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 $141 AUD 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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Superhost
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!

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
4.97 out of 5 average rating, 33 reviews

Luxury Winter Park HomeHotTub*Majestic View*Resort

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!

Guest favourite
Home in Fraser
4.95 out of 5 average rating, 139 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
Home in Winter Park
4.99 out of 5 average rating, 155 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
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 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!

Top 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
4.94 out of 5 average rating, 110 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!

Top Guest favourite
Home in Fraser
4.95 out of 5 average rating, 174 reviews

Spacious Cabin with Views • Location • Hot Tub

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, 111 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.

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, 90 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.

Guest favourite
Home in Winter Park
4.88 out of 5 average rating, 16 reviews

Cozy mountain condo with A/C and views!

Welcome to your winter mountain retreat, a cozy base for families and friends enjoying time together in Winter Park. Settle in after snowy days and unwind by the fire with space for everyone to relax. - Sleeps 6 | 3 bedrooms | 4 beds | 2.5 baths - Mountain view - Indoor fireplace - Patio or balcony w/ outdoor furniture - Free parking on premises & EV charger - In-unit washer & dryer - 4 min to Downtown Winter Park -Shuttle to Resort -Whole house Air conditioning!

Superhost
Home in Winter Park
5 out of 5 average rating, 3 reviews

Ramble Retreat I Downtown Winter Park w/Hot Tub

Immerse yourself in mountain luxury at this stunning multi-story retreat in the heart of Winter Park. Enjoy panoramic views from the rooftop deck, unwind in the private hot tub, or gather around the fire pit after a day of adventure. Featuring beautiful designer, and pet-friendly accommodations, this home offers the perfect blend of comfort and style. Just steps from downtown Winter Park, Hideaway Park, popular restaurants, and year-round festivals and live music events.

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
4.94 out of 5 average rating, 128 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?

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Avg. price$460 AUD$493 AUD$425 AUD$318 AUD$277 AUD$325 AUD$387 AUD$305 AUD$285 AUD$309 AUD$353 AUD$456 AUD
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