayak Winter Park
- Rentals with a fireplace Winter Park
- Rentals with an accessible height toilet Winter Park
- House rentals Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Luxury rentals Winter Park
- Rentals with a sauna Winter Park
- Chalet rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with lake access Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Cabin rentals Winter Park
- Fitness-friendly rentals Winter Park
- Family-friendly rentals Grand County
- Family-friendly rentals Colorado
- Family-friendly rentals United States
- Rocky Mountain National Park
- Red Rocks Amphitheatre
- Breckenridge Ski Resort
- Coors Field
- Empower Field at Mile High
- Vail Ski Resort
- Arapahoe Basin Ski Area
- City Park
- Colorado Convention Center
- Ball Arena
- Keystone Resort
- Beaver Creek Resort
- Loveland Ski Area
- Winter Park Resort
- Pearl Street Mall
- Granby Ranch
- University of Denver
- Ski Cooper
- Denver Zoo
- St. Mary's Glacier
- Fillmore Auditorium
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Elitch Gardens





