
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.

Mountain Modern Cozyville
Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

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).

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
Modern rustic condo nestled in the heart of Winter Park, CO. Completely remodeled, this charming retreat combines contemporary comfort with mountain elegance. The condo sleeps 9 comfortably with 3 cozy bedrooms, 2 full bathrooms, a fully-equipped kitchen with stainless steel appliances, and a warm living room area, perfect for relaxing after a day of mountain adventures. Enjoy easy access to local shops, dining, Lyft bus stop, and the resort. Ideal for families seeking a serene mountain getaway

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.

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!
Well furnished 2 bedroom, 2 bath unit at Silverado II, sleeps 6 comfortably with the sleeper sofa in the living room. Enjoy the indoor pool, jacuzzi, sauna, game room, and underground parking on site. Dedicated free wifi available in our unit. The ski area is a free shuttle ride away and town is just a short walk down the mountain. In winter, enjoy world class alpine skiing, cross-country skiing, tubing and ice skating. In summer, experience mountain biking, alpine slide and horseback riding.

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.

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!

Cozy DT condo mins from slopes
Welcome to your perfectly located ski getaway! This updated 2BD/2BA Beaver Village condo has its own shuttle line with the bus stop just a few steps from your door, bringing you directly to the Winter Park Ski Resort Village! The shops and restaurants of Cooper Creek and DT Winter Park are a short walk away. The well-equipped kitchen is upgraded with all new appliances, and fiber internet allows for remote work and streaming TV. Finally, warm your bones in the multiple hot tubs and sauna!

Mountain Getaway Condo w/ Pool and Hot Tub
Freshly Updated- 2 Bedroom, 1 Bath Meadow Ridge Condo with space for the whole family or your favorite group to enjoy a mountain getaway! Located right on the FREE “Lift”bus/shuttle route to Winter Park Ski Resort, adventure awaits in every direction from this perfectly located condo. Start hiking or biking right out the front door. Guests have access to all the amenities at Club MeadowRidge, located steps away from the condo. Stay, Play, Relax at our wonderful Mountain Getaway!

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

Luxury Home with Stunning Views - Ski In/Ski Out!

Chill 301 | Pool | Hot Tub

Family Retreat | Pool + Hot Tubs Near Winter Park

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

Alpine Vista Escape

Beautiful Granby Ranch home close to ski hill.

Mountain Retreat with VIEW!

The Evangeline Haus *Dog Friendly
Condo rentals with a pool

Grey Fox ~2 bed/2 BA Ski in/out Granby Ranch, RMNP

Cozy Studio~Mtn Views~Salt Water Pool & Hot-Tubs

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

Sandy and Ryan's Granby Getaway!

Perfect ski Condo

Cozy Condo - 20 miles to RMNP w/ Hot Tub & Firepit

Michael’s Dream Condo #16, Winter Park

Amazing Top Floor WP Getaway!
Other holiday rentals with a pool

Winterpark Slope Side Condo

Ski-in Ski-out Cozy Condo

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

1BR Condo in Winter Park, CO

The Coop: Ski In/Ski Out Studio - Winter Park

The Rustic Moose

Mini Moose Lodge

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

Total holiday rentals
Explore 80 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 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

4.8 Average rating
Winter Park Resort stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Winter Park Resort
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- Pet-friendly rentals Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
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- Apartment rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Condo rentals 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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- Colorado Convention Center
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- Ball Arena
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- Ski Cooper
- Fillmore Auditorium
- Denver Zoo
- Denver Botanic Gardens
- Elitch Gardens
- University of Denver
- Water World
- Golden Gate Canyon State Park





