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!

Top Guest favourite
The family room features floor-to-ceiling windows that frame views of lush pine trees and the Fraser River. A cozy seating arrangement for eight includes two large sofas and a white accent chair, complemented by a neutral area rug and a dark coffee table at the center.
Home in Winter Park
5 out of 5 average rating, 11 reviews

*NEW* Luxe Waterfront Condo in Winter Park

Headwaters Hideaway, a 1,500+ sq ft Winter Park condo, boasting 180* waterfront, mountain & forest views. Just a 5-minute drive to Winter Park Resort and 100 feet to large ponds and the Fraser River trail. Enjoy a private patio, dual master suites, and room for up to 10 guests. Cook up a storm in our fully stocked kitchen, or take a 5-min walk to 10+ restaurants. In the summer, 5-Star Golf & Lake Granby are just a short drive away. This Hideaway is perfect for winter skiing or summertime events.

Top Guest favourite
Home in Winter Park
5 out of 5 average rating, 82 reviews

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

@cabin.57 is an Ideal Winter Park vacation home for families or small group of friends looking for the perfect mountain getaway. You'll feel right at home the moment you step inside the home's beautiful interior, boasting impressive high-quality furnishings and decadent mountain touches, including a gas fireplace and custom double wide sliding door that opens from living room to the hot tub patio area. Walk to town and enjoy all the Winter Park restaurants and shops. Steps to Lift Bus stop!

Guest favourite
An aerial view showcases a contemporary home nestled among lush greenery, with a paved driveway leading to the entrance. Surrounding mountains create a serene backdrop, while the setting sun casts a warm glow, accentuating the natural landscape and modern architecture.
Home in Winter Park
5 out of 5 average rating, 10 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!

Top Guest favourite
The outdoor space showcases a stone fire pit surrounded by natural rock seating. The patio is supported by sturdy stone columns, with comfortable seating arranged under a large covered area. A hot tub is visible nearby, and lush landscaping enhances the setting.
Home in Granby
4.98 out of 5 average rating, 218 reviews

Wildhorse Chalet at Grand Elk - With Hot Tub!

This 5-bedroom (4 bedrooms + loft), ranch is located in the Grand Elk community of Granby, CO. The home offers over 2600sf of contemporary mountain decor. The home was designed to maximize both indoor and outdoor living. Whether you're looking to ski/snowboard at Granby Ranch and/or Winter Park, paddle-board at Grand Lake, golf at Grand Elk, or if you're just seeking a relaxing weekend away with friends and family, we're confident your stay will be one to remember. Permit #004096

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, 122 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, 158 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.

Top Guest favourite
A spacious living area features large windows that provide abundant natural light and mountain views. A sectional sofa is arranged around a fireplace, while a dining table capable of seating up to ten is positioned nearby. A warm, inviting atmosphere is created by the tasteful decor.
Home in Fraser
4.98 out of 5 average rating, 177 reviews

Relax and Have Fun in Our Beautiful Home

Enjoy staying in our amazing mountain vacation home. Our place is completely furnished and stocked with everything you’ll need to feel right at home. All furnishings are new, including beds, mattresses, linens, towels, etc. We have flatscreen smart TVs in all the bedrooms and common areas. WiFi and cable tv are included. The kitchen is fully stocked. At the end of the day, enjoy soaking in our 7 person hot tub or relaxing by the fire pit (during summer months).

Top Guest favourite
A modern kitchen and dining area features an island with seating for four and a wooden dining table for six. Sleek cabinets and stainless steel appliances create a functional space. Natural light fills the area, accentuating the warm wood flooring. The nearby living room is visible in the background.
Home in Fraser
4.99 out of 5 average rating, 77 reviews

New | Dog-Friendly Snowscape | Hot Tub

Come enjoy our home! Locally owned & operated. Our spacey 2023 new build has over 1500 sq. ft., 3 BEDROOMS, 2.5 BATHROOMS and is a 10-minute drive from Winter Park Ski Resort! The Lodge is ideal for groups of friends or family enjoying the mountain year around with their well behaved four legged friend. The property has a hot tub, many games, and walking distance to a coffee shop, breweries, restaurants & more. STR - 6710

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

Condo w/ balcony, fireplace & mountain views

Welcome to your cozy mountain retreat in Winter Park – ideal for families & friends seeking comfort near the slopes! - Sleeps 6 | 3 bedrooms | 4 beds | 2.5 baths - Balcony w/ mountain views - Indoor fireplace & smart TVs - Fully equipped kitchen & dining area - Washer/dryer, EV charger, free parking - Steps from trails, shops & dining

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

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Avg. price$479 AUD$455 AUD$458 AUD$452 AUD$387 AUD$452 AUD$413 AUD$325 AUD$304 AUD$358 AUD$366 AUD$470 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 $120 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!

Destinations to explore

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