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
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
4.97 out of 5 average rating, 126 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.

Top Guest favourite
Home in Fraser
5 out of 5 average rating, 25 reviews

Private 2-acre Mtn Retreat - Hot Tub + Game Room

Escape to a luxury mountain retreat in Fraser, just minutes from Winter Park—perfect for families and groups. Relax in the private hot tub with stunning mountain views, or challenge friends in the game room. Sleeps 10 comfortably with 4 bedrooms, including a loft and fun bunk room. Skiing, tubing, golf, trails, and endless outdoor adventure. Thoughtfully designed with high-end finishes, a cozy fireplace, and a chef’s kitchen opening to spacious living. Book now for your perfect Colorado getaway!

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, 171 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
Home in Fraser
5 out of 5 average rating, 8 reviews

Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Welcome to Lodge 212! This brand new mountain retreat blends designer luxury w/ family-friendly comfort. Spacious rooms and endless amenities create the perfect home base for your group. Head to the loft to challenge others to a game of pool while streaming your favorite team, then step outside to soak in the hot tub, toast marshmallows, and soak up the sweeping mountain views. With easy access to skiing, hiking, biking, + fishing, every day is an adventure + every evening a cozy family escape!

Top 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, 106 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.

Superhost
Home in Winter Park
5 out of 5 average rating, 4 reviews

Home Spa Retreat Downtown WP Walk to Shops Dining

Escape to Ramble On, a pet friendly luxury wellness retreat in downtown Winter Park for 10. - Unwind in your private rooftop hot tub & barrel sauna after a day on the slopes, just a 5-min drive or free shuttle away. - This 4-bed mountain-modern home features a theater room, chef's kitchen, and stunning views. - Perfect for families & groups seeking style and adventure, steps from the Fraser River and local shops. - Tap the ❤ in the upper-right corner to add Ramble On to your wishlist!

Guest favourite
A spacious mountain home is showcased with a rustic exterior, featuring wooden siding and a gabled roof. A heart-shaped flower bed made of stone borders the front yard, surrounded by open fields and distant mountain views under a clear blue sky.
Home in Granby
4.92 out of 5 average rating, 113 reviews

Grand Elk Getaway! - Mountain Views & 7 Beds!

Welcome to Beautiful Grand Elk Getaway! Spacious & private mountain home with a modern rustic feel; Tons of natural light, vaulted ceilings & unobstructed 360 mountain views! Our Grand Elk Getaway is ideal for couples or families looking to explore Winter Park, Granby, Grand Lake and RMNP! Perfect Grand County location- 20 minutes to Winter Park, 15 Minutes to Grand Lake & Lake Granby. 5 minutes to Granby Ranch! Bring your Skis, Snowmobiles, Boats, Golf Clubs, Hiking Boots, & Fishing Gear

Top Guest favourite
An illustrated representation of Mountain Flower Cabin features a modern two-story structure set against a mountainous backdrop. Elements such as trees and a bicycle are detailed, along with the sun and stars, conveying a serene connection to nature in Winter Park, Colorado.
Home in Winter Park
4.99 out of 5 average rating, 148 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, 146 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 Winter Park
5 out of 5 average rating, 5 reviews

Luxury 4 Bedroom Mountain Retreat Near Winter Park

Escape to this modern mountain retreat in Winter Park, just minutes from Winter Park Resort. This spacious 4-bedroom, 3.5-bath home sleeps up to 10 guests and features two king bedrooms, a queen bedroom, and a bunk room with two twin-over-twin bunks; perfect for families and groups. Enjoy open-concept living spaces, a fully equipped kitchen, and comfortable gathering areas after a day of skiing, hiking, or biking. Close to restaurants, shops, and year-round mountain adventure.

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
4.96 out of 5 average rating, 129 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!

Guest favourite
A spacious wooden cabin features large glass windows showcasing mountain views and an outdoor deck. The deck includes an umbrella and railing made of timber. The surrounding landscape is neatly landscaped with grass and decorative plants.
Home in Fraser
4.93 out of 5 average rating, 108 reviews

Luxury Home w/Hot Tub & Winter Park Ski Mtn Views!

This luxurious 6-bed, 5.5-bath Fraser vacation rental house can host up to 14 guests with ease throughout 4,341 square feet! This spectacular residence includes countless upgrades, such as a private hot tub, in-floor radiant heated floors on all levels including the garage, remote control blinds, and granite countertops. With a massive interior, spectacular mountain views from the deck, and the free shuttle stop less than 1 block away, experience mountain living in style!

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

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Avg. price$444 AUD$422 AUD$425 AUD$419 AUD$359 AUD$419 AUD$383 AUD$302 AUD$282 AUD$306 AUD$349 AUD$451 AUD
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Quick stats about house rentals in Winter Park

  • Total holiday rentals

    Explore 350 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    350 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

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  5. Winter Park
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