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 760 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 29,590 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

    540 properties have a dedicated workspace

  • Wi-Fi availability

    760 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, 129 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.

ValueLocationHospitality

Top 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
4.98 out of 5 average rating, 187 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)

ValueOutdoor spacesAccess

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, 150 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!

LocationValueAmenities

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, 279 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.

LocationOutdoor spacesWalkability

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, 108 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.

ValueLocationHot tub

Guest favourite
A cozy living area features a brown leather sofa paired with two white armchairs arranged around a wooden coffee table. A decorative bear print adorns the wall, and the space is illuminated by warm lighting. The open kitchen is visible in the background.
Condo in Winter Park
4.85 out of 5 average rating, 112 reviews

Prime location, amazing views, stylish, sleeps 7

Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.

ValueLocationGetting around

Top Guest favourite
A bright living room features large windows that invite natural light and offers views of the outdoors. A spacious leather sectional sofa is positioned around a wooden coffee table, with a cozy area rug beneath. A modern fireplace and wall-mounted TV complete the inviting space.
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.

Outdoor spacesLocationLayout

Top Guest favourite
A modern living area is highlighted by a comfortable sectional sofa and a square glass coffee table. Floor-to-ceiling windows showcase scenic mountain views, while bright light fills the room. The open layout includes a sleek television mounted on the wall and a glimpse of the dining area.
Apartment in Winter Park
4.97 out of 5 average rating, 110 reviews

Luxury Winter Park Studio*PrivHotTub*Majestic View

Brand New Studio styled in HIP MOUNTAIN CONTEMPORARY in EXCLUSIVE Leland Creek! Perched amongst the aspen trees with spectacular sunset views,you'll never want to leave your own private Hot Tub and Deck!Floor to ceiling windows with stunning mountain views,Room+Board furniture and rustic ski vibe fill the home with a Contemporary Chic style.Private Entrance.Good Pets are welcome.10miles to Granby.18 miles to Grand Lake+Rocky Mountain National Park.DenverInternational airport 1.5 HR.

LocationValueBathroom

Top Guest favourite
The image captures a scenic view of a mountain resort village, featuring multiple buildings and a ski slope in the background. Snow-covered trees line the pathway, while outdoor seating with umbrellas is visible in the foreground, inviting relaxation in the crisp mountain air.
Condo in Winter Park
4.91 out of 5 average rating, 264 reviews

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

Enjoy your stay right next to the Gondola here at the Zephyr Mountain Lodge - Winter Park Resort's premier ski-in/ski-out base lodging. This 1-bedroom, 1-bathroom condo is ideal for a small family or couple seeking mountainside convenience and complimentary amenities. Enjoy a direct ski-in/ski-out location, where winter adventures and summer endeavors are easily in reach! End each day with ease - whether you're soaking in the community hot tub or warming up by the unit’s fireplace.

ValueOutdoor spacesIndoor spaces

Guest favourite
The modern kitchen features a large wooden dining table surrounded by white chairs, with panoramic windows offering expansive views of the mountains and forest. A sleek black appliance suite, including an oven and coffee maker, complements the space, while natural light fills the room.
Cabin in Tabernash
4.91 out of 5 average rating, 240 reviews

Mountain Getaway - Hot Tub & Sauna. Dogs welcome!

Escape to our luxury Colorado mountain retreat with stunning Continental Divide views! Comfortably sleeps 8. Features a chef's kitchen, indoor 6-person hot tub & sauna, and a wood-burning fireplace. Family-friendly with a bunk room and travel crib. Just 15 mins to Winter Park Ski Resort & 30 mins to Rocky Mountain National Park. Perfect for adventure and relaxation. We love dogs and they’re welcome in our home! Please make sure to add them to the booking so we know they’re coming.

LocationValueAccess

Guest favourite
The spacious living area features a striking wood ceiling and a decorative stone fireplace. A comfortable sectional sofa faces a mounted television, while a dining table accommodates six people. Large windows allow natural light to illuminate the space, creating a welcoming environment.
Townhouse in Winter Park
4.92 out of 5 average rating, 172 reviews

Spacious Mountain Townhome | Private Hot Tub

Prepare for a mountain retreat in this beautiful 3 bed/3 bath townhome + private indoor hot tub. Downtown Winter Park just 3 blocks off main street where you will find many shops, restaurants, bars, city parks and entertainment for the entire family. The perfect fit for families/groups looking for space to spread out, a stocked kitchen to cook in, and a hot tub to unwind in at the end of an amazing day. Only 5 minutes from Winter Park Resort and near the free bus line!

ValueLocationCheckout

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, 184 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).

ValueOutdoor spacesWalkability

Popular amenities for Winter Park outdoor seating rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$500 NZD$502 NZD$480 NZD$310 NZD$258 NZD$295 NZD$347 NZD$298 NZD$313 NZD$342 NZD$371 NZD$512 NZD
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