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, 25 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.

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, 170 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!

Superhost
Home in Fraser
5 out of 5 average rating, 4 reviews

New! / HotTub / Fireplace /walk to WP Lift ski bus

5★ "Pristine unit with high end equipment. Most well stocked kitchen I’ve ever been in! I use Airbnb once a month" 5★ "Heated garage super nice, fit my truck" ❋ Mountain views from private hot tub ❋ Steps to Winter Park Resort ski shuttle for quick, free, no-hassle ride ❋ Indoor fireplace ❋ Main-floor condo w/Heated & attached garage ❋ Open kitchen & living area ❋ Quartz kitchen island w/seating ❋ Bright natural light ❋ Smart TVs all rooms ❋ West Elm furnishings ❋ Near shops, dining & breweries

Guest favourite
A hot tub is positioned on a wooden deck, surrounded by tall trees typical of a mountainous landscape. The log cabin features green accents and large windows, providing a view of the serene forest. The deck extends around the cabin, inviting outdoor relaxation.
Home in Winter Park
4.94 out of 5 average rating, 111 reviews

Indulge | Majestic Views | Teepee | Hot Tub

Pioneer Retreat at Moose Lodge is a unique grand timber standalone log A-Frame with an energy all its own. Designed with post & beam architecture, this mountain escape was constructed with enormous logs that will leave you in awe. Gaze out at the amazing panoramic mountain vista views and immerse yourself in nature & all the Rockies have to offer just steps from the front door. Indulge your senses with in-house spa amenities & experience a deeper sense of connection to nature, family & friends.

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
4.98 out of 5 average rating, 96 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
A barnwood home is framed by snow-covered trees, featuring a distinct architectural design with multiple gables. Large windows allow for ample natural light, while a stone walkway leads to the welcoming entrance. The two-car garage is visible, showcasing the spacious layout of the property.
Home in Granby
4.92 out of 5 average rating, 173 reviews

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub

Offering a warm welcome to family and friends, Saddle Ridge Lodge touts high-end, family-friendly finishes throughout. Spend the days on the slopes or golf course and spend the evenings soaking in the private hot tub or competing in a game of foosball. The spacious layout is perfect for families and groups with two living rooms, a playroom, gas fireplaces, a high-end kitchen, and a large patio with a grill, egg smoker, and a hot tub. What’s more? Your dog can join in on the fun, too!

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 Fraser
4.94 out of 5 average rating, 108 reviews

Peaceful Mountain Retreat & Clubhouse Access

Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

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, 92 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
Home in Fraser
4.95 out of 5 average rating, 165 reviews

Spacious Cabin Retreat • Hot Tub, Fireplace, Views

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 two-story home is nestled among pine trees, featuring a large elevated deck that is accessible by a staircase. Snow remains on the ground in shaded areas, while clear skies overhead provide bright lighting.
Home in Tabernash
4.95 out of 5 average rating, 110 reviews

3BR|Mountain Home|Dog Friendly|Hot Tub

Our home features a private deck with a hot tub to relax in, a grill and beautiful views! The main level is an open floor plan with a full kitchen, large island, dining table for 6 and cozy living area. You will find the primary bedroom and ensuite bathroom on the main level. Downstairs is a large living space with a wet bar, large comfortable couch with a smart TV. Downstairs is where you will find 2 additional bedrooms and 1 full bathroom. There is 1 car garage also!

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$540 NZD$513 NZD$516 NZD$509 NZD$436 NZD$509 NZD$465 NZD$367 NZD$343 NZD$372 NZD$425 NZD$549 NZD
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Quick stats about house rentals in Winter Park

  • Total holiday rentals

    Explore 330 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 5,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    320 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    330 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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  3. Colorado
  4. Grand County
  5. Winter Park
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