
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.

Slopeside Trademark Mountain Retreat #44
NO PETS Walk to resort (Directly outside the “gate”) Gondola, Shops + Dining. Or, take the free shuttle - 50 seconds on the bus, that's it! Highly Sought After Trademark Development - 1/4 Mile to Gondola Next to the Resort's Blue Spruce Parking lot Outdoor Community hot tub, 360• Mountain View’s 3 story condo, 2 balconies, ski run views FREE bus 7am-2am 3 min drive to downtown, 2 mile walk - paved road along river 65” HD TV, 2 sofas, stocked kitchen 25+book - MAX 8 ADULTS **NO PETS**

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)

Cozy Cabin in Perfect Location
You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

Ski In/Ski Out - Modern Cozy Condo in Winter Park
Welcome to Leone’s Den. This newly renovated studio condo located at the base of Winter Park Resort. Walk less than 150 yards to the slopes! Shops, restaurants, and bars at the Village Base just across the street and a pool sized hot tub! Marvel at the beautiful mountain views from the largest hot tub in Winter Park, brand new in 2025. Enjoy the view of village and mountain landscape while enjoying the warmth of the fireplace. The studio has everything you need for an unforgettable stay.

Beautiful Condo with Hot Tub on Ski Bus Route
Club Meadow Ridge membership is included with your stay. This includes a year-round outdoor heated pool & hot tubs, steam room, fitness, game room, racquetball, basketball, & tennis courts. Exceptional views of the Byers Peak Range! Come & enjoy a newly remodeled rustic modern condo with new furniture and linens. Skiing, snowmobiling, snowshoeing, and tubing in the winter. Conveniently located on the free Lift Bus line. Biking, hiking, swimming, and relaxing in the summer.

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs
Must be 21 or over. No pets, No Smoking. Resort was built in 1982 the commons reflect that. Professional Housekeeping Service. 1st floor walkout Mountain Views of pond & fountain, 300 Sq Ft, Studio Style K-Suite, coffee maker, micro/mini fridge, dining for two, patio w/seating, full size Bathroom w/large tub/shower, double sinks. TV, WiFi, cable, Heated Pool, HotTubs, Sauna. Skiing/boarding, trails and fishing. Grnd Lake, RMNP and Hot Sulphur Springs and Winter Park.

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.

Top floor, larger 1 bedroom in Winter Park Village
Conveniently located in the Winter Park Village at Fraser Crossing, this updated and oversized 1 bedroom condo sleeps 4 comfortably with a FULL KITCHEN!!! Enjoy the views that come with this peaceful and conveniently located penthouse unit. Close to entertainment, activities, restaurants, ice skating rink, and adventure! Most importantly, a short 2 minute walk to the Gondola...park your car and forget about it.

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

Relax, Adventure, Views, Amenities+Memories

Ski condo on River in downtown Winter Park!

Luxury Cabin 44 I HotTub I Discounted Attractions

Elevation Station in Snowblaze condominiums

NEW 2 BR condo by Winter Park w/private hot tub

Winter Park/Fraser Condo W/Hot Tub & Mountain View

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds

The Rustic Moose
Family- and pet-friendly home rentals

Luxury Winter Park Cabin w/Hot Tub & Pet Friendly

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

Cozy Mountain Getaway - Minutes to Winter Park

MooseHaven - Cozy Condo at St Mary's

Getaway Lodge - Cozy Mountain Cabin with Views!

Michael’s Dream Views in Winter Park, CO condo #15

Granby Mountain Retreat

Cozy Modern Condo on The Lake
Family-friendly home rentals with a pool

Riverfront Cabin! Skiing • Fly-Fishing • Hiking

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

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

Cozy mountain retreat in downtown Winter Park

King Bed & Bunkbed Ski Condo and Granby Ranch

Cozy 3BR Riverfront Cabin, Family Friendly

Walk to Town, Front Door Ski Shuttle Pick-up!

Newly Renovated Mountain Modern Condo
Quick stats about vacation rentals that are family-friendly in Winter Park
Total rentals
1.1K properties
Nightly prices starting at
R173 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