
Family-friendly rentals near Winter Park Resort
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Top-rated family-friendly rentals near Winter Park Resort
Guests agree: these stays 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.

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

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.

Charming Suite in Old Town Winter Park
Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & FREE PARKING! Take a 10-15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Territories.

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!

3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
Nestled in the heart of the picturesque Winter Park, Colorado, this exquisite 3-bedroom, 3-bath condo with full size beds bunk room is a perfect mountain retreat that combines rustic charm with modern comforts. Located on the top floor, this corner unit boasts high vaulted ceilings, offering an open and airy atmosphere that's further enhanced by stunning mountain views. Whether you're seeking a cozy winter haven or a refreshing summer escape, this condo promises an unforgettable experience.

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.

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of the Mountain. Walking distance to shopping, restaurants, & activities! One of only a handful of units with direct outdoor access. UPDATE: New hot tub is OPEN! Permit #009238

Ski In/Ski Out - Modern Cozy Condo in Winter Park
Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

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.
Popular amenities for family-friendly rentals near Winter Park Resort
Family-friendly home rentals with a hot tub

Ski-In/Out & Trestle Access | Pool

Winter Park Studio: On the River~ Walk Downtown!

Mountain Town Luxury Penthouse

NEW Ski In/Out Condo w/ Hot Tub & Balcony

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

High-End Ski-In/Out Luxury | Library Room | Views

Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!

Homebase Snowblaze
Family- and pet-friendly home rentals

Luxury Spa Retreat with Private Hot Tub & Sauna

Studio Downtown Winter Park

Tipsy Fox @ Downtown Winter Park Near the Slopes!

View • Fireplace • Hot Tub • Sauna • Pool

Luxury Winter Park Studio*PrivHotTub*Majestic View

Luxury Winter Park Retreat with Private Hot Tub

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

Prime location, amazing views, stylish, sleeps 7
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

On Fraser River - King bed - pool & hot tubs @ rec

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

Cozy mountain retreat in downtown Winter Park

Four-Season Winter Park Condo w/ Pool Access!

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!
Family-friendly home rentals with Wi-Fi

Winter Park Ski Resort - Top Floor

Chateau Louise • Group & Family Friendly • Central

Trailside Mountain Retreat with Private Hot Tub

Walk to the slopes

Luxury Condo on Main Street - Winter Park, CO

Ski in / Ski out at Winter Park - pool & hot tub

The Coop: Trestle Bike Park +Ski In Ski Out Studio

Updated Condo at Trestle Bike Park in Winter Park
Quick stats about family-friendly rentals near Winter Park Resort

Total holiday rentals
Explore 330 holiday rentals in Winter Park Resort

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

Verified guest reviews
Over 6,950 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
330 of Winter Park Resort holiday rentals include Wi-Fi access

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

4.9 Average rating
Winter Park Resort stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Winter Park Resort
- Rentals with lake access Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Apartment rentals Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with pools Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- House rentals Winter Park Resort
- Condo rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Townhouse rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
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