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Condo vacation rentals in Winter Park

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Quick stats about condo rentals in Winter Park

  • Total vacation rentals

    Explore 830 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at €62 per night before taxes and fees

  • Verified guest reviews

    Over 26,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    570 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wi-Fi availability

    830 of Winter Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Park rentals

  • 4.8 Average rating

    Winter Park stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in Winter Park

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Condo in Fraser

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

4.98 out of 5 average rating, 337 reviews
Guest favorite
Condo in Winter Park

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

4.95 out of 5 average rating, 158 reviews
Guest favorite
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.
Condo in Winter Park

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).

4.91 out of 5 average rating, 188 reviews
Guest favorite
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.
Condo in Winter Park

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

4.94 out of 5 average rating, 165 reviews
Top guest favorite
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.
Condo in Winter Park

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.

4.93 out of 5 average rating, 290 reviews
Guest favorite
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.
Condo in Winter Park

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.

4.88 out of 5 average rating, 260 reviews
Top guest favorite
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.
Condo in Winter Park

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!

5.0 out of 5 average rating, 107 reviews
Top guest favorite
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.
Condo in Winter Park

Best Views In WinterPark | FamilyFriendly | Garage

COME FOR THE FUN AND STAY FOR THE BEST VIEWS IN WINTER PARK 🏔️🚵⛷️❄️🏂🚡 Your 3BR/3BA 1,300+ sqft Family Friendly Condo with Private Garage lives like a Townhome with ample space & privacy for everyone in your group. Upstairs, retreat to a fully private primary suite with ensuite bath. The second bedroom, just off the entryway, has its own private ensuite full bath as well. At the Winter Park Retreat you'll enjoy spectacular views from your private deck and throughout the home.

5.0 out of 5 average rating, 131 reviews
Top guest favorite
A private balcony is showcased with a bright blue Adirondack chair and a grill, providing a view of the serene river and surrounding autumn foliage. The warm wooden siding of the property contrasts beautifully with the clear blue sky and distant mountains.
Condo in Fraser

Walk to Restaurants! Enjoy Cool Fall Days!

Fall is the perfect time to enjoy the mountains! Bike, hike and fish before the snow starts to fly!! Spacious 1 BR Fraser condo perfectly located for your fall 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.

4.97 out of 5 average rating, 150 reviews
Top guest favorite
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.
Condo in Fraser

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.

4.98 out of 5 average rating, 174 reviews
Guest favorite
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.
Condo in Winter Park

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

4.88 out of 5 average rating, 221 reviews
Top guest favorite
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.
Condo in Winter Park

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.

4.9 out of 5 average rating, 252 reviews

Popular amenities for Winter Park condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Condo rentals with a hot tub

Superhost
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.
Condo in Fraser

New Build | Private Hot Tub | Mtn Views | Gameroom

4.93 out of 5 average rating, 117 reviews
Superhost
Condo in Fraser

Indian Peaks Resort with Private Indoor Hot Tub

4.82 out of 5 average rating, 126 reviews
Superhost
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.
Condo in Winter Park

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool

4.87 out of 5 average rating, 124 reviews
Guest favorite
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!

4.86 out of 5 average rating, 256 reviews
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.
Condo in Winter Park

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

4.82 out of 5 average rating, 153 reviews
Guest favorite
Condo in Fraser

Modern 2BR Condo •Private Hot Tub•Near Winter Park

4.98 out of 5 average rating, 164 reviews
Superhost
A spacious king bed is dressed in soft, neutral linens, complemented by decorative pillows. A window offers mountain views, while a small dining area with a table for two and a light fixture above adds functionality. A television occupies the corner, enhancing the cozy ambiance.
Condo in Granby

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs

4.85 out of 5 average rating, 479 reviews
Top guest favorite
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.
Condo in Winter Park

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

4.91 out of 5 average rating, 280 reviews

Condo rentals with a pool

Top guest favorite
Condo in Winter Park

Condo Overlooking River in Town of Winter Park

4.98 out of 5 average rating, 126 reviews
Guest favorite
Condo in Winter Park

Walk to Gondola · Alpine Slide & Village

4.79 out of 5 average rating, 342 reviews
Superhost
Condo in Granby

Mountain King Getaway | Pool + Hot Tubs | Granby

4.85 out of 5 average rating, 358 reviews
Top guest favorite
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.
Condo in Winter Park

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

4.89 out of 5 average rating, 401 reviews
Guest favorite
The cozy living area features a comfortable sofa adorned with patterned cushions, complemented by a rustic coffee table. A modern kitchen with wooden cabinetry and bar stools is visible, along with a bright, inviting atmosphere enhanced by natural light from the ceiling fixtures.
Condo in Winter Park

In Town and on the River

4.88 out of 5 average rating, 121 reviews
Guest favorite
The kitchen features rich wooden cabinets and granite countertops. An under-mount sink is positioned at the island, with a view of the stainless-steel stove and microwave. Stone accents add texture to the space, while shelves display decorative items and dishware.
Condo in Winter Park

Walk to town! Indoor pool, sauna, hot tubs.

4.92 out of 5 average rating, 122 reviews
Guest favorite
A cozy living space is featured, showcasing a dark leather sofa with a lavender throw pillow. A wall-mounted television is positioned above a white-brick fireplace. Light hardwood flooring extends throughout, while large windows allow natural light to brighten the room.
Condo in Winter Park

Beautiful Condo at Winter Park!

4.94 out of 5 average rating, 106 reviews
Superhost
A modern living area features a black leather sectional sofa and a light wood coffee table, positioned near a flat-screen TV. The kitchen, with light wood cabinets and a white refrigerator, is visible in the background. Natural light filters through the large window.
Condo in Winter Park

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

4.88 out of 5 average rating, 135 reviews

Weekly condo rentals

Guest favorite
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.
Condo in Winter Park

Prime location, amazing views, stylish, sleeps 7

4.87 out of 5 average rating, 119 reviews
Top guest favorite
A comfortable living area features a large television mounted on the wall above a wooden entertainment unit. The unit contains books and decorative items. A clear view of the kitchen and dining area is visible in the background, along with modern appliances and a casual seating arrangement.
Condo in Fraser

Winter Park Getaway for Mountain Biking/Hiking!

4.99 out of 5 average rating, 130 reviews
Guest favorite
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.
Condo in Winter Park

Great Condo right on the Creek License #005702

4.75 out of 5 average rating, 199 reviews
Guest favorite
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.
Condo in Winter Park

10 Minute Walk to the Winter Park Gondola 6 beds.

4.94 out of 5 average rating, 69 reviews
Top guest favorite
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.
Condo in Winter Park

Luxury Condo on Main Street - Winter Park, CO

4.99 out of 5 average rating, 82 reviews
Superhost
A cozy living area features a stone fireplace with a wooden mantel, complemented by decorative snowshoes. Natural light enters through a large window, illuminating the space. A pullout couch and a wooden coffee table are provided, along with a bar-style seating area near the door.
Condo in Winter Park

Winter Park Condo

4.78 out of 5 average rating, 65 reviews
Guest favorite
A modern living area features a sleek fireplace set within a stone wall, complemented by a comfortable sofa and two armchairs. Natural light streams through large windows, illuminating the space. A dining table is positioned nearby, ready for gatherings.
Condo in Winter Park

Luxe 4BR Winter Park Retreat w/ Private Hot Tub

4.91 out of 5 average rating, 68 reviews
Top guest favorite
An open kitchen and living area is featured, showcasing dark cabinetry and white countertops. A spiral staircase leads to the upper level. Large windows allow natural light to fill the space. Two chairs are situated at a central island, enhancing the inviting atmosphere.
Condo in Winter Park

Private Hot Tub + Free Shuttle | Walk Downtown

5.0 out of 5 average rating, 41 reviews

When is the best time to visit Winter Park?

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