
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.

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).

Ski-in Ski-out Cozy Condo
A Skier's Dream. Studio condo at Iron Horse offers direct access by ski or snowboard to Winter Park Resort. A full kitchen provides everything you need for cooking. Newly installed vinyl plank flooring. Sleeping area has been remodeled with new touch lamps with outlets. Ski bridge leads to the ski trail down to the Gondola and Village. Ski/Snowboard Rentals, ski storage, hot tubs, year-round pool, and free underground garage parking are all on site. Part of Iron Horse, short drive from Denver.

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.

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!

Luxury Mtn Cabin/Free Shuttle/ Views/Garage
Escape to Mountain Flower Cabin located in the Rendezvous community just a short walk to downtown Winter Park and a 4 mile shuttle ride (free) to Winter Park Ski Resort. Our 3BR cabin is well appointed with custom furniture, modern amenities, and breathtaking mtn views. Nestled within the Rendezvous Trail System, alongside the Fraser River, you'll find miles of hiking, biking, fishing and cross country skiing right outside your door. The free shuttle to WP is steps from the cabin.

Newly Renovated Mountain Modern Condo
This newly remodeled mountain modern condo features 1 bedroom (king size bed) plus an additional loft area with (queen size bed), making this condo sleep like a two bedroom. The condo features high end furnishings, vaulted ceilings with tons of natural light, fully updated kitchen, views of the mountain range, and spa-style bathroom with dual rainfall shower heads. Steps away from the free bus stop to Winter Park, clubhouse with year round hot tubs, pool, fitness center and laundry.

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!

Mini Moose Lodge
Enjoy easy access to everything from this perfectly located home base. Walk to everything including the bus stop for the free bus to the resort which is only 4 miles away. We offer free on-site outdoor parking. An elevator makes for easy loading/unloading. The Mini Moose Lodge is an old school feel with everything you need just 1.5 hours from Denver. It is situated on the "main drag" so you can get to all the shops & restaurants easily. WP STR license # 025442

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.

Classy studio room with a mountain view
⸻ Get ready for mountain magic! This third-floor Rustic Cabin Feel getaway at the Inn at Silver Creek sits right at the entrance to Granby Ranch Ski Resort, surrounded by epic Colorado Rocky Mountain views. Nestled between Rocky Mountain National Park and Winter Park, it’s the perfect launchpad for skiing, hiking, biking, or spontaneous scenic drives. After a day of adventure, kick back, get cozy, and soak in the views—this is mountain living done right!
Popular amenities for rentals with a pool near Winter Park Resort
House rentals with a pool

Luxury Mountain Retreat with Hot Tub + Views!

Meadowridge 30-2

Chill 301 | Pool + Hot Tub

Winterfell at Winter Park Resort

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
Apartment rentals with a pool

Private sauna, amazing view, pool, hot tub!

Beautiful Condo with Hot Tub on Ski Bus Route

Ski-In/Ski-Out Studio-Newly Remodeled

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

Cozy mountain retreat in downtown Winter Park

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

Ski-in / Ski-out Studio Condo

Ground floor 2 bedroom, at Hi Country Winter Park
Other holiday rentals with a pool

Private Sauna, Covered Parking, Hot Tub, Pool!

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

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool

Hi Country Hideaway

Ski-In/Ski-Out Cozy Studio Retreat

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

1BR Condo in Winter Park, CO

The Rustic Moose
Quick stats about rentals with a pool near Winter Park Resort

Total holiday rentals
Explore 120 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at $152 SGD per night before taxes and fees

Verified guest reviews
Over 2,990 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
120 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
- Rentals with outdoor seating Winter Park Resort
- Rentals with a firepit Winter Park Resort
- House rentals Winter Park Resort
- Rentals with lake access Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Townhouse rentals Winter Park Resort
- Rentals with a washing machine and dryer Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Flat rentals Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with a patio Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Rentals with pools Winter Park
- Rentals with pools Grand County
- Rentals with pools Colorado
- Rentals with pools United States
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- Water World




