Holiday rentals with outdoor seating in Winter Park

4.97 out of 5 average rating, 194 reviews

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

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)

4.98 out of 5 average rating, 132 reviews

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

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.

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.

4.92 out of 5 average rating, 171 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).

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.

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.

4.96 out of 5 average rating, 290 reviews

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

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

4.97 out of 5 average rating, 121 reviews

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

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.

4.96 out of 5 average rating, 98 reviews

Apartment in Fraser

3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views

Nestled in the heart of the picturesque Winter Park, Colorado, this exquisite 3-bedroom, 3-bath condo with full size beds bunk room is a perfect mountain retreat that combines rustic charm with modern comforts. Located on the top floor, this corner unit boasts high vaulted ceilings, offering an open and airy atmosphere that's further enhanced by stunning mountain views. Whether you're seeking a cozy winter haven or a refreshing summer escape, this condo promises an unforgettable experience.

A spacious living area features a sleek Lovesac Sactional couch arranged around a modern coffee table. A stone fireplace enhances the warmth of the space, while large windows provide expansive views of the valley and access to a private deck. Wood beams and a spiral staircase add architectural interest.

5.0 out of 5 average rating, 129 reviews

Best Views In WinterPark | FamilyFriendly | Garage

COME FOR THE FUN AND STAY FOR THE BEST VIEWS IN WINTER PARK :) Your 3BR/3BA 1,300+ sqft Family Friendly Condo with Private Garage lives like a Townhome with ample space & privacy for everyone in your group. Upstairs you'll find a fully private master bed with ensuite bath. The 2nd bedroom is super private located right off the entryway with it's own private ensuite full bath as well. At the Winter Park Retreat you'll enjoy spectacular views from your private deck and throughout the home.

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.

4.85 out of 5 average rating, 116 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.

4.93 out of 5 average rating, 103 reviews

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

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!

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.

4.97 out of 5 average rating, 122 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.

4.95 out of 5 average rating, 169 reviews

Home in Fraser

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.

Popular amenities for Winter Park outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

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.

4.96 out of 5 average rating, 174 reviews

Winter Park Creekside Chalet with Hot Tub

4.98 out of 5 average rating, 106 reviews

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

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

A modern living area features a spacious sectional sofa and two accent chairs. A stone fireplace with changing flame colors serves as a focal point. Large windows provide natural light and offer views of the surrounding snowy landscape.

5.0 out of 5 average rating, 27 reviews

Downtown WP Condo 2203 - Hot Tub - Views - Firepit

Superhost

4.85 out of 5 average rating, 13 reviews

Cozy mountain condo w/ fireplace & views

5.0 out of 5 average rating, 9 reviews

Chateau Louise • Group & Family Friendly • Central

A modern two-story townhome is set against a backdrop of snow-covered ground and tall pine trees. The structure features large windows and multiple outdoor entries, showcasing a blend of natural surroundings and architectural design.

5.0 out of 5 average rating, 25 reviews

Cozy Hygge Cabin—Ski, Relax, Recharge in Style

5.0 out of 5 average rating, 31 reviews

The Perch | Cozy + Modern Cabin w/ Hot Tub

A spacious townhome is displayed against a backdrop of rolling green hills and a forested area. The building features a combination of wood and stone accents, with multiple balconies and large windows, allowing for ample natural light.

5.0 out of 5 average rating, 29 reviews

5-10 min walk to lifts. Luxury home in Winter Park

Apartment rentals with outdoor seating

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.

4.95 out of 5 average rating, 155 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

4.83 out of 5 average rating, 215 reviews

Apartment in Fraser

Private Indoor Hot Tub-Two Bedroom/Two Bathroom

4.82 out of 5 average rating, 205 reviews

Aspen grove apartment

A well-lit common room features large windows with views of surrounding trees. Cozy seating arrangements include a comfortable sofa and two armchairs. A dining area with wooden chairs and a table is present. A television is located on a shelf beside a small bookshelf.

4.8 out of 5 average rating, 137 reviews

The Alpen Rose- Cozy cabin feel w/amazing Views

An inviting living area features a mix of seating options, including a spacious couch and a rocking chair. A coffee table centers the space, while a kitchen bar with stools offers additional seating. Decorative artwork and a guitar adorn the walls, contributing to a cozy ambiance.

4.83 out of 5 average rating, 123 reviews

Cozy Condo on the Fraser River

A cozy living area features a brown sofa adorned with decorative pillows and a striped armchair near a window. A dining space with wooden chairs and a table is visible, while a snowy outdoor view includes a bridge decorated with a festive wreath.

4.97 out of 5 average rating, 143 reviews

Amazing Condo at the Base of Winter Park Resort

A spacious living area features a comfortable sofa and armchairs arranged around a coffee table. A flat-screen television is mounted on a modern cabinet, while large windows allow natural light to fill the room. A cozy fireplace adds warmth to the inviting atmosphere.

4.95 out of 5 average rating, 267 reviews

Founder’s Pointe Ski/In Out #4467

4.96 out of 5 average rating, 162 reviews

A stunning view of the mountains is captured at sunset, displaying soft pink and purple hues over peaks capped with snow. The foreground includes a grassy meadow and a few residential structures dotting the landscape.

Apartment in Fraser

Gorgeous views! Beautiful well appointed condo.

Condo rentals with outdoor seating

4.98 out of 5 average rating, 162 reviews

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

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

4.98 out of 5 average rating, 327 reviews

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

View • Fireplace • Hot Tub • Sauna • Pool

The living area features a comfortable sofa and armchair, centered around a coffee table. A round dining table with four chairs sits in view of a kitchen bar with pendant lighting. Natural light enters through large windows, enhancing the cozy atmosphere.

4.96 out of 5 average rating, 160 reviews

Top floor, larger 1 bedroom in Winter Park Village

4.99 out of 5 average rating, 127 reviews

A comfortable living area features a large television mounted on the wall above a wooden entertainment unit. The unit contains books and decorative items. A clear view of the kitchen and dining area is visible in the background, along with modern appliances and a casual seating arrangement.

Condo in Fraser

Winter Park Getaway for Mountain Biking/Hiking!

The welcoming living area showcases a spacious sectional sofa adorned with a colorful throw. A stone accent wall complements the large flat-screen smart TV. Natural light enters through expansive windows, illuminating the area, while a modern counter separates the kitchen from the living space.

4.94 out of 5 average rating, 159 reviews

Cozy mountain retreat in downtown Winter Park

A tastefully arranged sleeping area features a dark green accent wall and a modern bed with neutral bedding. A stylish nightstand with a small plant and clock is positioned beside the bed, illuminated by a sleek wall-mounted lamp.

4.89 out of 5 average rating, 238 reviews

Ski In/Ski Out - Modern Cozy Condo in Winter Park

4.95 out of 5 average rating, 154 reviews

10 min to Resort! Amazing Views & Sauna!

The exterior of the condo complex is visible, showcasing multiple levels adorned with windows. Snow blankets the landscape, while a heated outdoor area features seating and a hot tub. Mountain views provide a scenic backdrop, emphasizing the peaceful surroundings.