
Family-friendly vacation rentals in Winter Park
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Top-rated family-friendly rentals in Winter Park
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Mountain Modern Cozyville
Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

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 (+ loft) space 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)

Tipsy Fox @ Downtown Winter Park Near the Slopes!
Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities!

Cozy mountain retreat in downtown Winter Park
Lovingly remodeled Hi Country Haus 1 bedroom 1 bathroom condo central to downtown Winter Park. Use our Tiny Mountain Retreat as a launchpad to all the local access Winter Park has to offer or as a space for rejuvenation in this beautiful mountain town. Incredible access to local trail running, mountain biking, backpacking, fly-fishing, hiking and skiing. Grand Lake and Rocky Mountain National Park are easily and often visited from our spot as well. WP Short-term rental registration #019404

NEW 2 BR condo by Winter Park w/private hot tub
BRAND NEW Contemporary 2 BR 1 BA near Winter Park Ski Resort with Private Hot Tub on FREE Shuttle route. NEWLY CONSTRUCTED HIP MOUNTAIN condo with over 40K in UPGRADES styled with private deck. Only 2 miles to Winter Park Ski Resort. NOT A PARTY HOUSE! NO HOT TUB USE AFTER 10pm. Please note, in case of damage, deposit will be taken. Close to restaurants and shops located in both Fraser and Winter park. **Be sure to check the resort website for the latest on Skiing and events at winter park**

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.

Peaceful place on river with great views
Amazing location in Winterpark; secluded by trees,mountains, river and pond in front of building with a peaceful wilderness surrounding. Leave your car and walk to restaurants, shops, market and activities. Next to Great trails for MTBiking, hiking, walking or snowshoe and cross country in the winter. This place has it all for easy convenience. Enjoy the new Recreational center with indoor pool, hot tubs, showers, game/ kids room, exercise room and laundry facilities. Non-Smoking/Pet condo

Main Street Luxury- Downtown with Hot Tub & Trails
You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers.

Fall in to winter at Madge’s. Pets welcome!
Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite winter activities; Fraser Valley has them in spades! After enjoying a perfect Colorado winter day, come back to your spacious room for a drink by your cozy fireplace to think about what restaurant to enjoy to cap a wonderful day.

Studio Condo in the Heart of Winter Park! lic#9602
You're steps from terrific shops, bars, and restaurants. Right outside the condo is the free bus stop to world-class skiing at Winter Park. It is a 3-minute bus ride and frequents every 15 minutes in the winter. Free covered parking is included on a first-come basis. All new kitchen appliances installed in February 2024! Note: There's no A/C in the unit, but there is an evaporative cooler to help keep the unit cool in summer.

Winter Park Studio: On the River~ Walk Downtown!
Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer. Dine-out, shop, enjoy coffee at a café, cocktails at happy hour, hike/bike and catch the ski shuttle all within a five-minute walk from your front door! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet.

Updated Condo | Washer Dryer | Steps to Shuttle
This 1 bed 1 bath condo provides all the essentials for your stay and the light and open floor plan makes you feel right at home. Located walking distance from trails, shuttle stop, supermarket, coffee shops, local restaurants, and just an 8-minute drive to the base of Winter Park. A small pond with benches and mountain views sits behind the unit, offering additional outdoor space right at your fingertips.
Popular amenities for Winter Park family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy 2BR/2B Condo on Winter Park bus route

Private sauna, amazing view, pool, hot tub!

Beautiful Condo with Hot Tub on Ski Bus Route

Luxury Cabin 44 I HotTub I Discounted Attractions

Bear's Den

Luxury Mountain Retreat with Hot Tub

Spacious Cabin Retreat w/ Hot Tub Near It All

Winter Park Retreat: Sleeps 6 - 2 BR / 2 BA
Family- and pet-friendly home rentals

Downtown, Pvt Hot Tub, Mtn View, Dog-Friendly!

Cozy Mountain Getaway - Minutes to Winter Park

MooseHaven - Cozy Condo at St Mary's

Brand new creek side chateau. Now with Hot Tub!

Calm vibes and a great view at the Alpen Rose

Getaway Lodge - Cozy Mountain Cabin with Views!

Aspen grove apartment

Michael’s Dream Views in Winter Park, CO condo #15
Family-friendly home rentals with a pool

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

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

FREE WP ski bus - King bed - pool & hot tubs @ rec

King Bed & Bunkbed Ski Condo and Granby Ranch

Cozy 3BR Riverfront Cabin, Family Friendly

1BR Condo in Winter Park, CO

Newly Renovated Mountain Modern Condo

Meadowridge Mountain View Condo
Quick stats about vacation rentals that are family-friendly in Winter Park
Total rentals
1.1K properties
Nightly prices starting at
R174 ZAR before taxes and fees
Total number of reviews
28K reviews
Pet-friendly rentals
210 properties allow pets
Rentals with a pool
440 properties have a pool
Rentals with dedicated workspaces
700 properties have a dedicated workspace
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- 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
- Arapahoe Basin Ski Area
- Denver Zoo
- Elitch Gardens
- Fillmore Auditorium
- City Park
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Loveland Ski Area
- Ski Cooper
- Arrowhead Golf Course
- Downtown Aquarium
- St. Mary's Glacier