House holiday rentals in Winter Park

4.97 out of 5 average rating, 38 reviews

Private 2-acre Mtn Retreat - Hot Tub + Game Room

Escape to a luxury mountain retreat in Fraser, just minutes from Winter Park—perfect for families and groups. Relax in the private hot tub with stunning mountain views, or challenge friends in the game room. Sleeps 10 comfortably with 4 bedrooms, including a loft and fun bunk room. Skiing, tubing, golf, trails, and endless outdoor adventure. Thoughtfully designed with high-end finishes, a cozy fireplace, and a chef’s kitchen opening to spacious living. Book now for your perfect Colorado getaway!

The family room features floor-to-ceiling windows that frame views of lush pine trees and the Fraser River. A cozy seating arrangement for eight includes two large sofas and a white accent chair, complemented by a neutral area rug and a dark coffee table at the center.

5.0 out of 5 average rating, 43 reviews

*NEW* Luxe Waterfront Condo in Winter Park

Headwaters Hideaway, a 1,500+ sq ft Winter Park condo, boasting 180* waterfront, mountain & forest views. Just a 5-minute drive to Winter Park Resort and 100 feet to large ponds and the Fraser River trail. Enjoy a private patio, dual master suites, and room for up to 10 guests. Cook up a storm in our fully stocked kitchen, or take a 5-min walk to 10+ restaurants. In the summer, 5-Star Golf & Lake Granby are just a short drive away. This Hideaway is perfect for winter skiing or summertime events.

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.

4.95 out of 5 average rating, 176 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!

4.75 out of 5 average rating, 24 reviews

Chalet Apres | Amazing Location | Hot Tub & Sauna

Stay in the heart of Winter Park on Main Street at Chalet Apres. Walk to all shops, dining, and Hideaway Park, or hop on the ski bus right outside to head to the slopes. This gorgeous townhouse features 2 king bedrooms and a twin, private hot tub and sauna, leg massagers, locked ski storage, ski boot dryer, and the comforts of a hotel with more space and convenience. Located in the new build Arrow community, there will be retail, restaurants and fun events at the amphitheater all year round!

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!

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.

5.0 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!

The exterior of a modern townhome is depicted, featuring a light brown facade with timber accents. A private garage is visible, and a gentle slope leads towards the entrance. In the background, a scenic view of a mountain covered in trees and ski trails is presented.

4.88 out of 5 average rating, 57 reviews

Luxury Home - Winter Park Resort Views w/ Hot Tub

Relax with the whole family as you look out over Winter Park Ski Resort from our floor to ceiling windows or large back deck. With 4 beds and 3.5 baths there is plenty of room to escape into the mountains and make lasting memories! Head out to ski, fish, and mountain bike, or stay home to cozy up by the fire and watch the snow fall from the private hot tub. Antler Escapes is fully stocked with the essentials as well as movies, toys, and games to make your stay unforgettable. STR #022100

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.

4.94 out of 5 average rating, 114 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!

4.94 out of 5 average rating, 32 reviews

Home in Tabernash

Everglen Retreat-Mountain Views/Ski/Hike w/ sauna!

Private modern home with expansive MOUNTAIN VIEWS! Mountain modern haven with 3 BD, 2.5 BA, a large private deck w/ sauna, modern chef’s kitchen & wood-burning fireplace. Centrally located in Fraser Valley, a short drive can get you to the slopes of Winter Park, the calm waters of Grand Lake or anything in between. Every detail of this beautiful new home has been designed with family vacations in mind - whether you're out here to ski, bike, hike or just enjoy some mountain solitude!

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.

4.98 out of 5 average rating, 112 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!

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.

A spacious wooden cabin features large glass windows showcasing mountain views and an outdoor deck. The deck includes an umbrella and railing made of timber. The surrounding landscape is neatly landscaped with grass and decorative plants.

4.93 out of 5 average rating, 115 reviews

Luxury Home w/Hot Tub & Winter Park Ski Mtn Views!

This luxurious 6-bed, 5.5-bath Fraser vacation rental house can host up to 14 guests with ease throughout 4,341 square feet! This spectacular residence includes countless upgrades, such as a private hot tub, in-floor radiant heated floors on all levels including the garage, remote control blinds, and granite countertops. With a massive interior, spectacular mountain views from the deck, and the free shuttle stop less than 1 block away, experience mountain living in style!

Popular amenities for Winter Park house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 102 reviews

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

4.96 out of 5 average rating, 134 reviews

A spacious living area features large windows that offer panoramic views of the mountain valley. A comfortable sectional sofa rests on a vibrantly patterned area rug. Natural light fills the room, highlighting the wooden beams and stone tile flooring.

Home in Granby

Winter Park & Grand Lake Home! Views! Hot Tub!

4.94 out of 5 average rating, 119 reviews

Peaceful Mountain Retreat & Clubhouse Access

4.96 out of 5 average rating, 111 reviews

Home in Granby

2 Kg Bd, Ponds, Pool, Htb, River-Btwn RMNP&Wtr Pk

4.83 out of 5 average rating, 18 reviews

Family Fall Getaway Near WP | Pool & Hot Tubs

4.98 out of 5 average rating, 46 reviews

A modern custom home features a mix of stone and wood exteriors, framed by a gently sloping driveway. The design highlights large windows and slanted roofs, with solar panels visible on the roof. Surrounding natural landscaping adds to the mountain setting.

Home in Granby

Colorado's Coolest Ski In/Out Home

Two chairs are positioned on a patio, facing a scenic view of expansive meadows and distant mountains. The sky displays soft pastel colors as the sun sets, creating a serene backdrop for relaxation.

4.86 out of 5 average rating, 76 reviews

Alpine Vista Escape

A two-story townhome is featured, surrounded by snow-covered trees. The entrance showcases a red door and large windows. The driveway is visible, lined with snow, leading to the property amidst a serene winter landscape.

4.91 out of 5 average rating, 11 reviews

Ermine on the Black Line

Weekly house rentals

A spacious dining area features a large wooden table surrounded by black and white chairs, positioned near expansive windows. The open concept connects to a modern kitchen, with light streaming in and providing views of autumn foliage outside.

4.92 out of 5 average rating, 12 reviews

Winter Park home new listing

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.

4.96 out of 5 average rating, 93 reviews

Mountain Cozy | New w/ Hot Tub

5.0 out of 5 average rating, 4 reviews

Ramble Retreat I Downtown Winter Park w/Hot Tub

The living room features a modern seating area with a gray sofa adorned with patterned and solid pillows. A sleek coffee table rests on a textured rug, while a wall-mounted television and fireplace enhance the space. Large windows provide natural light and access to outdoor views.

4.97 out of 5 average rating, 86 reviews

Mountain Retreat | New Condo | Private Hot Tub

A spacious living area features a large sectional sofa and a modern glass coffee table. Natural light floods the space through sliding glass doors that open to a view of the mountains. A cozy fireplace adds warmth, framed by elegant wall accents.

5.0 out of 5 average rating, 29 reviews

New townhome w/ Mountain Views

5.0 out of 5 average rating, 12 reviews

Rendezvous 4BR Retreat | New Hot Tub, Mtn Views

5.0 out of 5 average rating, 13 reviews

LUX Chateau Louise • Unique • Walk to Everything

4.88 out of 5 average rating, 16 reviews

Cozy mountain condo with A/C and views!

Private house rentals

5.0 out of 5 average rating, 11 reviews

Scenic Fraser Mountain Retreat w/ private hot tub

5.0 out of 5 average rating, 38 reviews

The Perch | Cozy + Modern Cabin w/ Hot Tub

5.0 out of 5 average rating, 10 reviews

The Owl's Nest | Private Hot Tub | Game Room

The exterior of a two-story home is shown, featuring a modern design with large windows and a spacious deck. A two-car garage is visible, along with a snow-covered landscape and the ski lift nearby.

4.96 out of 5 average rating, 53 reviews

Slope side Single Family Home/Winter Park Base

The welcoming entrance features a covered porch with warm lighting, accompanied by a pathway leading to the front door. Surrounding the entrance, vibrant autumn foliage adds color. A charming home sits under a colorful sky, providing a sense of tranquility and nature.

4.85 out of 5 average rating, 55 reviews

Luxury 5BR Winter Park Cabin w/ Hot Tub & Firepit

A spacious mountain home is nestled in a snowy landscape, featuring a welcoming front porch adorned with festive decor. Snow blankets the ground, accentuating the rustic architecture, including a two-car garage with green doors. Tall trees surround the property against a clear blue sky.

5.0 out of 5 average rating, 81 reviews

Trail Side Cabin with Mtn Views & Private Hot Tub

Luxe

4.6 out of 5 average rating, 10 reviews

Riverwalk Luxury Home Steps to River, Town & Trail

A cozy family room is highlighted by a large stone fireplace and soaring ceilings. Ample natural light floods in through large windows, revealing a serene forest backdrop. A luxurious hot tub sits on an outdoor deck, inviting relaxation in the tranquil space.