Condo vacation rentals in Winter Park

Find and book unique condos on Airbnb

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 $97 CAD 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 and 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

  • Wifi availability

    830 of Winter Park vacation rentals include wifi 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 favourite
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
4.98 out of 5 average rating, 336 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

Guest favourite
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
4.91 out of 5 average rating, 186 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).

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
4.87 out of 5 average rating, 123 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

Guest favourite
Condo in Winter Park
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

Top guest favourite
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
4.93 out of 5 average rating, 289 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.

Guest favourite
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
4.87 out of 5 average rating, 119 reviews

Prime location, amazing views, stylish, sleeps 7

Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.

Guest favourite
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
4.75 out of 5 average rating, 199 reviews

Great Condo right on the Creek License #005702

This 3 bedroom 3 bath condo is in Winter Park and very close to the ski slope, Bus pick up two times per hour right in front of the complex and just minutes away. The condo is nestled right next to a great creek that is up the mountain enough to be away from any hustle and bustle but Downtown Winter Park is walking distance. Kitchen is fully equipped and one bedroom has king size bed, one bedroom has queen sized bed one bedroom has two single beds and the living room couch is a sleeper.

Top guest favourite
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
5.0 out of 5 average rating, 130 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 172 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.

Superhost
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.
Condo in Winter Park
4.87 out of 5 average rating, 114 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!

Top guest favourite
A selection of bicycles is positioned on a covered patio, showcasing their vibrant colors and sturdy frames. In the background, a scenic view of mountains and a cloudy sky is visible, with rays of sunlight filtering through the clouds, enhancing the outdoor atmosphere.
Condo in Fraser
4.97 out of 5 average rating, 148 reviews

Walk to Restaurants! Peak Leaf Peeping!

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.

Guest favourite
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
4.88 out of 5 average rating, 221 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

Popular amenities for Winter Park condo rentals

When is the best time to visit Winter Park?

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Avg. price$306 CAD$311 CAD$300 CAD$205 CAD$173 CAD$193 CAD$200 CAD$190 CAD$178 CAD$173 CAD$204 CAD$356 CAD
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