
Home rentals with a pool near Winter Park Resort
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Winter Park Resort
Guests agree: these stays are highly rated for location, cleanliness, and more.

Entire Condo In The Heart of Winter Park
Roomy studio sleeps 4, wood, tile and granite floors. Full kitchen with dishwasher, queen size Murphy bed(recesses into wall ) and queen sleeper sofa, bathroom with tub and shower. Separate vanity sink area. Top floor and great views!! Full access to indoor swimming pool , gym, yoga room, hot and dry sauna, and both indoor/outdoor jacuzzis. Free parking is available. Free Ski slope bus stop right in front of condominiums. Great location right in the heart of Winter Park!!!TOWP STR Permit #6104

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).

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.

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.

Condo Overlooking River in Town of Winter Park
Our Condo overlooks the beautiful Fraser River close to downtown Winter Park in the heart of the Rocky Mountains. Just a few minute walk to restaurants, pubs, shops, hiking trails, and all that Winter Park has to offer! Soak in one of the hot tubs at the nearby clubhouse after a full ski day or cool off in the indoor pool after adventuring out on a hike or bike ride. Enjoy the convenience of the winter ski shuttle (Blue line) behind the building for a 15-minute ride to Winter Park Ski Resort.

Walk to Town, Front Door Ski Shuttle Pick-up!
Located in the heart of Winter Park, this stylish top floor condo is a 2 bedroom 2 bath that's perfectly situated to meet all your vacation needs. Convenient front door ski shuttle pickup/drop-off! The condo is tucked away on a beautiful hillside, allowing for privacy and panoramic views, only a couple of blocks away from restaurants/bars. It includes two queen size beds, a sofa sleeper, fully-stocked kitchen, wood-burning fire place, spacious private patio, skylights, and new furniture.

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub
1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. It is a great place to curl up next to the electric fireplace, relax, and unwind after a full day of outdoor activities.

Four-Season Winter Park Condo w/ Pool Access!
Seasonal recreation on world-class mountain trails awaits at this Winter Park vacation rental! Located in the Trailhead Lodges community - under a half-mile to the closest ski shuttle - this 2-bedroom, 2-bath condo offers all the at-home comforts in a premier mountain destination. Work remotely with beautiful views while also enjoying easy access to countless year-round outdoor activities for the whole group. You’ll also have access to a community pool, hot tub, clubhouse, and more!

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.

Michael’s Dream Condo #15 Winter Park
Located in Downtown WP, Condo 15, top floor, awesome views, in Hi Country Haus Condominiums, Lic#009357. Check out WP resort website for exciting improvements. World class skiing, biking, hike, fish, restaurants, shops, breweries, Hideway Park (sledding hill, Concerts, skateboard). WALK TO Fireside Grocery Market, Foundry Movies/Bowling/Pizza, Grand Park Rec Center and more. HCH has exclusive Rec center. WP RESORTS FREE BUS, pick up across our parking lot.

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!
Popular amenities for rentals with a pool near Winter Park Resort
House rentals with a pool

Chill 301 | Pool + Hot Tub

Cozy mountain home w/ hot tub & fireplace

Luxury Ski-In/Out, 2 Family Rooms, Hot Tub, Views

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

Alpine Vista Escape

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*

The Evangeline Haus *Dog Friendly

Luxury Loft 10 I Hot Tub I Discounted Attractions
Condo rentals with a pool

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

Private sauna, amazing view, pool, hot tub!

Beautiful Condo with Hot Tub on Ski Bus Route

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

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

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

Ground floor 2 bedroom, at Hi Country Winter Park

The Mountainside at Granby Ranch
Other vacation rentals with a pool

Ski-In/Ski-Out Cozy Studio Retreat

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

The Little Palace-Full Amenities

The Rustic Moose

Ski-in / Ski-out Studio Condo

Mini Moose Lodge

Renovated Condo- Perfect for a Family Getaway!

Ski-in Ski-Out Winter Park Condo
Quick stats about rentals with a pool near Winter Park Resort

Total vacation rentals
Explore 120 vacation rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 2,990 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 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
- Rentals with lake access Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Townhouse rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- House rentals Winter Park Resort
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- Pet-friendly rentals Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with a home theater Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Condo rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Rentals with a washer and dryer Winter Park Resort
- Rentals with pools Winter Park
- Rentals with pools Grand County
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- Rentals with pools United States
- Breckenridge Ski Resort
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- Arapahoe Basin Ski Area
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- City Park
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- Denver Botanic Gardens
- Water World
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- Fraser Tubing Hill
- Carousel of Happiness
- Downtown Aquarium
- Eldorado Canyon State Park




