Some info has been automatically translated. Show original language

Condo holiday rentals in Winter Park

Find and book unique condos on Airbnb

Top-rated condo rentals in Winter Park

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

%{current} / %{total}1 / 1
Superhost
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.
Condo in Winter Park
4.73 out of 5 average rating, 292 reviews

Entire Condo In The Heart of Winter Park

Roomy studio sleeps 4, wood, tile and granite floors. Full kitchen with dishwasher, queen size Murphy bed(recesses into wall ) and queen sleeper sofa, bathroom with tub and shower. Separate vanity sink area. Top floor and great views!! Full access to indoor swimming pool , gym, yoga room, hot and dry sauna, and both indoor/outdoor jacuzzis. Free parking is available. Free Ski slope bus stop right in front of condominiums. Great location right in the heart of Winter Park!!!TOWP STR Permit #6104

Top Guest favourite
A balcony view overlooks a lush green area with a picnic table situated beside a gently flowing river. Towering trees provide shade, while shrubs line the water's edge, creating a serene outdoor space that invites relaxation.
Condo in Winter Park
4.92 out of 5 average rating, 143 reviews

Winter Park Riverside Retreat WP ST Reg#005544

Location, location. Our search of over 80 condos lead us to this gem and we want to share it with you. It is on the river and the sound is magical. It feels like you are in the mountains but really you are right in town with many restaurants within a four block walk. The bus stops right at our parking lot to whisk you, for FREE, to the ski area. After a long day you can head over to our recreation center for some relaxing hot tubbing, swimming, pool, or just hanging out. 2nd floor by stairs.

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, 277 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 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
4.88 out of 5 average rating, 249 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.

Top Guest favourite
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.
Condo in Winter Park
4.84 out of 5 average rating, 237 reviews

Main Street Luxury - Hot Tub + Trails

You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers by the elevator.

Guest favourite
A spacious living room is highlighted by large floor-to-ceiling windows that frame expansive mountain views. A cozy mid-century sectional sofa is positioned on a light-colored area rug, with natural light enhancing the inviting atmosphere. A glimpse of the kitchen is visible in the background.
Condo in Winter Park
4.97 out of 5 average rating, 115 reviews

Luxury Ski-In/Out | Ski to Winter Park Resort

Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

Guest favourite
Condo in Winter Park
4.89 out of 5 average rating, 102 reviews

Huge Penthouse at Base Winter Park- Best location

This Penthouse has been remodeled with high-end finishes to be a true "Upscale Penthouse". Take a vacation and feel like you are on top of the world. Sit on the deck or in the main room and enjoy your panoramic view of the WP Village and the base where all the activities happen. You will hear the river running below and an occasional train to remind you of the tranquility and history of WP itself. Sit at the writer's desk and look over Mary Jane. 10 person max.

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
4.87 out of 5 average rating, 206 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

Top Guest favourite
The exterior of the Waterside Complex is reflected on the calm surface of the water, showcasing multiple rustic-style buildings adorned in warm colors. Lush greenery surrounds the area, enhancing the natural setting, while a clear blue sky adds to the serene backdrop.
Condo in Fraser
4.97 out of 5 average rating, 128 reviews

Walk to Restaurants! Fish the Fraser River!

Book now for summer hiking, fishing and biking! Don’t miss this 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.

Top Guest favourite
A spacious living area features a large sectional sofa and stylish wooden coffee tables. Natural light fills the space through expansive glass doors leading to a balcony. Wall art depicting animals adds a touch of character, complementing the cozy decor.
Condo in Winter Park
4.96 out of 5 average rating, 101 reviews

The Best Location in Downtown Winter Park!

Escape to the mountains in this beautifully renovated two-story condo, ideally located in the heart of downtown Winter Park. Cozy up by the fireplace, relax in the hot tubs, or enjoy the breathtaking mountain views from your private balcony. With shops, restaurants, bars, and live events just steps away, plus a nearby bus stop offering a quick five-minute ride to Winter Park Resort, adventure and convenience are at your doorstep. STR License #018230

Guest favourite
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
4.89 out of 5 average rating, 223 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.

Guest favourite
The living area features a comfortable sofa and armchair, centered around a coffee table. A round dining table with four chairs sits in view of a kitchen bar with pendant lighting. Natural light enters through large windows, enhancing the cozy atmosphere.
Condo in Winter Park
4.96 out of 5 average rating, 148 reviews

Top floor, larger 1 bedroom in Winter Park Village

Conveniently located in the Winter Park Village at Fraser Crossing, this updated and oversized 1 bedroom condo sleeps 4 comfortably with a FULL KITCHEN!!! Enjoy the views that come with this peaceful and conveniently located penthouse unit. Close to entertainment, activities, restaurants, ice skating rink, and adventure! Most importantly, a short 2 minute walk to the Gondola...park your car and forget about it.

Popular amenities for Winter Park condo rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$302 AUD$318 AUD$322 AUD$212 AUD$198 AUD$202 AUD$203 AUD$194 AUD$181 AUD$177 AUD$208 AUD$363 AUD
Avg. temp-7°C-7°C-3°C-1°C4°C9°C13°C12°C8°C2°C-3°C-7°C

Quick stats about condo rentals in Winter Park

  • Total holiday rentals

    Explore 770 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $113 AUD per night before taxes and fees

  • Verified guest reviews

    Over 24,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    540 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wi-Fi availability

    760 of Winter Park holiday 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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park
  6. Condo rentals