
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/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).

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

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!

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
Enjoy your stay right next to the Gondola here at the Zephyr Mountain Lodge - Winter Park Resort's premier ski-in/ski-out base lodging. This 1-bedroom, 1-bathroom condo is ideal for a small family or couple seeking mountainside convenience and complimentary amenities. Enjoy a direct ski-in/ski-out location, where winter adventures and summer endeavors are easily in reach! End each day with ease - whether you're soaking in the community hot tub or warming up by the unit’s fireplace.

Luxury Ski-In/Out | Ski to Winter Park Resort
Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

Huge Penthouse at Base Winter Park- Best location
This Penthouse has been remodeled with high-end finishes to be a true "Upscale Penthouse". Take a vacation and feel like you are on top of the world. Sit on the deck or in the main room and enjoy your panoramic view of the WP Village and the base where all the activities happen. You will hear the river running below and an occasional train to remind you of the tranquility and history of WP itself. Sit at the writer's desk and look over Mary Jane. 10 person max.

Winter Park Townhome w/ Stunning Slope Views!
Your next Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - directly across from Winter Park Resort with amazing views of the slopes. Your group of up to 8 guests will love returning to the comfort of this home, offering over 1,800 square feet of living space. With such easy access to the slopes, trails, breweries, concerts and more, this is the perfect home base! Winter Park Short-Term Rental Registration No. 005732

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

Slopeside Villa 125 - Hot Tub - Views - Arcade

Summer Escape • Riverfront Stay in WP

Mountain Cabin

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn

Luxury Winter Park Retreat with Private Hot Tub

Walk to Downtown | Hot Tub | Fire place | River |

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

Founders Pointe 4355 Ski In Ski Out Winter Park
Family- and pet-friendly home rentals

Luxury Spa Retreat with Private Hot Tub & Sauna

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Luxury Winter Park Studio*PrivHotTub*Majestic View

Great Condo right on the Creek License #005702

Beautifully Furnished Modern Condo In Downtown WP

The Mountains are calling!

Prime location, amazing views, stylish, sleeps 7

Hot Tub | King Bed | Private Deck | Dog Friendly
Family-friendly home rentals with a pool

Private sauna, amazing view, pool, hot tub!

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

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

Cozy mountain retreat in downtown Winter Park

Into the Ultimate Summer & Endless Discovery

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

Mtn condo - hot tub, bus line, stocked kitchen

Perfect ski Condo
Family-friendly home rentals with Wi-Fi

Chalet Apres | Amazing Location | Hot Tub & Sauna

Ski In/Out Founders Pointe 1-Bedroom with Bunk Bed

Walk to the slopes

The Perch | Cozy + Modern Cabin w/ Hot Tub

New condo with private hot tub

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

2BR/2BA | 2 King Beds, Ski in-ski out

AC, newer 2 Bed / 2 Bath with private Hot tub
Quick stats about family-friendly rentals near Winter Park Resort

Total holiday rentals
Explore 340 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at $176 NZD per night before taxes and fees

Verified guest reviews
Over 6,870 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
190 properties have a dedicated workspace

Wi-Fi availability
340 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 patio Winter Park Resort
- Rentals with a washing machine and dryer Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with an EV charger 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
- Rentals with lake access Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- Townhouse rentals Winter Park Resort
- Condo rentals Winter Park Resort
- Family-friendly rentals Winter Park
- Family-friendly rentals Grand County
- Family-friendly rentals Colorado
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