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.

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.

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.

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

Lux Cabin-Views, Hot Tub -10 ppl

New photos coming soon with many updates! Escape to this luxury mountain retreat in Fraser. Sleeps 10 with 4 bedrooms, including a loft with queen bed/bath and a bunk room. Soak in stunning mountain views from the hot tub, or head inside to the game room with pool table and ping pong. Thoughtfully designed with high-end finishes, a cozy fireplace, and a chef’s kitchen opening to spacious living. Just minutes from Winter Park and endless outdoor adventure—your perfect Colorado getaway!

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
An outdoor patio features a private hot tub and a communal fire pit, surrounded by comfortable seating. String lights illuminate the space under a high, wooden ceiling, inviting relaxation. A grill is positioned nearby, enhancing the outdoor experience with views of the surrounding landscape.
Home in Granby
4.98 out of 5 average rating, 42 reviews

Upscale Mtn Escape w/ Hot Tub, Ski & RMNP Access

- Central location: 3 min to a supermarket, 5 min to Granby Ranch ski resort, 20 min to Winter Park Ski Resort, Grand Lake and Rocky Mountain National Park! - 2 car heated garage with EV Charger - High speed internet - Sits on the Grand Elk golf course: golf in the summer or cross country ski in the winter - Private Hot tub with huge mountain views from raised deck - Full stocked for children of all ages including pack and play, high chair, toys, books and kid utensils and dishes

Guest favourite
An open-concept living area showcases a comfortable sofa paired with a round dining table. A modern fireplace is accentuated by a dark wall, while large windows invite natural light and offer views of the balcony. Sleek appliances are present in the fully equipped kitchen.
Home in Fraser
4.96 out of 5 average rating, 71 reviews

Mountain Cozy | New w/ Hot Tub

Relax in this cozy, new build mountain retreat, ideally located minutes from world renowned Winter Park Ski Resort. This new build 2-bed, 2-bath + bunk space condo includes a private hot tub, fully equipped kitchen, smart TVs, balcony w/ mtn views, washer/dryer, and heated garage. This condo is in a perfect location, just 2 minutes from Fraser grocery/restaurants/bars, 8 minutes to Winter Park, 20 mins to Granby Ranch, and just minutes to endless hiking and biking trails.

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.

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.

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).

Popular amenities for house rentals in Winter Park

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Avg. price€ 273€ 259€ 261€ 258€ 221€ 258€ 235€ 186€ 174€ 204€ 209€ 268
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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 € 69 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    300 of Winter Park holiday 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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