Holiday rentals with outdoor seating in Winter Park

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Winter Park

  • Total holiday rentals

    Explore 770 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $100 AUD per night before taxes and fees

  • Verified guest reviews

    Over 29,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    610 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wi-Fi availability

    770 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 Holiday Houses with Outdoor Seating in Winter Park

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
A private hot tub is located on the patio, providing views of the living space through large glass doors. The interior features an open layout with a cozy fireplace and a TV visible on the wall. Modern furnishings create a welcoming environment.
Townhouse in Winter park
4.98 out of 5 average rating, 131 reviews

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn

2BR townhome with a loft in a woodsy neighborhood in Winter Park/Fraser. Want a relaxing scenic place to sit by the fire or enjoy Grand County's outdoor adventures? Come stay and enjoy this townhome with access to free shuttle transportation during the winter. Both bedrooms include King beds. The loft includes a daybed that expands to a king bed and the sofa pulls out to a bed. PRIVATE 7 PERSON HOT TUB on patio. Propane Grill, easy access to hiking/biking trails, restaurants, stores, bars, etc.

Guest favourite
The log cabin is framed by blooming yellow flowers and lush greenery, with a soft sunset sky in the background. Warm light spills from the windows, creating an inviting ambiance that highlights the cabin's rustic charm and natural surroundings.
Cabin in Winter Park
4.81 out of 5 average rating, 317 reviews

Charming Log Cabin w/hot tub in Winter Park CO!

Authentic Colorado log cabin built in 1972; our 2 bedroom cabin sleeps up to 8 people comfortably. Private deck, luxurious hot tub, ping pong table, gas fireplace, WiFi, games, books & tons of charm. The master bedroom has a queen bed & guest room includes full bed plus bunk bed, air mattress available as well. The ski shuttle stops RIGHT in front of the house. Just a 5 minute walk to park/playground and 10 minute walk to downtown Winter Park. Plush, cozy, a perfect getaway. Town license #5112.

Guest favourite
An open living area showcases a black leather sectional couch arranged around a circular wooden coffee table adorned with greenery. Wooden accents highlight the walls, while soft lighting illuminates the adjacent kitchen and dining space visible in the background.
Townhouse in Winter Park
4.97 out of 5 average rating, 193 reviews

Modern/Rustic 2-bedroom Townhouse + Bonus Loft

Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ lofted bed) can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

Top Guest favourite
A modern kitchen space is highlighted by a central island with seating for four. Sleek cabinetry in soft colors complements stainless steel appliances, including a refrigerator and a range hood. Pendant lights provide illumination above the island, enhancing the inviting atmosphere.
Apartment in Winter Park
4.95 out of 5 average rating, 154 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities!

Guest favourite
An open-concept living area presents a stone fireplace and vaulted wooden ceiling. A dining table with black chairs is positioned beside a fully equipped kitchen featuring stainless appliances and granite countertops. Natural light filters in through large windows, highlighting the cozy seating area.
Condo in Winter Park
4.92 out of 5 average rating, 169 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

BEST Location in Winter Park!!Trailhead condos offer a year-round heated pool, hot tub, fire pit, patio, clubhouse, large indoor lounge, fitness room & game room. Just steps to Fraser River trail, restaurants, shopping and free ski shuttle. *On Hideaway Park* Access to Summer concerts&festivals, playground, picnic area, fire pit, and skate park to entertain kids! Relax by the fire or private furnished covered deck. Top floor (w/elevator) corner unit w/views! Pets welcome! (w/add'l clean fee).

Top Guest favourite
A private balcony features a round table surrounded by four wicker chairs, offering expansive views of the Fraser Valley and mountains. Sunlight illuminates the area, and the nearby river reflects the clear sky.
Condo in Fraser
4.98 out of 5 average rating, 326 reviews

View • Fireplace • Hot Tub • Sauna • Pool

Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

Guest favourite
The rustic cabin exterior is framed by tall aspen trees and features a wooden door. Bright flower boxes, filled with white and red blooms, add a pop of color in front of the porch area. A grill is positioned nearby on the deck.
Cabin in Winter Park
4.84 out of 5 average rating, 642 reviews

Cozy Cabin in Perfect Location

You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

Guest favourite
The modern kitchen features wooden cabinets and a spacious island with seating for four. Pendant lights illuminate the workspace, which includes a stainless steel refrigerator and a gas range. Warm wood flooring complements the contemporary design.
Condo in Fraser
4.98 out of 5 average rating, 161 reviews

NEW 2 BR condo by Winter Park w/private hot tub

BRAND NEW Contemporary 2 BR 1 BA near Winter Park Ski Resort with Private Hot Tub on FREE Shuttle route. NEWLY CONSTRUCTED HIP MOUNTAIN condo with over 40K in UPGRADES styled with private deck. Only 2 miles to Winter Park Ski Resort. NOT A PARTY HOUSE! NO HOT TUB USE AFTER 10pm. Please note, in case of damage, deposit will be taken. Close to restaurants and shops located in both Fraser and Winter park. **Be sure to check the resort website for the latest on Skiing and events at winter park**

Top Guest favourite
The fully equipped kitchen features wood cabinetry, modern appliances, and a large island with seating for four. A dining area with a circular table and four chairs is positioned nearby. Warm lighting is provided by a decorative pendant fixture, enhancing the cozy ambiance.
Condo in Winter Park
4.93 out of 5 average rating, 281 reviews

Top Floor Condo Steps From Free Shuttle w/Hot Tub

Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

Guest favourite
A spacious living area is bathed in natural light from large windows, featuring a gas fireplace set against a stone backdrop. A comfortable couch provides seating, with a rustic coffee table styled with a chess set. Cozy decor elements, including soft blankets, enhance the inviting atmosphere.
Townhouse in Winter Park
4.97 out of 5 average rating, 120 reviews

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

Welcome to your modern cabin in the woods, the Bear Cabin. Ideally situated in Rendesvouz, with quick access to downtown Winter Park, Winter Park ski area (free shuttle), and miles of trails. Well-appointed with high-end finishes and a hot tub! Luxurious finishes include a stone fireplace (gas), wide-plank hardwood floors, marble countertops, designer tile, and a hand-hewn beam and mantle. Well-appointed kitchen w/ everything needed for cooking. 2 private bedrooms + loft space with bunk beds.

Top Guest favourite
The modern mountain home is showcased against a backdrop of snow-covered terrain and distant mountain peaks. Its angled roof and contemporary design blend seamlessly with the natural surroundings. Large windows reflect the serene landscape, while surrounding trees add to the tranquil winter setting.
Cabin in Grand County
4.96 out of 5 average rating, 289 reviews

Scandinavian-Inspired Escape: Modern Cabin w/ Spa

Escape to our Modern Mountain Home in Grand County, Colorado, where luxury meets wilderness! Nestled amidst majestic mountains, this Scandinavian-inspired retreat offers the perfect blend of rustic charm and contemporary comfort.  Wake up to breathtaking views, with hiking, biking, and skiing right outside your door.  Highlights: • Panoramic mountain views • Close to Winter Park & RMNP • Scandinavian-inspired design • Wood-burning fireplace • Private hot tub Grand County Permit #106884

Top Guest favourite
A private hot tub is featured in the foreground, with bubbles gently rising. Beyond, horses graze in an open meadow framed by lush green grass and fences. Mountains are visible in the distance under a partly cloudy sky, creating a serene outdoor setting.
Townhouse in Fraser
4.97 out of 5 average rating, 133 reviews

40 min to RMNP- Private Hottub - 270* Views

Welcome to the Alpenglow Mountain Gateway! In this funky mid mod 2 bedroom/ 2 bathroom townhome you will find all the creature comforts within the confines of our beautiful wood paneled solar townhome. Private hottub!! Every room is complimented by the expansive mountain views. Eastward is Byers Peak & West the Continental Divide, making sunsets/ sunrises an unmissable time. WP resort 9 mins away Bus stop right outside door Less than a mile to market, restaurants and beer Permit: 6424

Popular amenities for Winter Park outdoor seating rentals

When is the best time to visit Winter Park?

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Avg. price$421 AUD$423 AUD$404 AUD$261 AUD$217 AUD$249 AUD$293 AUD$251 AUD$264 AUD$289 AUD$313 AUD$431 AUD
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