Vacation rentals in Winter Park

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winter Park

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

%{current} / %{total}1 / 1
Top guest favorite
An open living area showcases a black leather sectional couch arranged around a circular wooden coffee table adorned with greenery. Wooden accents highlight the walls, while soft lighting illuminates the adjacent kitchen and dining space visible in the background.
Townhouse in Winter Park
4.98 out of 5 average rating, 185 reviews

Modern/Rustic 2-bedroom Townhouse + Bonus Loft

Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ lofted bed) can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

Top guest favorite
A modern kitchen space is highlighted by a central island with seating for four. Sleek cabinetry in soft colors complements stainless steel appliances, including a refrigerator and a range hood. Pendant lights provide illumination above the island, enhancing the inviting atmosphere.
Apartment in Winter Park
4.95 out of 5 average rating, 148 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities

Top guest favorite
The modern mountain home is showcased against a backdrop of snow-covered terrain and distant mountain peaks. Its angled roof and contemporary design blend seamlessly with the natural surroundings. Large windows reflect the serene landscape, while surrounding trees add to the tranquil winter setting.
Cabin in Grand County
4.96 out of 5 average rating, 273 reviews

Scandinavian-Inspired Escape: Modern Cabin w/ Spa

Escape to our Modern Mountain Home in Grand County, Colorado, where luxury meets wilderness! Nestled amidst majestic mountains, this Scandinavian-inspired retreat offers the perfect blend of rustic charm and contemporary comfort.  Wake up to breathtaking views, with hiking, biking, and skiing right outside your door.  Highlights: • Panoramic mountain views • Close to Winter Park & RMNP • Scandinavian-inspired design • Wood-burning fireplace • Private hot tub Grand County Permit #106884

Top guest favorite
The exterior of a charming European-style home is displayed, featuring multiple windows with green shutters. A balcony adorned with vibrant flower boxes complements the rustic architecture. Lush greenery surrounds the property, enhancing its inviting appearance against a clear blue sky.
Guest suite in Winter Park
4.98 out of 5 average rating, 494 reviews

Charming Suite in Old Town Winter Park

Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & FREE PARKING! Take a 10-15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Territories.

Top guest favorite
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.

Top guest favorite
A modern living area is highlighted by a comfortable sectional sofa and a square glass coffee table. Floor-to-ceiling windows showcase scenic mountain views, while bright light fills the room. The open layout includes a sleek television mounted on the wall and a glimpse of the dining area.
Apartment in Winter Park
4.97 out of 5 average rating, 104 reviews

Luxury Winter Park Studio*PrivHotTub*Majestic View

Brand New Studio styled in HIP MOUNTAIN CONTEMPORARY in EXCLUSIVE Leland Creek! Perched amongst the aspen trees with spectacular sunset views,you'll never want to leave your own private Hot Tub and Deck!Floor to ceiling windows with stunning mountain views,Room+Board furniture and rustic ski vibe fill the home with a Contemporary Chic style.Private Entrance.Good Pets are welcome.10miles to Granby.18 miles to Grand Lake+Rocky Mountain National Park.DenverInternational airport 1.5 HR.

Guest favorite
The exterior of the log cabin is showcased against a clear blue sky, surrounded by vibrant autumn foliage. A gravel driveway leads to the entrance, while a spacious yard reflects the natural beauty of the mountain landscape, adorned with tall trees and colorful foliage.
Cabin in Tabernash
4.92 out of 5 average rating, 179 reviews

Cozy Log Cabin Getaway ~ 20 Min to Winter Park

Come stay in our cozy log cabin in the mountains! Beautifully made 1,300 sqft log home with wood burning fireplace, huge private yard, loft and 3 bedrooms (sleeps up to 6). This cozy cabin has 1 private acre with lots of wildlife, hiking and riding trails. High speed internet included if you wish to work or watch streaming services during your stay. 20 minutes from Winter Park Resort and 10 minutes from Granby Ranch while still feeling tucked away in your own mountain getaway!

Top guest favorite
Guest suite in Fraser
4.97 out of 5 average rating, 482 reviews

Fall in to winter at Madge’s. Pets welcome!

Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite winter activities; Fraser Valley has them in spades! After enjoying a perfect Colorado winter day, come back to your spacious room for a drink by your cozy fireplace to think about what restaurant to enjoy to cap a wonderful day.

Guest favorite
An outdoor heated pool is featured alongside two hot tubs, surrounded by a scenic landscape of snow-covered trees and mountains. The area is paved with a spacious deck for relaxation, with clear skies above enhancing the serene atmosphere of the retreat.
Condo in Winter Park
4.94 out of 5 average rating, 188 reviews

Ski-in/Ski-out, Luxury amenities +Free parking

Discover the perfect mountain retreat! Enjoy seamless ski-in/ski-out access, a first-floor location, and unwind in the indoor/outdoor heated pool and new hot tubs. Stay fit in our on-site fitness center, park hassle-free, and explore with a free local shuttle at your doorstep. With custom queen and bunk murphy beds, this cozy escape offers comfort and convenience. Your mountain getaway awaits – embrace the charm, relax, and make unforgettable memories!

Top guest favorite
The living space features a modern kitchen with stainless steel appliances and a sleek bar area. A leather sofa and armchair surround a round coffee table, creating a comfortable seating arrangement. A colorful artwork hangs on the wall, complemented by stylish lighting fixtures.
Condo in Winter Park
4.99 out of 5 average rating, 107 reviews

Winter Park Condo on the River: Walk to Downtown!

Welcome to Riverview where you will enjoy privacy and beautiful views of the Fraser River from this stylish retreat. This one-bedroom condo is equipped with a pillow soft queen-size bed, queen-size sofa sleeper, full kitchen, bathroom, electric fireplace, & patio. Located directly across from a ski shuttle stop and a short walk to Winter Park's Main St. lined with shops and dining.

Top guest favorite
Guest suite in Fraser
4.92 out of 5 average rating, 675 reviews

Winter has arrived!

Cute studio with everything you need. The bed is a murphy bed, very comfortable. Comfy couch with ottoman. Kitchenette, bathroom. This property is very simple. Close to trails to trails and the town of Winter Park and Fraser. You might even see some wild life! Leave your worries behind and get in the zone! Rise with the sun, Sleep with the stars, Always create fireworks!

Guest favorite
A cozy living area features a wooden dining table surrounded by sturdy chairs, with a ceiling fan overhead. Large windows allow natural light to flood the space, providing views of the mountains. A decorative stone wall adds warmth, complemented by comfortable seating.
Townhouse in Fraser
4.96 out of 5 average rating, 170 reviews

Mountain View Getaway

Kick up your feet, relax and take in the stunning mountain views in our spacious, sunlit home. It is recently remodeled, so everything is in great shape. Great for kids but also only a 3 minute walk to 2 breweries, new distillery, and several restaurants.

Popular amenities for Winter Park vacation rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ959ﺩ.ﺇ948ﺩ.ﺇ973ﺩ.ﺇ621ﺩ.ﺇ584ﺩ.ﺇ617ﺩ.ﺇ709ﺩ.ﺇ632ﺩ.ﺇ635ﺩ.ﺇ657ﺩ.ﺇ742ﺩ.ﺇ1,061
Avg. temp-7°C-7°C-3°C-1°C4°C9°C13°C12°C8°C2°C-3°C-7°C

Frequently Asked Questions

  • What are the best places to stay in Winter Park?

    Winter Park has inviting neighborhoods near ski slopes, scenic mountain views, and easy trail access. Many visitors choose to stay around the resort area or in town for walkable dining, shopping, and outdoor activities.

  • What are the best things to do in Winter Park with kids?

    Families frequently enjoy sledding, snow tubing, and exploring playgrounds in the winter. In warmer seasons, mini-golf, adventure parks, and guided nature walks are often suggested for younger travelers.

  • What are some of the best things to do in Winter Park?

    Explore the slopes at Winter Park Resort, hike scenic trails, and experience mountain biking or fishing in alpine lakes. Art galleries, local shops, and seasonal festivals add variety throughout the year.

  • How is the weather in Winter Park?

    Winter Park has cold, snowy winters with temperatures ranging from 11 to 36°F (-11 to 2°C), while summer afternoons warm to 62–68°F (17–20°C). Spring and fall are cooler and may bring brief rain or scattered snow.

  • When is the best time to visit Winter Park?

    Winter Park is frequently suggested in winter for skiing and snowboarding, while summer attracts mountain bikers, hikers, and festival goers. Spring and fall bring quieter trails and crisp mountain air.

  • What are the best places to visit in Winter Park?

    Travelers often explore Winter Park Resort, stroll through Hideaway Park, and wander the town’s local art galleries. Seasonal farmers markets and community spaces are also popular gathering spots.

  • What are some hiking trails in Winter Park?

    Winter Park has several frequently suggested hiking trails, including the Fraser River Trail, Jim Creek Trail, and trails around Berthoud Pass. Alpine forests, wildflowers, and broad mountain views make hiking a favorite activity.

  • What are some family activities we can do in Winter Park?

    Families can explore scenic bike paths, visit adventure parks, and try out nearby wildlife watching areas. Guided tours, fishing experiences, and seasonal community events bring people together year round.

  • What are some of the best day trip ideas from Winter Park?

    Day trips from Winter Park often include exploring mountain lakes, small towns with historic main streets, or natural hot springs tucked in scenic valleys. Outdoor parks and wildlife areas around the region are also popular.

  • Are there any pet friendly accommodations available in Winter Park?

    Winter Park has pet-friendly vacation rentals in neighborhoods near the resort, main street, and park areas. Many hosts welcome dogs, and outdoor trails make it easy to explore with your companion.

  • What are some local tips for visiting Winter Park?

    Layer clothing for changing mountain weather, and bring sunscreen for high-altitude sun. Exploring early in the day is often recommended for quieter trails and wildlife sightings.

  • What is Winter Park known for?

    Winter Park is known for its ski resort, mountain biking terrain, and vibrant outdoor recreation. Seasonal festivals, art spaces, and alpine scenery make it a favorite destination for adventurers.

  • What are the best hidden gems to explore in Winter Park?

    Wander quiet trails near local creeks, discover tucked-away parks, or seek out small art galleries and coffee shops just off the main street. Lesser-known fishing spots and forested picnic areas reward curious explorers.

  • What are the best foods to try in Winter Park?

    Try locally inspired dishes such as hearty chili, Rocky Mountain trout, and fresh baked pies in area cafes. In winter, warming stews and hot cocoa are frequently suggested favorites.

  • What should I bring for a trip to Winter Park?

    Bring layers for temperature changes, sturdy shoes for outdoor activities, and sunscreen for higher elevations. In winter, pack gloves, a warm hat, and waterproof gear for snow sports.

  • What is the nightlife in Winter Park like?

    Winter Park has lively bars, casual lounges, and venues hosting local music around the town center. Après-ski gatherings and group-friendly restaurants create a relaxed evening atmosphere.

  • What are the most popular events or festivals in Winter Park?

    Winter Park has recurring music festivals, mountain bike races, and art fairs, often anchored around summer weekends and winter holidays. Seasonal celebrations bring live entertainment and local flavor to community spaces.

  • Are there family friendly vacation rentals in Winter Park?

    Winter Park has a range of family-friendly vacation rentals near town, ski lifts, and recreation areas. Many spaces include additional amenities and flexible layouts for groups traveling with children.

All about Winter Park

This small mountain town consistently earns high praise from winter sports enthusiasts for its more than 3,000 acres of well-groomed slopes and powder stashes spread over seven separate ski areas. Its location in the Rocky Mountains positions it for more than 300 inches of prime powder each year; the runs are designed for skiers of all levels, making Winter Park the perfect place to go with the whole family or a group of friends. Even if skiing isn’t at the top of your list, other winter activities like snowshoeing, tubing, and snowcat tours provide plenty of options. Plus a new scenic gondola lets you take in the panoramic views.

What are the top things to do in Winter Park?

Winter Park Resort

Winter Park Resort is the ideal basecamp for adventure, and features a wide range of activities year-round. There are many ways to experience the great outdoors here. A tubing park and bumper car course are popular with kids, while Nordic skiing and snowshoeing provide a slower-paced experience. When you’re through breaking a sweat, there are more than a dozen shops and restaurants to visit.

Winter Park Gondola

The Winter Park Gondola is the easiest and fastest way to access views of the Colorado Rockies in any season, whisking you to 11,000 feet elevation. The ride up offers a bird’s-eye view of ski runs and tree canopies. At the summit, you’re greeted by panoramic views of the Continental Divide and Fraser Valley, as well as access to hiking trails, lookouts, and a variety of ski runs.

James Peak Wilderness

Less than an hour’s drive from Winter Park is one of Colorado’s most impressive and underrated landscapes. James Peak Wilderness is located on the eastern side of the Continental Divide, and encompasses 17,000 acres. More than 20 miles of trails and streams meander through this alpine and subalpine ecosystem, including stands of willow, spruce, and Douglas firs.

Quick stats about vacation rentals in Winter Park

  • Total vacation rentals

    Explore 1,550 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 45,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 270 rentals that welcome pets

  • Vacation rentals with a pool

    580 properties feature pools

  • Rentals with dedicated workspaces

    910 properties have a dedicated workspace

  • Wi-Fi availability

    1,540 of Winter Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill 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