Vacation rentals with a pool in Winter Park

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).

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.

Superhost

The exterior of the building showcases a four-story structure with a mix of red and stone finishes. Lush greenery surrounds a stone fire pit and seating area, while mountains are visible in the background under a partly cloudy sky.

4.82 out of 5 average rating, 146 reviews

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.

5 out of 5 average rating, 136 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. A stone fireplace sits below a wall-mounted TV, with a comfortable leather sofa arranged in front. A coffee table rests on a plush area rug, enhancing the cozy atmosphere.

Cabin in Granby

Riverfront Cabin! Skiing • Fly-Fishing • Hiking

If you're seeking a relaxing family-friendly getaway, look no further than this 3-bed, 2.5-bath vacation rental cabin! Located in the Edgewater community and sitting right on the Fraser River, this cozy cabin offers sleeping arrangements for 7. Spend your days skiing at Granby Ranch, only 5 minutes away or Winter Park, 25 minutes away. Enjoy the thrill of downhill tubing or snowmobiling within 20 minutes. This cabin is centrally located to enjoy a vacation filled with outdoor adventure!

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!

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.

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 serene outdoor space features smooth stones lining the banks of a gentle stream. Two wooden Adirondack chairs are positioned on the grass, offering views of the water. Lush greenery and trees frame the scene, contributing to a peaceful natural setting.

4.89 out of 5 average rating, 385 reviews

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub

1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. It is a great place to curl up next to the electric fireplace, relax, and unwind after a full day of outdoor activities.

4.99 out of 5 average rating, 141 reviews

A spacious living area features large windows allowing ample natural light. A large leather sectional is positioned near a gas fireplace, complemented by two modern chairs. A flat-screen TV is mounted on the wall opposite, and a coffee table sits on a decorative rug.

Home in Winter Park

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.

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!

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!

The living area features a spacious sectional sofa arranged around a light-colored area rug. Nearby, a dining space with high-top wooden stools complements the modern kitchen, equipped with stainless steel appliances and white cabinetry. Natural light flows in through large windows, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 110 reviews

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 free ski shuttle behind the building for a 15-minute ride to Winter Park Ski Resort.

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.

The living area features a stone fireplace as its focal point, complemented by a cozy leather sofa and a vintage wooden coffee table. Large windows provide natural light, while a wall-mounted TV sits on a wooden console. A textured area rug adds warmth to the space.

4.98 out of 5 average rating, 392 reviews

Winter Park Studio: On the River~ Walk Downtown!

Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer. Dine-out, shop, enjoy coffee at a café, cocktails at happy hour, hike/bike and catch the ski shuttle all within a five-minute walk from your front door! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet.

Popular amenities for Winter Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area is defined by high, vaulted wooden ceilings and natural stone features. A large, L-shaped sectional sofa surrounds a central wooden coffee table. A double-sided fireplace adds warmth, while a robust entertainment unit houses a television, complemented by large windows offering views of the outdoors.

4.93 out of 5 average rating, 29 reviews

Skiing & Hiking Access: Spacious Granby Cabin!

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, 34 reviews

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

This spacious hillside home features a contemporary architectural design with multiple levels. Warm outdoor lighting enhances the wooden exterior. Surrounded by trees, the home showcases large windows that highlight the natural surroundings and offers a welcoming appearance as day transitions to evening.

5 out of 5 average rating, 5 reviews

True Ski In - Ski Out Home on Mamie's Way Run

Home in Fraser

5 out of 5 average rating, 3 reviews

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

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 modern cabin-style home features a warm wooden facade with stone accents. The front porch is equipped with seating, and a single tree with vibrant orange leaves adds a splash of color to the landscape. A paved driveway leads to the two-car garage.

5 out of 5 average rating, 58 reviews

Beautiful Granby Ranch home close to ski hill.

Condo rentals with a pool

Superhost

4.88 out of 5 average rating, 125 reviews

Winter Park | Top-Floor | Pool & Hot Tub | Ski Bus

4.86 out of 5 average rating, 233 reviews

A spacious living area features a modern sectional sofa and a dark stone fireplace, creating a cozy focal point. A large flat-screen TV is mounted on the wall above the fireplace. Light filters in through the high ceilings, enhancing the open layout.

Condo in Fraser

Beautiful Condo with Hot Tub on Ski Bus Route

A living area is showcased with a comfortable gray sofa and a warm electric fireplace. A large television is mounted on the stone wall. Natural light illuminates the space through windows, complemented by colorful wall accents and a cozy rug underneath.

4.88 out of 5 average rating, 305 reviews

Walk to Downtown | Hot Tub | Near River | Private

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

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

A dining area showcases a table set for four, complemented by green placemats and glassware. A flat-screen TV is mounted on a wood-paneled wall, while a stone fireplace adds warmth to the space. A nature-themed artwork enhances the atmosphere.

4.88 out of 5 average rating, 552 reviews

Granby Mountain Retreat

4.9 out of 5 average rating, 144 reviews

A modern living area features a deep blue sofa adorned with decorative pillows, a glass coffee table, and a cozy textured rug. Natural light filters in through large windows, highlighting a dining area and a spiral staircase that leads to the loft space above.

Condo in Fraser

Newly Renovated Mountain Modern Condo

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 vacation 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.

4.98 out of 5 average rating, 49 reviews

The exterior of the condo is framed by lush greenery, with a warm wooden entrance leading to the front door. Large windows are visible on the upper levels, and a covered porch features a seating area, inviting guests to enjoy the surrounding nature.

Townhouse in Granby

Ski In/Out, Hike, Play, Granby Colorado

5 out of 5 average rating, 30 reviews

A living area features a comfortable dark sofa paired with a vibrant yellow chair. A coffee table sits in front, with a rug underfoot. Natural light enters through large windows, and a door leads to the outside. Decorative artwork adorns the walls.

Apartment in Winter Park

1BR Condo in Winter Park, CO

The kitchen features light wood cabinetry and modern appliances, including a black stove and refrigerator. A large island with granite countertops provides seating with three wooden stools. A welcoming entry area is visible, complemented by a textured rug and a decorative door.

5 out of 5 average rating, 43 reviews

The Rustic Moose

An inviting studio space features warm wooden walls and modern furnishings. A fully equipped kitchen is complemented by a dining bar with three stools. An electric fireplace adds ambiance, while a round coffee table sits comfortably in the living area, perfect for relaxation.

4.92 out of 5 average rating, 38 reviews

Studio condo in the heart of Winter Park

4.89 out of 5 average rating, 18 reviews

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.

Apartment in Winter Park

Mini Moose Lodge

An expansive view of rolling green hills and distant mountains is captured under a clear blue sky. Lush trees and a rocky terrain are visible in the foreground, creating a serene landscape that highlights the natural beauty of the area.