
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.

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.

Bear's Den
New! Kick back and relax in this beautifully remodeled, ground level studio. Fully equipped kitchen, stone fireplace, queen size bed and pull out sofa. Large covered patio too with mountain views! Ski Granby Ranch or Winter Park, visit Grand Lake, Hot Sulphur Springs, Rocky Mountain National Park and more! Horseback riding, Sleigh rides, Tubing, Snowmobiling, Boating, Kayaking, Paddle boarding, Fishing, Golf, Swimming. It's all here! Check in is at 4:00 pm and check out is at 10:00 am.

Ski-In/Ski-Out Studio
Step into comfort at this ski-in/ski-out studio at Iron Horse Condominiums in Winter Park. This first-floor condo features patio access to a heated pool, hot tubs, and grill. Perfect for families or couples, the light-filled space has cozy sleeping options, a full kitchen with a crock pot, and resort-style amenities, including a gym and game room. Enjoy garage parking, Wi-Fi, and proximity to trails, Winter Park Village, and the gondola. Relax and recharge after every mountain adventure!

Sexy King bed Retreat, Hot tub Fireplace Pool More
Nestled a mountain resort, this stylish modern studio condo offers a perfect sanctuary for adventure seekers and nature lovers. The sleek and contemporary design provides a cozy yet luxurious escape. During the day, the resort's inviting pool and hot tubs beckon with their warm embrace, after a day of thrilling skiing or mountain adventure. A cozy retreat or a launching pad for alpine adventures, this studio condo promises the perfect blend of modern comfort and outdoor excitement

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.

Cozy Mtn. Condo | Ski, Hike, Fish + Hot Tub & Pool
Relax and enjoy our cozy updated mountain condo in the heart of the Rockies! Perfect for year-round adventure—ski, snowshoe, hike, bike, fish, boat, and explore all that Granby has to offer. Just 20 min to Winter Park, 20 min to Grand Lake, and 5 min to downtown Granby! Our private 615 sq. ft. unit sleeps 4 with two queen beds in the open loft. Unwind on the private balcony or enjoy shared amenities: 2 indoor hot tubs, 2 outdoor hot tubs, sauna, and outdoor heated pool.

Slopeside Studio
Ski-in/ski-out studio at Iron Horse Condominiums with direct access to Winter Park Resort via skybridge. Hit the slopes in winter or explore scenic trails and bike paths in summer—all just steps away. Enjoy a fireplace, full kitchen, patio, and access to hot tubs, pool, & gym. Ideal for small families, couples or solo travelers seeking year-round adventure with resort comfort. Minutes from Winter Park Village...ski, walk, or bus to the village easily from the complex!

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!

Studio~Ski Granby/Winter Park. Pool/Hot Tubs
This 2nd floor studio is located at the Inn at Silvercreek in Granby Ranch. It is 495 sq ft. Inside the studio has been updated and is stylish and cozy. The resort offers many amenities including pool, hot tubs, an arcade, a gym and even a barber shop. The location is about 5 min from the Granby Ski area, 20 min to Grand Lake and 30 min to either RMNP or Winter Park. There is a free “Lift” shuttle to Winter Park during the ski season.

Winter Park Studio: On the River~ Walk Downtown!
Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer. Dine-out, shop, enjoy coffee at a café, cocktails at happy hour, hike/bike and catch the ski shuttle all within a five-minute walk from your front door! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet.
Popular amenities for rentals with a pool near Winter Park Resort
House rentals with a pool

Modern Mtn Home @ Granby Ranch -Hot Tub, Mesh Wifi

Private Hot Tub! Stunning Luxury Home, Ski-In/Out

Views, Ski, Golf! 6 BDR, 13 Beds, Hot Tub!

Winterfell at Winter Park Resort

True Ski In - Ski Out Home on Mamie's Way Run

Family Ski Condo 10 min to Winter Park Resort

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

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*
Apartment rentals with a pool

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

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

Cozy 1 bedroom Granby Ranch condo

Walk to Downtown | Hot Tub | Near River | Private

Granby Mountain Retreat

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

Classy studio room with a mountain view

Granby Ranch Ski-In/Out – Hot Tub & Firepit
Other holiday rentals with a pool

Private Sauna, Covered Parking, Hot Tub, Pool!

Ski-in/out Condo

Chill 303 | Pool + Hot Tub

Condo in Winter Park Ski and Mountain Views

Ski-In/Ski-Out Cozy Studio Retreat

Ski In/Out, Hike, Play, Granby Colorado

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

Trailhead 511 Clubhouse w/ Hot tub | Pool
Quick stats about rentals with a pool near Winter Park Resort

Total holiday rentals
Explore 110 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 2,890 verified reviews to help you choose

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

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Winter Park Resort holiday rentals include wifi access

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

4.8 Average rating
Winter Park Resort stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Townhouse rentals Winter Park Resort
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- Rentals with outdoor seating Winter Park Resort
- Rentals with a cinema Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with a firepit Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Rentals with a sauna Winter Park Resort
- House rentals Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- Rentals with lake access Winter Park Resort
- Flat rentals Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with pools Winter Park
- Rentals with pools Grand County
- Rentals with pools Colorado
- Rentals with pools United States
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Red Rocks Park and Amphitheatre
- Vail Ski Resort
- Coors Field
- Keystone Resort
- Arapahoe Basin Ski Area
- Granby Ranch
- Fillmore Auditorium
- City Park
- Denver Zoo
- Loveland Ski Area
- Elitch Gardens
- Pearl Street Mall
- Ski Cooper
- Denver Botanic Gardens
- Water World
- Ogden Theatre
- Golden Gate Canyon State Park
- Arrowhead Golf Course
- Fraser Tubing Hill
- Downtown Aquarium
- Carousel of Happiness




