House vacation rentals in Winter Park

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Top-rated house rentals in Winter Park

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Top guest favorite
A mountain home featuring a large deck and expansive windows that showcase the surrounding nature. The stone chimney adds a rustic touch to the exterior, while the driveway is bordered by a wooden fence. The structure is complemented by a well-maintained landscape.
Home in Fraser
4.97 out of 5 average rating, 126 reviews

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!

Beautiful mountain home with panoramic mountain views, located on 5 private acres. Home sleeps 14 and features 5 bedrooms and 3 newly renovated baths, along with a recently remodeled kitchen with granite counters and a magnificent wood-burning fireplace. Relax in the hot tub under the stars after a day of skiing or hiking. Park and store your gear in the 4-car garage. Our retreat is only two miles from downtown Fraser and 12 minutes to Winter Park ski area. *Please note: We do not allow events.

Top guest favorite
Home in Fraser
5 out of 5 average rating, 26 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!

Guest favorite
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, 110 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.

Guest favorite
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
4.96 out of 5 average rating, 171 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 favorite
Home in Winter Park
5 out of 5 average rating, 5 reviews

Home Spa Retreat Downtown WP Walk to Shops Dining

Escape to Ramble On, a pet friendly luxury wellness retreat in downtown Winter Park for 10. - Unwind in your private rooftop hot tub & barrel sauna after a day on the slopes, just a 5-min drive or free shuttle away. - This 4-bed mountain-modern home features a theater room, chef's kitchen, and stunning views. - Perfect for families & groups seeking style and adventure, steps from the Fraser River and local shops. - Tap the ❤ in the upper-right corner to add Ramble On to your wishlist!

Guest favorite
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.
Home in Winter Park
4.87 out of 5 average rating, 52 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

Guest favorite
An open-concept living area features a modern sectional sofa and minimalist coffee tables, with large windows framing views of the surrounding mountains and forest. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, creating a bright and spacious atmosphere.
Home in Fraser
4.91 out of 5 average rating, 32 reviews

Modern Mountain Retreat | 2 Acres | Private Trails

Indulge in elevated mountain living at this architect-designed 2BR/2BA retreat set on 2 private acres in the Devil’s Thumb Ranch area. Take in the nobstructed Continental Divide views, explore private trails just outside your door, and unwind by the fire pit beneath a canopy of stars. Ski or snowshoe directly from the home, then return to seclusion, comfort, and style. Planning a photo shoot, intimate dinner party, or special event? Please inquire for approval and applicable event fee.

Top guest favorite
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, 101 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.

Top guest favorite
Home in Winter Park
5 out of 5 average rating, 5 reviews

Luxury 4 Bedroom Mountain Retreat Near Winter Par

Escape to this modern mountain retreat in Winter Park, just minutes from Winter Park Resort. This spacious 4-bedroom, 3.5-bath home sleeps up to 10 guests and features two king bedrooms, a queen bedroom, and a bunk room with two twin-over-twin bunks; perfect for families and groups. Enjoy open-concept living spaces, a fully equipped kitchen, and comfortable gathering areas after a day of skiing, hiking, or biking. Close to restaurants, shops, and year-round mountain adventure.

Guest favorite
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.
Home in Fraser
4.93 out of 5 average rating, 109 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!

Guest favorite
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, 116 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!

Guest favorite
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).

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

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Avg. priceﺩ.ﺇ1,197ﺩ.ﺇ1,282ﺩ.ﺇ1,105ﺩ.ﺇ1,102ﺩ.ﺇ944ﺩ.ﺇ1,102ﺩ.ﺇ1,006ﺩ.ﺇ793ﺩ.ﺇ742ﺩ.ﺇ804ﺩ.ﺇ918ﺩ.ﺇ1,186
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Quick stats about house rentals in Winter Park

  • Total vacation rentals

    Explore 350 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Winter Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Park rentals

  • 4.8 Average rating

    Winter Park stays are highly rated by guests—averaging 4.8 out of 5!

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