
Holiday rentals with outdoor seating near Winter Park Resort
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating near Winter Park Resort
Guests agree: these stays 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**

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)

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

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.

Main Street Luxury - 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 by the elevator.

Amazing Condo at the Base of Winter Park Resort
Our home at the base of the Winter Park Resort (100 meters from the Gondola) is updated (paint, furniture, lighting, bedding, kitchen supplies), clean, and modern to provide a cozy and comfortable base for every mountain activity: Ski, bike, play, hike, relax, and renew with a hot tub only 2 meters away. King bed, comfortable queen sleeper and a port-a-crib if you need it make this great for a family/group retreat. Winter Park Short-Term Rental Registration No. 4328

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.

Winter Park Condo on the River: Walk to Downtown!
Welcome to Riverview where you will enjoy privacy and beautiful views of the Fraser River from this stylish retreat. This one-bedroom condo is equipped with a pillow soft queen-size bed, queen-size sofa sleeper, full kitchen, bathroom, electric fireplace, & patio. Located directly across from a ski shuttle stop and a short walk to Winter Park's Main St. lined with shops and dining.

SLOPESIDE - Ski-In/Ski-Out - Steps to THE GONDOLA
ZEPHYR MOUNTAIN LODGE! MOUNTAIN MODERN UPDATED, TRUE SKI-IN SKI-OUT OVERSIZED 2BR/2BA CONDO ON AMENITY LEVEL(Slopeside). Located right next to THE GONDOLA!! Our oversized balcony looks out at CORRIDOR run from one side and overlooks The Village from the opposite side. No building is closer to the slopes at Winter Park resort than Slopeside.
Popular amenities for rentals with outdoor seating near Winter Park Resort
House rentals with outdoor seating

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Modern Downtown Home w/ Private Sauna on Bus Line

Indulge | Majestic Views | Teepee | Hot Tub

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

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub

Spacious Cabin Retreat • Hot Tub, Fireplace, Views

Winter Park Creekside Chalet with Hot Tub

Winter Park & Grand Lake Home! Views! Hot Tub!
Apartment rentals with outdoor seating

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Luxury Winter Park Studio*PrivHotTub*Majestic View

The Alpen Rose- Cozy cabin feel w/amazing Views

Alpine Getaway

WPResort sunny 2BR, 10min walk to gondola,free bus

Aspen grove apartment

Cozy Condo on the Fraser River

Private Indoor Hot Tub-Two Bedroom/Two Bathroom
Apartment rentals with outdoor seating

Winter Park | Top-Floor | Pool & Hot Tub | Ski Bus

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

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

2.5 BR Near Winter Park Base & Gondola, Riverfront

Michael’s Dream Condo #15 Winter Park

Winter Park Condo w/ Hot Tub & Mountain Views!

Luxury Ski-In/Out | Ski to Winter Park Resort

Top Floor Condo Steps From Free Shuttle w/Hot Tub
Other holiday rentals with outdoor seating

3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub

Remodeled Ski In/Out Condo. 30 Sec Walk To Slope!

Zephyr Mountain Lodge 1606 | Base Area Condo

Spacious Mountain Townhome | Private Hot Tub

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

Zephyr Mountain Lodge - 1BR Beautifully Renovated

Cozy WP Condo near Downtown & Skiing -K & Q Bed

Ski-in / Ski-out Studio Condo
Quick stats about holiday rentals with outdoor seating near Winter Park Resort

Total holiday rentals
Explore 230 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 8,640 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
230 of Winter Park Resort holiday rentals include wifi 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 firepit Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with pools Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with a washing machine and dryer Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- House rentals Winter Park Resort
- Townhouse rentals Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Rentals with lake access Winter Park Resort
- Flat rentals Winter Park Resort
- Rentals with outdoor seating Winter Park
- Rentals with outdoor seating Grand County
- Rentals with outdoor seating Colorado
- Rentals with outdoor seating United States
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