
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).

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

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.

Peaceful place on river with great views
Amazing location in Winterpark; secluded by trees,mountains, river and pond in front of building with a peaceful wilderness surrounding. Leave your car and walk to restaurants, shops, market and activities. Next to Great trails for MTBiking, hiking, walking or snowshoe and cross country in the winter. This place has it all for easy convenience. Enjoy the new Recreational center with indoor pool, hot tubs, showers, game/ kids room, exercise room and laundry facilities. Non-Smoking/Pet condo

Granby Ranch Ski-In/Out – Hot Tub & Firepit
Freshly remodeled in July 2025, Sundog Condo is your cozy ski-in/ski-out retreat at Granby Ranch – just 20 mins to Rocky Mountain National Park, Grand Lake & Winter Park. Enjoy a king bed with Brooklinen linens, fully stocked kitchen (Nespresso, quality cookware), gas fireplace, Roku TV, and patio with firepit. Year-round hot tub steps away; pool & gym access available. Walk to ski lifts; trails, golf, fishing, biking, hiking & skiing/Nordic trails right outside your door - adventure awaits!

Hi Country Haus Cozy 1st Floor Ski Condo
Cozy first floor ski getaway in Hi Country Haus, perfect for a couple or small family. On-site sledding, pool hot tubs and just steps to the free ski bus, restaurants, pubs, coffee shops, and trails. Comfy furniture and a modern mountain feel. Queen bedroom, sofa bed, and 5 ft kid-size “elf” bunks kids adore. Updated bathroom with sleek walk-in shower plus access to rec center, heated pool, hot tubs, gym, pool table, and laundry on-site. Easy self check-in and parking for a relaxed stay.

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.

Peaceful Mountain Retreat & Clubhouse Access
Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

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.

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 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!

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs
Must be 21 or over. No pets, No Smoking. Resort was built in 1982 the commons reflect that. Professional Housekeeping Service. 1st floor walkout Mountain Views of pond & fountain, 300 Sq Ft, Studio Style K-Suite, coffee maker, micro/mini fridge, dining for two, patio w/seating, full size Bathroom w/large tub/shower, double sinks. TV, WiFi, cable, Heated Pool, HotTubs, Sauna. Skiing/boarding, trails and fishing. Grnd Lake, RMNP and Hot Sulphur Springs and Winter Park.
Popular amenities for rentals with a pool near Winter Park Resort
House rentals with a pool

Chill 301 | Pool + Hot Tub

Luxury Cabin 44 I HotTub I Discounted Attractions

Colorado's Coolest Ski In/Out Home

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

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
Condo rentals with a pool

Private sauna, amazing view, pool, hot tub!

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

Walk to Downtown | Hot Tub | Near River | Private

Cozy 1 bedroom Granby Ranch condo

Pine in the Sky Condo, Cozy + Close to GR/WP/RMNP

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

Classy studio room with a mountain view

The Adventure Loft-modern luxury in Winter Park!
Other vacation rentals with a pool

Studio Downtown Winter Park

Cozy Mountain Studio Downtown Winter Park CO.

Ski-In/Ski-Out Cozy Studio Retreat

Mountain Escape and Adventure at Winter Park

The Rustic Moose

Ski-in / Ski-out Studio Condo

Trailhead 721 Pet Friendly pool hot tub

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!
Quick stats about rentals with a pool near Winter Park Resort

Total vacation rentals
Explore 110 vacation rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,890 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
110 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 outdoor seating Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Rentals with a washer and dryer Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Rentals with lake access Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Rentals with a patio Winter Park Resort
- Townhouse rentals Winter Park Resort
- House rentals Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Condo rentals Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals 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
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Keystone Resort
- Arapahoe Basin Ski Area
- Granby Ranch
- Fillmore Auditorium
- Denver Zoo
- City Park
- Elitch Gardens
- Pearl Street Mall
- Loveland Ski Area
- Denver Botanic Gardens
- Ski Cooper
- Water World
- Ogden Theatre
- Golden Gate Canyon State Park
- Arrowhead Golf Course
- Downtown Aquarium
- Carousel of Happiness
- Fraser Tubing Hill




