Condo vacation rentals 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.

4.91 out of 5 average rating, 179 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).

LocationFamilyComfort

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, 331 reviews

View • Fireplace • Hot Tub • Sauna • Pool

Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

ValueLocationQuiet

4.95 out of 5 average rating, 156 reviews

10 min to Resort! Amazing Views & Sauna!

Renovated Kitchen and Baths! -Top floor condo with breathtaking resort views - Minutes from downtown - 2 expansive balconies & private sauna - Open floor plan with 2 living spaces, large island and dining - Perfect for dinner in, games, or movies by the fire Shuttle to Winter Park / Mary Jane, day trip to Devil's Thumb Ranch, Lake Granby, Grand Lake, Rocky Mountain National Park or Hot Sulphur Springs. Just 1 hr 30 min from Denver! PLEASE NOTE: the community hot tub is shared. STR # 009358

ValueLocationHeating

A welcoming living area features a stone fireplace with a modern fire display. A large sectional couch and coffee table are arranged around a colorful braided rug. A flat-screen TV is mounted on the wall, with a view of nature through the window. A cozy front door leads to the outside.

4.87 out of 5 average rating, 121 reviews

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

LocationValueWifi

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.

4.88 out of 5 average rating, 259 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.

ValueFamilyBathroom

The fully equipped kitchen features wood cabinetry, modern appliances, and a large island with seating for four. A dining area with a circular table and four chairs is positioned nearby. Warm lighting is provided by a decorative pendant fixture, enhancing the cozy ambiance.

4.93 out of 5 average rating, 285 reviews

Top Floor Condo Steps From Free Shuttle w/Hot Tub

Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

LocationValueLayout

An inviting family room features a spacious seating area with leather couches, complemented by natural light filtering through sheer curtains. A kitchen bar with three stools provides additional seating, while a large TV is positioned for easy viewing. Decorative artwork adds a touch of character to the space.

4.98 out of 5 average rating, 171 reviews

Updated Fraser Condo | Trails, Shuttle & W/D

Bright, comfortable 1-bedroom condo in the heart of Fraser — walking distance to the free shuttle into Winter Park, local trails, shops, and restaurants. The open floor plan makes it easy to relax after a day on the mountain. In-unit washer/dryer, cozy furnishings, and a quiet, well-kept building. A short walk behind the building takes you to the community pond, where you’ll find mountain views and a spot to fish. Perfect home base for skiing, hiking, or just unwinding.

FamilyValueCondition

The open living area features modern furnishings with a large sectional couch and accent chairs. A stone fireplace is positioned beside a flat-screen TV. Natural light floods in through the glass doors that lead to a private balcony offering mountain views.

4.87 out of 5 average rating, 112 reviews

Hike & Bike! Mtn-View Condo 1 Block to Main St

Soak up the sun and enjoy alpine adventures at this 2-bed, 2-bath condo in Winter Park! Boasting a modern interior with all the comforts of home and community amenities like a hot tub and bike storage, this vacation rental ensures space for the whole crew! Grab a brew and bite to eat on Main Street, just a short walk away, or head out to conquer the mountain biking and hiking trails in the Rockies. After active days, cook dinner or host your own cookout on the patio!

FamilyLocationCondition

A cozy living area features a dark sectional sofa and a light gray armchair. Large windows invite natural light, revealing views of surrounding mountains. A round coffee table rests atop the carpet, and a wooden dining table is visible in the background, positioned near additional windows.

4.97 out of 5 average rating, 146 reviews

Walk to Restaurants! Don't Miss the Fall Colors!

Book now for peak leaf season! Bike, hike and fish from the front door!! Spacious 1 BR Fraser condo perfectly located for your spring and summer adventures in Grand County. You are just a short walk from the grocery store, restaurants, breweries and the Fraser River and Trail. You are a .8 mile walk from the train station which offers daily Amtrak service and weekend Ski train service in the winter. You are also steps away from the free Lift shuttle service.

ValueLocationAccuracy

The exterior of the condo complex is visible, showcasing multiple levels adorned with windows. Snow blankets the landscape, while a heated outdoor area features seating and a hot tub. Mountain views provide a scenic backdrop, emphasizing the peaceful surroundings.

4.88 out of 5 average rating, 220 reviews

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit

Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of the Mountain. Walking distance to shopping, restaurants, & activities! One of only a handful of units with direct outdoor access. UPDATE: New hot tub is OPEN! Permit #009238

LocationFamilySleep quality

A tastefully arranged sleeping area features a dark green accent wall and a modern bed with neutral bedding. A stylish nightstand with a small plant and clock is positioned beside the bed, illuminated by a sleek wall-mounted lamp.

4.9 out of 5 average rating, 246 reviews

Ski In/Ski Out - Modern Cozy Condo in Winter Park

Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

ValueFamilyLayout

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, 432 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.

LocationFamilySkiing

Popular amenities for Winter Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with a hot tub

A modern dining area is highlighted by a round table surrounded by green chairs, with a decorative centerpiece. A stylish light fixture hangs above, and the open kitchen features stainless steel appliances and wooden cabinetry. Natural light filters through large windows, enhancing the inviting space.

4.93 out of 5 average rating, 115 reviews

New Build | Private Hot Tub | Mtn Views | Gameroom

ValueFamilyParking

A cozy living room features a full sofa, a comfy chair, and a rustic coffee table set on a striped rug. A gas fireplace is set into a stone wall, while large windows offer mountain views. Blinds provide adjustable light control.

5.0 out of 5 average rating, 105 reviews

Cozy DT condo mins from slopes

LocationValueCheckout

The image captures a scenic view of a mountain resort village, featuring multiple buildings and a ski slope in the background. Snow-covered trees line the pathway, while outdoor seating with umbrellas is visible in the foreground, inviting relaxation in the crisp mountain air.

4.91 out of 5 average rating, 278 reviews

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

ValueLocationHospitality

4.79 out of 5 average rating, 340 reviews

Walk to Gondola · Alpine Slide & Village

LocationValueBiking

A modern kitchen setup features a granite countertop with bar seating for four. Stainless steel appliances, including a refrigerator and oven, complement the tile backsplash. A coffee maker is visible, along with pantry items organized on shelves.

4.91 out of 5 average rating, 330 reviews

On Fraser River - King bed - pool & hot tubs @ rec

LocationFamilyHospitality

4.87 out of 5 average rating, 253 reviews

A cozy living area is highlighted by a stone fireplace and wooden accents. A sectional sofa faces a coffee table adorned with decorative items. A dining table for four is visible, set against the backdrop of a well-equipped kitchen with modern appliances.

Condo in Granby

Sandy and Ryan's Granby Getaway!

ValueFamilyParking

A private hot tub is set against a backdrop of snow-covered grounds and mountains. Rolled towels are neatly placed beside the tub. Scenic views of the outdoors are framed by a covered patio structure, adding to the tranquil atmosphere.

5.0 out of 5 average rating, 100 reviews

NEW+ Winter Park+ Hot Tub+ Garage+ Coffee bar

LocationValueCleanliness

A spacious living area is shown, featuring a large sectional couch adorned with various decorative pillows. A coffee table sits at its center, and two armchairs are positioned nearby. Natural light enters through sliding glass doors, providing a view of the outside snow-covered landscape.

4.85 out of 5 average rating, 253 reviews

Main Street Luxury - Hot Tub + Trails

ValueFamilyComfort

Condo rentals with a pool

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, 397 reviews

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

ValueFamilySleep quality

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, 164 reviews

Cozy mountain retreat in downtown Winter Park

LocationFamilyCheck-in

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.

4.88 out of 5 average rating, 143 reviews

Mountain Modern Cozyville

FamilyLocationLaundry

An indoor swimming pool is surrounded by large windows that allow natural light to fill the space. The clear water reflects the overhead beams and sunlight, while lounge chairs are positioned nearby for relaxation.

4.77 out of 5 average rating, 154 reviews

Perfect ski Condo

FamilyLocationSolo travel

4.88 out of 5 average rating, 462 reviews

Condo in Granby

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

LocationFamilyHot tub

4.85 out of 5 average rating, 358 reviews

Condo in Granby

Walkout King Room | Pool & Hot Tubs | Near RMNP

ValueFamilyKitchen

4.85 out of 5 average rating, 121 reviews

Mountain Getaway Condo w/ Pool and Hot Tub

ValueFamilyAccuracy

A welcoming living area features a dark sofa adorned with decorative pillows. Two wide windows with wooden blinds frame serene views of the surrounding mountains, while a rustic wooden table complements the space. Soft natural light highlights the cozy interior.

4.72 out of 5 average rating, 298 reviews

Entire Condo In The Heart of Winter Park

ValueLocationWifi

Weekly condo rentals

A cozy living area features a brown leather sofa paired with two white armchairs arranged around a wooden coffee table. A decorative bear print adorns the wall, and the space is illuminated by warm lighting. The open kitchen is visible in the background.

4.86 out of 5 average rating, 117 reviews

Prime location, amazing views, stylish, sleeps 7

FamilyValueBiking

A serene snowy landscape showcases dense evergreen trees blanketed in fresh snow. The balcony railing is visible, providing a view of the winter scene. Soft light filters through the branches, creating a peaceful atmosphere in the surrounding nature.

4.75 out of 5 average rating, 199 reviews

Great Condo right on the Creek License #005702

FamilyLocationView

A spacious living area features a sleek Lovesac Sactional couch arranged around a modern coffee table. A stone fireplace enhances the warmth of the space, while large windows provide expansive views of the valley and access to a private deck. Wood beams and a spiral staircase add architectural interest.

5.0 out of 5 average rating, 130 reviews

Best Views In WinterPark | FamilyFriendly | Garage

LocationValueAmenities

A spacious living area features leather sofas arranged around an inviting fireplace. Two ottomans and a large television are positioned nearby, while natural light streams in through large windows adorned with wooden frames.

4.94 out of 5 average rating, 69 reviews

10 Minute Walk to the Winter Park Gondola 6 beds.

ValueLocationLayout

4.94 out of 5 average rating, 35 reviews

Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View

ValueLocationGetting around

A spacious living area features a large sectional sofa adorned with blue and yellow cushions. Tall windows provide views of the mountains, while a ceiling fan hangs above. A soft area rug complements the room's neutral color palette, adding warmth to the inviting space.

4.99 out of 5 average rating, 81 reviews

Luxury Condo on Main Street - Winter Park, CO

FamilyLocationView

4.91 out of 5 average rating, 32 reviews

Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski

LocationFamilyView