House holiday rentals in Winter Park

Find and book unique houses on Airbnb

Quick stats about house rentals in Winter Park

  • Total holiday rentals

    Explore 360 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $170 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 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

    290 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Winter Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park rentals

  • 4.9 Average rating

    Winter Park stays are highly rated by guests—averaging 4.9 out of 5!

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 Fraser
4.97 out of 5 average rating, 128 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
4.95 out of 5 average rating, 175 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 1 mile away, Winter Park Resort within a 10 minute drive and 75 steps from 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
Home in Winter Park
4.99 out of 5 average rating, 154 reviews

Pool Access & Mtn View! Luxe WP Cabin, Near Trails

Rendezvous Neighborhood | 1 Mi to Dtwn Bites & Brews | Walk to Fraser River Adventure begins right out your door at this Winter Park vacation rental, where alpine trails and fresh air set the stage for an unforgettable stay. Hike and bike through scenic terrain, or take advantage of Club MeadowRidge amenities just a short drive away. Then return to unwind in a beautiful cabin thoughtfully designed with custom furniture, modern amenities, and epic views. This is mountain living at its best!

Top Guest favourite
Home in Fraser
4.95 out of 5 average rating, 137 reviews

Downtown Luxury Home w/ Private Sauna & Bicycles

Experience authentic mountain-town living in Fraser, surrounded by mature trees and alpine scenery, steps to restaurants, breweries, coffee shops, groceries, and transit to Winter Park and Denver. Thoughtfully curated home featuring a stocked kitchen & coffee station. Unwind in the private sauna, gather by the fire pit, or explore town with our provided cruiser bikes . Outside, relax in a grassy yard with covered porch, patio furniture, and hand-painted mural adding unique local character.

Top Guest favourite
The open living space features a comfortable gray sofa and two leather armchairs, with a wooden coffee table at the center. Large windows frame views of trees, while a stone fireplace adds warmth. A well-equipped kitchen is visible in the background, complemented by wooden cabinetry.
Home in Winter Park
5.0 out of 5 average rating, 18 reviews

Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9

BEST location!! In-town duplex has spectacular mountain views from the deck and plenty of space for multiple families, sleeps 9. Easy access to trailheads and the free Lift shuttle from the front door. Private hot tub, 2 living rooms, 3 bedrooms with en suite bathrooms, full size washer and dryer, main level entrance, gas BBQ, and 2 car garage with 220 outlet for EV charging plus free/easy parking next to house. Just 1 mile to Hideaway Park for easy access to restaurants and shopping!

Guest favourite
A welcoming living room features a comfortable couch adorned with patterned cushions. A modern electric fireplace is below a wall-mounted television. Natural light filters through sliding glass doors, which open to a view of the outdoors, framed by yellow curtains.
Home in Fraser
4.93 out of 5 average rating, 106 reviews

Private Hot Tub, Garage + EV Charger, On Bus Line!

Welcome to your mountain home! Relax in your private 6 person hot tub on your back patio, or have your morning coffee from the patio while taking in the mountain views. Only a few minutes walk to the shuttle line, be at Winter Park in no time at all! After a day on the slopes, relax in front of the fireplace or outdoor fire pit. The primary bedroom has an attached private bathroom, while the spacious guest room features a tub + shower. Have an EV? Charge for free in your heated garage!

Guest favourite
Home in Tabernash
4.93 out of 5 average rating, 30 reviews

Everglen Retreat-Mountain Views/Ski/Hike w/ sauna!

Private modern home with expansive MOUNTAIN VIEWS! Mountain modern haven with 3 BD, 2.5 BA, a large private deck w/ sauna, modern chef’s kitchen & wood-burning fireplace. Centrally located in Fraser Valley, a short drive can get you to the slopes of Winter Park, the calm waters of Grand Lake or anything in between. Every detail of this beautiful new home has been designed with family vacations in mind - whether you're out here to ski, bike, hike or just enjoy some mountain solitude!

Top Guest favourite
Home in Fraser
4.95 out of 5 average rating, 173 reviews

Spacious Cabin • Family Friendly • Hot Tub • Views

Spacious mountain retreat in Winter Park with sweeping mountain and ski slope views. Minutes to Winter Park Resort, downtown, and Fraser, 30 mins to lakes and under 1hr to Rocky Mountain National Park. Relax in the private hot tub, gather around the fireplace, or enjoy open living with smart TVs, games, heated garage, grill, and outdoor dining. Easy access to hiking, biking and skiing. Comfortably sleeps 10, making it the perfect year-round Colorado getaway for families and groups.

Top Guest favourite
A cozy seating area is visible through a large window, showcasing a stunning view of the snow-covered mountains under a soft pink and blue sky. The wooden balcony railing frames the scene, enhancing the connection with nature.
Home in Tabernash
4.98 out of 5 average rating, 108 reviews

Continental Divide Views! New Log Home w/ Hot Tub!

Come enjoy a piece of paradise! Our new log home is the perfect base for your Colorado mountain adventure! You’ll find space for up to ten, with four bedrooms, three bathrooms, two living areas, and a fully stocked kitchen. Located between Winter Park ski and Grand Lake, you can ski, snowboard, visit Rocky Mountain National Park, hike, bike, golf, fish, or boat. At the end of the day, relax in the hot tub or on the wrap-around deck and enjoy unparalleled Continental Divide views.

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, 189 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).

Guest favourite
A private hot tub is situated on a spacious deck, surrounded by a wooden railing. Scenic views of the surrounding landscape and distant mountains unfold in the background, with hints of autumn foliage visible. Comfortable seating options are arranged nearby for relaxing outdoors.
Home in Tabernash
4.77 out of 5 average rating, 26 reviews

Mountain Views Hot Tub Escape, with Air

Welcome to your perfect mountain escape! This charming home offers unobstructed panoramic views of the Continental Divide, creating a breathtaking backdrop for your stay. Ideal for a single family seeking a peaceful, luxurious retreat, the home is located in a quiet neighborhood with a playground, basketball court, and scenic pond—perfect for swings, playtime, or paddleboarding with stunning views.

Top Guest favourite
Home in Fraser
5.0 out of 5 average rating, 12 reviews

Luxury Mountain Home • Views + Hot Tub

Luxury 4BR mountain home with panoramic views and a brand-new private hot tub. Sleeps 12 with 3 king suites and a bunk room. Enjoy a bright open layout, two living areas, gourmet kitchen, and floor-to-ceiling windows. Minutes to Winter Park Resort, shops, dining, and trails. Perfect for families and groups seeking upscale comfort and year-round adventure. Permit Number: 029592

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

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Avg. price$554 NZD$593 NZD$511 NZD$382 NZD$333 NZD$391 NZD$465 NZD$367 NZD$343 NZD$372 NZD$425 NZD$549 NZD
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