
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).

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

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.

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!

Walk to town! Indoor pool, sauna, hot tubs.
Enjoy this spacious (1000sqft) 2 bedroom/ 2 bath. Beautifully updated kitchen and baths with granite counter tops and rustic reclaimed barnwood. 1-2 block stroll to nearly 2 dozen restaurants and bars. Heated indoor pool, workout room, hot tubs and sauna in the clubhouse. Free shuttle bus to ski resort. Equipped with all kitchen amenities you might need. 1 Queen and 2 twins, covered parking, living room, dining room, no air conditioning. 4p check in/10a check WP STR Registration #4481

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!

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.
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

Winterfell at Winter Park Resort

Family Condo Near WP: Bike, Hike, Pool & Hot Tubs

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

Alpine Vista Escape

Family Ski Lodge | Sleeps 16 · Epic Views · Arcade

The Evangeline Haus *Dog Friendly
Apartment rentals with a pool

Come to WP-30% off nightly rate for 6 night stay!

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

Ski-in Ski-out Cozy Condo

Michael’s Dream Condo #15 Winter Park

The Rustic Moose

Mtn condo - hot tub, bus line, stocked kitchen

Perfect ski Condo

Bike, Hot Tub Soak, and Poolside Fun in WinterPark
Other holiday rentals with a pool

3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub

Private Sauna, Covered Parking, Hot Tub, Pool!

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

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

Into the Ultimate Summer & Endless Discovery

1BR Condo in Winter Park, CO

The Coop: Trestle Bike Park +Ski In Ski Out Studio

Mini Moose Lodge
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 €61 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 & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 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
- House rentals Winter Park Resort
- Rentals with a firepit Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Townhouse rentals Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Rentals with lake access Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Apartment rentals Winter Park Resort
- Flat rentals Winter Park Resort
- Rentals with a washing machine and dryer Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Family-friendly 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
- Red Rocks Amphitheatre
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Colorado Convention Center
- Center Village Resort Copper Mountain
- Empower Field at Mile High
- Arapahoe Basin Ski Area
- Keystone Resort
- Ball Arena
- City Park
- Granby Ranch
- Pearl Street Mall
- Loveland Ski Area
- Ski Cooper
- Denver Zoo
- Fillmore Auditorium
- Denver Botanic Gardens
- University of Denver
- Elitch Gardens
- Golden Gate Canyon State Park
- Fraser Tubing Hill





