Home rentals with a pool near Winter Park Resort

Lush green pine trees surround a winding road that leads to the exterior of the condominium. The clear blue sky is dotted with clouds, and the scenery captures a tranquil mountain environment typical of the Winter Park area.

4.84 out of 5 average rating, 79 reviews

Ski-in / Ski-out Studio Condo

Ski-in Ski-out studio condo in Winter Park resort at Iron Horse, between Mary Jane and Winter Park proper. Queen murphy bed and pull-out sofa with fireplace, full kitchen, dining table, TV, balcony, and tub with shower. 4th floor unit with elevators and underground heated parking-1 car. Ski-out is a green run to Winter Park main base area. Ski-in requires skiers to take a blue run. There is a free shuttle from Winter Park base to the condo if you aren't comfortable on the blue run. #008738

A cozy living area is showcased with a spacious sofa, a coffee table, and a prominent linear electric fireplace framed in travertine stone. In the background, a modern dining table sits adjacent to a well-equipped kitchen, with bar stools positioned at the counter.

4.9 out of 5 average rating, 115 reviews

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.

An open-concept living area presents a stone fireplace and vaulted wooden ceiling. A dining table with black chairs is positioned beside a fully equipped kitchen featuring stainless appliances and granite countertops. Natural light filters in through large windows, highlighting the cozy seating area.

4.94 out of 5 average rating, 154 reviews

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).

The welcoming living area showcases a spacious sectional sofa adorned with a colorful throw. A stone accent wall complements the large flat-screen smart TV. Natural light enters through expansive windows, illuminating the area, while a modern counter separates the kitchen from the living space.

4.94 out of 5 average rating, 139 reviews

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

The exterior of Snowblaze Condominiums is visible, showcasing a multi-story building with a modern design. Stone pillars line the entrance, and large windows allow natural light to illuminate the entryway. Surrounding pine trees add to the mountain setting.

4.93 out of 5 average rating, 126 reviews

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.

A modern studio is presented, featuring a well-equipped kitchen with bar stools at the counter. Two armchairs sit on a patterned area rug, and a spacious bed is visible in the foreground. The design incorporates neutral tones and textured wall tiles.

4.87 out of 5 average rating, 230 reviews

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.

A stone fireplace is centered in the room, flanked by a television mounted on the wall. A dining table with two red dishes sits in front of the fireplace, while a photo of a bear adorns the wall above. Warm tones create a cozy setting.

4.89 out of 5 average rating, 115 reviews

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.

A spacious studio is depicted, featuring a comfortable sofa paired with a small round table. Large windows allow natural light to fill the space, while a cozy bed is positioned against a wall. A television is mounted opposite, enhancing the functional layout.

4.84 out of 5 average rating, 88 reviews

Studio Downtown Winter Park

Pet-friendly. Do NOT book if you have pet allergies. On the bus route to the resort and within a 3-minute walk to Cooper Creek shopping and restaurants, Hideaway Park and the Visitor's Center. Our well-appointed studio sleeps 4 comfortably and has amazing amenities including 2 hot tubs, a heated lap pool, an outdoor fire pit. There is a complimentary parking space in the covered garage, along with a secure ski locker to store your gear at the end of a long day. STR License #021860

4.97 out of 5 average rating, 30 reviews

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!

An open living area is featured, presenting a comfortable sectional sofa, a coffee table, and a dining area with bar stools. Natural light fills the space through high windows, illuminating the contemporary artwork on the wall. A kitchen is visible in the background, showcasing wood cabinetry.

4.86 out of 5 average rating, 109 reviews

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!

An outdoor heated pool is featured alongside two hot tubs, surrounded by a scenic landscape of snow-covered trees and mountains. The area is paved with a spacious deck for relaxation, with clear skies above enhancing the serene atmosphere of the retreat.

4.94 out of 5 average rating, 181 reviews

Ski Doorstep · Amazing 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!

A studio layout is presented, featuring a spacious bed with neutral bedding. A bunk bed is positioned nearby, and a set of skis is mounted on the wall. Two windows allow natural light to fill the space, complemented by a comfortable seating area with armchairs.

4.89 out of 5 average rating, 138 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern two-story retreat is displayed, featuring a covered patio with multiple large windows. Stone accents complement the sleek exterior. A private hot tub is visible on the lower level, with ample outdoor seating areas and views of the surrounding landscape.

5 out of 5 average rating, 35 reviews

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

5 out of 5 average rating, 5 reviews

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

A modern custom home features a mix of stone and wood exteriors, framed by a gently sloping driveway. The design highlights large windows and slanted roofs, with solar panels visible on the roof. Surrounding natural landscaping adds to the mountain setting.

5 out of 5 average rating, 38 reviews

Colorado's Coolest Ski In/Out Home

A modern mountain home is presented with a combination of stone and wooden elements, showcasing large windows and a spacious driveway. Snow blankets the surrounding landscape, and the entrance features a covered porch that leads into the inviting interiors.

4.91 out of 5 average rating, 35 reviews

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

5 out of 5 average rating, 17 reviews

A modern mountain home is presented under clear blue skies, with a snow-covered roof and driveway leading to a spacious 2-car garage. The backdrop features the majestic slopes of Winter Park Resort, blanketed in fresh snow, surrounded by evergreen trees glistening in winter light.

Home in Winter Park

Winterfell at Winter Park Resort

5 out of 5 average rating, 81 reviews

Home in Winter Park

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

4.85 out of 5 average rating, 62 reviews

Two chairs are positioned on a patio, facing a scenic view of expansive meadows and distant mountains. The sky displays soft pastel colors as the sun sets, creating a serene backdrop for relaxation.

Home in Fraser

Alpine Vista Escape

A cozy living area is highlighted by natural wood paneling and a light-colored ceiling. Comfortable seating includes a spacious gray sectional and a textured armchair. Decorative accessories complement a patterned area rug, and the bar-style seating offers a view of the well-equipped kitchen.

4.93 out of 5 average rating, 74 reviews

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*

Apartment rentals with a pool

A private balcony features a round table surrounded by four wicker chairs, offering expansive views of the Fraser Valley and mountains. Sunlight illuminates the area, and the nearby river reflects the clear sky.

4.98 out of 5 average rating, 305 reviews

Private sauna, amazing view, pool, hot tub!

A cozy seating area features a dark sofa adorned with soft pillows, positioned beside large windows with yellow curtains. A wooden coffee table is set with a plate of fruit and a book, while a warm light fixture hangs overhead, enhancing the inviting ambiance.

4.87 out of 5 average rating, 400 reviews

Cozy Studio~Mtn Views~Salt Water Pool & Hot-Tubs

The studio accommodates a cozy sleeping area with a queen Murphy bed and a queen pull-out couch. Large windows provide natural light, and rustic wooden accents enhance the interior. A small table and comfortable seating complete the inviting atmosphere.

4.85 out of 5 average rating, 200 reviews

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

Superhost

4.89 out of 5 average rating, 317 reviews

Resort Queen Studio | Ski, Pool, Hot Tubs

A tranquil pond reflects vibrant sunset colors with gentle ripples. Surrounding greenery and distant mountains create a serene landscape, while a fountain adds a dynamic element to the water. Nearby buildings are silhouetted against the colorful sky, enhancing the peaceful ambiance.

4.93 out of 5 average rating, 237 reviews

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

A cozy living space is highlighted by a large sectional sofa positioned against a brick fireplace. Natural light fills the room through a skylight and glass door that opens to a private deck. A desk with a chair adds a functional touch to the layout.

4.95 out of 5 average rating, 148 reviews

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

A community pool area features a clear blue water pool surrounded by a sun deck. Several lounge chairs are positioned alongside the pool, with a wooden clubhouse visible in the background, providing a spacious area for relaxation and gatherings.

4.86 out of 5 average rating, 101 reviews

Four-Season Winter Park Condo w/ Pool Access!

A spacious private hot tub is positioned against a vibrant mural featuring a moose, complemented by geometric mountain patterns. The space is designed with wood paneling and provides an inviting atmosphere for relaxation.

4.81 out of 5 average rating, 325 reviews

❤️ NEW PRIVATE 8 Person *HOTTUB* ROCKY Mnt Park 🏞❤️

Other holiday rentals with a pool

5 out of 5 average rating, 8 reviews

2BR Ski-In Ski-Out w/ Desirable Amenities

A spacious studio is furnished with a large bed and two sofas, one featuring decorative pillows. Antique skis hang on the walls, while a small coffee table occupies the center. Natural light is filtered through the window, enhancing the room's inviting ambiance.

4.85 out of 5 average rating, 99 reviews

Cozy Mountain Studio Downtown Winter Park CO.

A studio kitchen area features wooden cabinetry, stainless steel appliances, and a mosaic backsplash. A comfortable brown couch is positioned in the living space, complemented by a decorative lamp and a coffee table. An orange accent wall adds a vibrant touch to the room.

4.94 out of 5 average rating, 88 reviews

Ski-in/out Condo

A cozy studio space is presented, featuring a spacious bed with crisp white linens. A comfortable seating area with a sofa and a coffee table sits adjacent. A fireplace adds warmth, while large windows provide scenic views of surrounding greenery.

4.86 out of 5 average rating, 83 reviews

Ski-In/Ski-Out Studio Mtn View-Free Heated Parking

A cozy living area features a large sectional sofa in muted blue, positioned near a gas fireplace. A wooden coffee table rests in front, while a flat-screen TV is mounted above the fireplace. Natural light enters through a window, enhancing the inviting ambiance.

4.92 out of 5 average rating, 64 reviews

Lovely Studio at Winter Park Resort Ski In & Out

A welcoming living area features a comfortable sofa and armchair, arranged around a wooden coffee table. Large windows provide natural light and showcase the surrounding mountains, while a wooden entertainment center holds a television.

4.89 out of 5 average rating, 18 reviews

Mini Moose Lodge

The kitchen features wooden cabinetry and granite countertops, with a stainless steel stove and refrigerator. Cooking utensils and pots are organized on a wall-hung rack. Natural light enters through a nearby window, enhancing the space's functional layout.

4.91 out of 5 average rating, 67 reviews

Renovated Condo- Perfect for a Family Getaway!

A spacious kitchen area features wooden cabinetry and stainless steel appliances, including a dishwasher. A dining table with black chairs is positioned near a large window, while a gas fireplace adds warmth to the cozy living space. Outdoor views are visible through the balcony door.