
Home rentals with a pool near Winter Park Resort
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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

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.

Beautiful Spacious 2 BR & Loft Mountain Condo
Welcome to your perfect mountain escape! From breathtaking views through the large windows & private deck, to easy access to the slopes. Our condo has so much to offer. Located right in the middle of all things Rocky Mountains. You're just 30 minutes from Grand Lake/Rocky Mountain National Park/Winter Park and 2 mins from skiing, fishing, golf, and mountain biking at Granby Ranch. This corner unit is very spacious. The condo is able to sleep 5. We only allow 4 guests-with special exceptions.

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.

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

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.

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 Condo in the Heart of Winter Park! lic#9602
You're steps from terrific shops, bars, and restaurants. Right outside the condo is the free bus stop to world-class skiing at Winter Park. It is a 3-minute bus ride and frequents every 15 minutes in the winter. Free covered parking is included on a first-come basis. All new kitchen appliances installed in February 2024! Note: There's no A/C in the unit, but there is an evaporative cooler to help keep the unit cool in summer.
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!

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Cozy mountain home w/ hot tub & fireplace

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

Winterfell at Winter Park Resort

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Mountain Retreat with VIEW!

The Evangeline Haus *Dog Friendly
Condo rentals with a pool

Beautiful Condo with Pool, Hot Tub and Rec Room

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

Sandy and Ryan's Granby Getaway!

Michael’s Dream Condo #15 Winter Park

Mountain Studio Suite - Pool & Hot Tubs

Newly Renovated Mountain Modern Condo

Four-Season Winter Park Condo w/ Pool Access!

Mountain Modern Cozyville
Other vacation rentals with a pool

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

Ski-In/Ski-Out Studio-Newly Remodeled

Ski-in Ski-out Cozy Condo

Ski-In/Ski-Out Cozy Studio Retreat

Condo in Winter Park Ski and Mountain Views

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

Ski-in / Ski-out Studio Condo

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

Total vacation rentals
Explore 120 vacation rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort vacation rentals start at G$25,115 GYD per night before taxes and fees

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