
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.

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

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!
Town of Winter Park license (007884) Newly renovated studio in Snowblaze Condominiums! Perfect location in the Town of Winter Park, close to Winter Park Resort and bus stop outside the front door, and walking distance from all the shops, restaurants, and bars in town! Super comfy Queen size bed in a large studio apartment, large couch and ottoman with huge TV! Updated amenities for the community! Pool has been refinished, new outdoor fire pit area, access to gym and community areas included.

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.

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.

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.

Amazing Top Floor WP Getaway!
Beautiful condo with excellent access to all Winter Park has to offer! Relax by the wood burning fireplace after a day of the world's best skiing (the shuttle picks up right out front), hiking, mountain biking. 1/4 mile walking trail (or 3 minute drive) drops you right in the heart of Winter Park. Amazing views from three decks! Includes underground parking, ski locker, hot tubs, pool, exercise room, game room, bar, and restaurant within the building. Fully equipped kitchen.

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.

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.

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, Luxury amenities +Free parking
Discover the perfect mountain retreat! Enjoy seamless ski-in/ski-out access, a first-floor location, and unwind in the indoor/outdoor heated pool and new hot tubs. Stay fit in our on-site fitness center, park hassle-free, and explore with a free local shuttle at your doorstep. With custom queen and bunk murphy beds, this cozy escape offers comfort and convenience. Your mountain getaway awaits – embrace the charm, relax, and make unforgettable memories!

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.

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

Newly Remodeled Studio at WP Base-Great location

Private sauna, amazing view, pool, hot tub!

Spacious Mountain Townhome | Private Hot Tub

One Bedroom Condo - Winter Park Resort Base Area

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

Michael’s Dream Condo #15 Winter Park

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

SLOPESIDE - Ski-In/Ski-Out - Steps to THE GONDOLA
Family- and pet-friendly home rentals

Luxury Spa Retreat with Private Hot Tub & Sauna

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

Beautifully Furnished Modern Condo In Downtown WP

Calm vibes and a great view at the Alpen Rose

Cozy 1 bedroom Granby Ranch condo

Winter has arrived!

Walkout Queen Studio | Pet Friendly + Hot Tubs

Aspen grove apartment
Family-friendly home rentals with a pool

Ski-In/Ski-Out Cozy Studio Retreat

Cozy Condo on the Fraser River

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

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

Updated Ski-in / Ski/Out Condo at Winter Park

Mini Moose Lodge

Winter Park Riverside Retreat WP ST Reg#005544

The Adventure Loft-modern luxury in Winter Park!
Family-friendly home rentals with Wifi

Chalet Apres | Amazing Location | Hot Tub & Sauna

Cozy home base for a great trip!

Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort

Ski-in/Ski-out Winter Park Studio

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

Winter Park Ski-In/Out Studio | Hot Tubs + Views

Winter Park Townhome w/ Stunning Slope Views!

The Little Palace-Full Amenities
Quick stats about family-friendly rentals near Winter Park Resort

Total vacation rentals
Explore 320 vacation rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort vacation rentals start at G$12,532 GYD per night before taxes and fees

Verified guest reviews
Over 6,480 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
320 of Winter Park Resort vacation rentals include wi-fi access

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

4.8 Average rating
Winter Park Resort stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Fitness-friendly rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Condo rentals Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with a washer and dryer Winter Park Resort
- Townhouse rentals Winter Park Resort
- Rentals with pools Winter Park Resort
- Rentals with a home theater Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- Rentals with lake access Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- House rentals Winter Park Resort
- Family-friendly rentals Winter Park
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