House vacation 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
A modern stand-alone unit features a covered cedar deck with two dark wooden chairs facing an inviting entryway. Pathways lead through landscaped areas, with grassy surroundings and trees partially framing the view. An outdoor sauna is visible in the background.
Home in Fraser
4.97 out of 5 average rating, 73 reviews

Modern Downtown Home w/ Private Sauna on Bus Line

Enjoy a sanctuary in the heart of charming downtown Fraser—complete with a private outdoor sauna! Tucked among aspens yet just steps from the Fraser train/bus station, this modern home offers a rare blend of seclusion, convenience, and character (the train rumbles by across the street). Leave your car at home and enjoy restaurants, bars, coffee, grocery, and frequent transit to Winter Park all within an easy walk. Stocked with everything you need to feel at home, it’s the perfect basecamp.

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!

Superhost
Home in Winter Park
4.89 out of 5 average rating, 130 reviews

Lux 8000SQ Ft, 9 BDR, 15 Beds, Hot Tub, Lrg Grps

Luxurious 8000 sq. ft home with 9 Bedrooms, 7 Bathrooms and amazing resort views! Custom gourmet kitchen, 5 king bedrooms, 3 queen bedrooms, bunk area with 6 queen beds, sleeps 15+. Corner lot with lots of space for outdoor activities. Three car heated garage, two living areas, 2 kitchens and a huge game area with a pool table and bar. Everything you need for a perfect mountain getaway! Please check on dates, even if booked. We have 11 other homes in the same neighborhood!

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.

Guest favourite
An open kitchen area features a large island that includes modern fixtures and a sleek design. Large glass doors allow for natural light and showcase stunning mountain views. The adjacent living space is furnished with comfortable seating and a modern fireplace.
Home in Winter Park
4.87 out of 5 average rating, 38 reviews

Luxury Mtn Retreat: Family Friendly, Sleeps 10

Welcome to Bear Trail Luxury Retreat! This modern mountain home, 2 minutes from Downtown Winter Park, features 4 bedrooms, 3.5 bathrooms, a gourmet kitchen, multiple common areas, 2 living rooms, and 2 decks. Enjoy quick access to top attractions: 5 minutes to Winter Park Resort, 10 minutes to Fraser, 20 minutes to Devil’s Thumb Ranch, and 30 minutes to Ski Granby. Plus, garage parking for 2 vehicles ensures convenience and safety. Perfect for adventure and relaxation!

Top guest favourite
A modern mountain home is presented under clear blue skies, with a snow-covered roof and driveway leading to a spacious 2-car garage. The backdrop features the majestic slopes of Winter Park Resort, blanketed in fresh snow, surrounded by evergreen trees glistening in winter light.
Home in Winter Park
5 out of 5 average rating, 18 reviews

Winterfell at Winter Park Resort

Overlooking the slopes of Winter Park Resort and backing to the Arapahoe National Forest, this incredible 4-bedroom, 12-person luxury Rocky Mountain home offers the best of Grand County. With mountain modern architecture, high end furnishings, and smart home technology, you will experience the perfect blend of comfort and innovation! Relax, unwind, and soak in the majestic mountain views from every window, two expansive decks, and your own private hot tub oasis.

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$444 CAD$422 CAD$425 CAD$419 CAD$359 CAD$419 CAD$383 CAD$302 CAD$282 CAD$332 CAD$339 CAD$436 CAD
Avg. temp-7 °C-7 °C-3 °C-1 °C4 °C9 °C13 °C12 °C8 °C2 °C-3 °C-7 °C

Quick stats about house rentals in Winter Park

  • Total vacation rentals

    Explore 300 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    290 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    300 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!

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