House holiday rentals in Winter Park

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Top-rated house rentals in Winter Park

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

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Top Guest favourite
An open-concept living area features a modern sectional sofa and minimalist coffee tables, with large windows framing views of the surrounding mountains and forest. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, creating a bright and spacious atmosphere.
Home in Fraser
5 out of 5 average rating, 18 reviews

Devil's Thumb - Modern Mountain Retreat

Discover refined mountain living at our luxe mountain-modern architect-designed 2-bedroom, 2-bath home in Devil’s Thumb Ranch, Tabernash, CO. Savor stunning, unobstructed Continental Divide views from a private 2-acre retreat. Relax in stylish rooms with upscale finishes, explore nearby skiing, hiking, golfing, and dining. Enjoy mountain biking, X-Country skiing, fishing, and more outdoor adventures. Comfort, seclusion, and year-round outdoor activities await you at your exclusive Airbnb escape.

Top Guest favourite
A mountain home featuring a large deck and expansive windows that showcase the surrounding nature. The stone chimney adds a rustic touch to the exterior, while the driveway is bordered by a wooden fence. The structure is complemented by a well-maintained landscape.
Home in Winter Park
4.98 out of 5 average rating, 121 reviews

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!

Beautiful mountain home with panoramic mountain views, located on 5 private acres. Home sleeps 14 and features 5 bedrooms and 3 newly renovated baths, along with a recently remodeled kitchen with granite counters and a magnificent wood-burning fireplace. Relax in the hot tub under the stars after a day of skiing or hiking. Park and store your gear in the 4-car garage. Our retreat is only two miles from downtown Fraser and 12 minutes to Winter Park ski area. *Please note: We do not allow events.

Guest favourite
A secluded chalet is surrounded by towering trees and located next to a gently flowing river. The dark wood structure features large windows and a spacious deck, inviting a connection with nature and providing serene views of the natural landscape.
Home in Winter Park
4.96 out of 5 average rating, 166 reviews

Winter Park Creekside Chalet with Hot Tub

Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown just 1 mile away or Winter Park Resort within a 10 minute drive and located on the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

Guest favourite
The modern mountain home is showcased with large glass windows and a spacious deck, surrounded by greenery. A hot tub is visible on the deck, with a seating area featuring comfortable chairs and tables. The setting sun casts a warm glow over the scene.
Home in Winter Park
5 out of 5 average rating, 6 reviews

Luxury Mountain Modern Winter Park Home

SUPER HOST 5 STAR REVIEWS, NEW PROPERTY. Built in 2023 this is a new rental home designed brand new mountain contemporary home is the perfect spot for a ski gateaway and summer adventures! Located in the beautiful ski village of Winter Park, you'll be mere minutes away from the ski resort while in the most convenient spot for socializing, with restaurants and bars only steps away. Enjoy stunning views of the Rocky Mountains and make wonderful memories in this one-of-a-kind mountain retreat!

Guest favourite
An inviting dining area features a large wooden table surrounded by black chairs, illuminated by a modern light fixture. A cozy living space is accented by a stone fireplace, wooden beams, and expansive windows showcasing natural light and forest views.
Home in Fraser
4.93 out of 5 average rating, 117 reviews

Winter Park 4 BR Mountain House w/ Private Hot Tub

Bring the whole family to this stunning mountain home which boasts two spacious living rooms, a fully stocked kitchen, and 4 cozy bedrooms with 3.5 baths. Step outside to relax on the covered patio, balcony, or soak in the outdoor 7-person hot tub under the stars! Adventure awaits with downhill skiing, hiking, biking, and a plethora of local restaurants, shops, and parks to explore. Experience the magic of the mountains in this Super Host property, where unforgettable memories are made!

Guest favourite
A barnwood home is framed by snow-covered trees, featuring a distinct architectural design with multiple gables. Large windows allow for ample natural light, while a stone walkway leads to the welcoming entrance. The two-car garage is visible, showcasing the spacious layout of the property.
Home in Granby
4.92 out of 5 average rating, 154 reviews

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub

Offering a warm welcome to family and friends, Saddle Ridge Lodge touts high-end, family-friendly finishes throughout. Spend the days on the slopes or golf course and spend the evenings soaking in the private hot tub or competing in a game of foosball. The spacious layout is perfect for families and groups with two living rooms, a playroom, gas fireplaces, a high-end kitchen, and a large patio with a grill, egg smoker, and a hot tub. What’s more? Your dog can join in on the fun, too!

Top Guest favourite
A spacious living area features large windows allowing ample natural light. A large leather sectional is positioned near a gas fireplace, complemented by two modern chairs. A flat-screen TV is mounted on the wall opposite, and a coffee table sits on a decorative rug.
Home in Winter Park
4.99 out of 5 average rating, 141 reviews

Luxury Mtn Cabin/Free Shuttle/ Views/Garage

Escape to Mountain Flower Cabin located in the Rendezvous community just a short walk to downtown Winter Park and a 4 mile shuttle ride (free) to Winter Park Ski Resort. Our 3BR cabin is well appointed with custom furniture, modern amenities, and breathtaking mtn views. Nestled within the Rendezvous Trail System, alongside the Fraser River, you'll find miles of hiking, biking, fishing and cross country skiing right outside your door. The free shuttle to WP is steps from the cabin.

Superhost
An open layout features a high vaulted wooden ceiling with exposed beams. The space includes a dining area with a wooden table, a cozy living area with a seating arrangement, and a staircase leading to a loft area above.
Home in Tabernash
4.83 out of 5 average rating, 139 reviews

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Just 10-15 minutes from Granby, Winter Park and Fraser, this chalet style home is ideal for a getaway weekend in Grand County! This house features a custom steam shower, expansive deck with hot tub, fenced in backyard, wood burning stove and plenty of beds for adults and kids! The master bedroom features a king size bed along with a double bed and the second bedroom features a queen size bed, closet and working space. There is also a comfy futon in the loft for extra sleeping space!

Top Guest favourite
Home in Fraser
4.94 out of 5 average rating, 111 reviews

Peaceful Mountain Retreat & Clubhouse Access

Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

Superhost
Home in Winter Park
5 out of 5 average rating, 3 reviews

Modern 3BR retreat w/ balcony & EV charger

Welcome to your cozy mountain retreat in Winter Park - perfect for families & friends seeking comfort near the slopes! Enjoy scenic views, warm interiors, & easy access to trails, shops, & dining: - Sleeps 6 | 3 bedrooms | 4 beds | 2.5 baths - Balcony w/ sweeping mountain views - Indoor fireplace & smart TVs - Fully equipped kitchen & dining area - In-unit washer/dryer & Wi-Fi - 2-car garage w/ EV charger - Family-friendly condo close to Winter Park Resort

Top Guest favourite
A spacious living area features large windows that offer panoramic views of the mountain valley. A comfortable sectional sofa rests on a vibrantly patterned area rug. Natural light fills the room, highlighting the wooden beams and stone tile flooring.
Home in Granby
4.97 out of 5 average rating, 118 reviews

Winter Park & Grand Lake Home! Views! Hot Tub!

Escape to an inviting Mountain Home! With stunning mountain valley views, a luxurious hot tub, and endless entertainment options like vintage arcade games and shuffleboard, this spacious retreat is perfect for families and groups of friends. The expansive kitchen/dining area is ideal for cooking and gathering, and the five tastefully decorated bedrooms provide ample space and comfort. Plus, pets are welcome for a fee. Create lasting memories at this beautiful mountain getaway!

Top Guest favourite
A spacious cabin structure is set against a clear blue sky, surrounded by snow-covered ground. A partially covered porch features several outdoor chairs, and a two-car garage is visible beneath the home. A pathway leads to the entrance, emphasizing the inviting atmosphere.
Home in Fraser
4.95 out of 5 average rating, 157 reviews

Spacious Cabin Retreat w/ Hot Tub Near It All

Beautiful, spacious and cozy cabin conveniently located with easy access to Winter Park Ski Resort, downtown Winter Park, Fraser and less than 1hr drive to Rocky Mountain National Park and Grand Lake for year round mountain adventures! Enjoy stunning views of Byers Peak from the patio with easy access to hiking, biking or Nordic ski trails. This home boasts all season access to all Grand County has to offer while comfortably accommodating multiple adults or 2 families.

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$488 AUD$464 AUD$467 AUD$461 AUD$395 AUD$461 AUD$346 AUD$418 AUD$382 AUD$366 AUD$373 AUD$479 AUD
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Quick stats about house rentals in Winter Park

  • Total holiday rentals

    Explore 300 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $123 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    290 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Winter Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winter Park rentals

  • 4.8 Average rating

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

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