House holiday rentals in Winter Park

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Top-rated house rentals in Winter Park

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Home in Winter Park
5 out of 5 average rating, 22 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.

Top 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
4.98 out of 5 average rating, 94 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 favourite
An aerial view showcases a contemporary home nestled among lush greenery, with a paved driveway leading to the entrance. Surrounding mountains create a serene backdrop, while the setting sun casts a warm glow, accentuating the natural landscape and modern architecture.
Home in Winter Park
4.94 out of 5 average rating, 16 reviews

Luxury Mountain Modern Winter Park Home

SUPER HOST 5 STAR REVIEWS, NEW PROPERTY. Built in 2023 this is a new rental home designed brand new mountain contemporary home is the perfect spot for a ski gateaway and summer adventures! Located in the beautiful ski village of Winter Park, you'll be mere minutes away from the ski resort while in the most convenient spot for socializing, with restaurants and bars only steps away. Enjoy stunning views of the Rocky Mountains and make wonderful memories in this one-of-a-kind mountain retreat!

Guest favourite
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.
Home in Fraser
4.86 out of 5 average rating, 73 reviews

Alpine Vista Escape

Make yourself at home in our family friendly 2 bed/1 bath condo right on the meadow with gorgeous mountain views. Centrally located in the Fraser Valley you are close to everything. 10 minutes to Winter Park Resort, minutes to necessities (coffee, restaurants, grocery store), 40 minutes to the entrance of Rocky Mountain National Park, and more. There is a free shuttle to WPR a short walk from the condo. The clubhouse which is also a short walk offers a pool, 2 large hot tubs, gym and more!

Top guest favourite
An illustrated representation of Mountain Flower Cabin features a modern two-story structure set against a mountainous backdrop. Elements such as trees and a bicycle are detailed, along with the sun and stars, conveying a serene connection to nature in Winter Park, Colorado.
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.

Superhost
An open layout features a high vaulted wooden ceiling with exposed beams. The space includes a dining area with a wooden table, a cozy living area with a seating arrangement, and a staircase leading to a loft area above.
Home in Tabernash
4.83 out of 5 average rating, 146 reviews

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Just 10-15 minutes from Granby, Winter Park and Fraser, this chalet style home is ideal for a getaway weekend in Grand County! This house features a custom steam shower, expansive deck with hot tub, fenced in backyard, wood burning stove and plenty of beds for adults and kids! The master bedroom features a king size bed along with a double bed and the second bedroom features a queen size bed, closet and working space. There is also a comfy futon in the loft for extra sleeping space!

Top guest favourite
Home in Fraser
4.94 out of 5 average rating, 114 reviews

Peaceful Mountain Retreat & Clubhouse Access

Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

Guest favourite
The outdoor space showcases a stone fire pit surrounded by natural rock seating. The patio is supported by sturdy stone columns, with comfortable seating arranged under a large covered area. A hot tub is visible nearby, and lush landscaping enhances the setting.
Home in Granby
4.98 out of 5 average rating, 226 reviews

Wildhorse Chalet at Grand Elk - With Hot Tub!

This 5-bedroom (4 bedrooms + loft), ranch is located in the Grand Elk community of Granby, CO. The home offers over 2600sf of contemporary mountain decor. The home was designed to maximize both indoor and outdoor living. Whether you're looking to ski/snowboard at Granby Ranch and/or Winter Park, paddle-board at Grand Lake, golf at Grand Elk, or if you're just seeking a relaxing weekend away with friends and family, we're confident your stay will be one to remember. Permit #004096

Top guest favourite
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
4.96 out of 5 average rating, 128 reviews

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

Escape to an inviting Mountain Home! With stunning mountain valley views, a luxurious hot tub, and endless entertainment options like vintage arcade games and shuffleboard, this spacious retreat is perfect for families and groups of friends. The expansive kitchen/dining area is ideal for cooking and gathering, and the five tastefully decorated bedrooms provide ample space and comfort. Plus, pets are welcome for a fee. Create lasting memories at this beautiful mountain getaway!

Top guest favourite
A spacious cabin structure is set against a clear blue sky, surrounded by snow-covered ground. A partially covered porch features several outdoor chairs, and a two-car garage is visible beneath the home. A pathway leads to the entrance, emphasizing the inviting atmosphere.
Home in Fraser
4.95 out of 5 average rating, 165 reviews

Spacious Cabin Retreat w/ Hot Tub Near It All

Beautiful, spacious and cozy cabin conveniently located with easy access to Winter Park Ski Resort, downtown Winter Park, Fraser and less than 1hr drive to Rocky Mountain National Park and Grand Lake for year round mountain adventures! Enjoy stunning views of Byers Peak from the patio with easy access to hiking, biking or Nordic ski trails. This home boasts all season access to all Grand County has to offer while comfortably accommodating multiple adults or 2 families.

Top guest favourite
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, 108 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!

Top guest favourite
A modern townhome is depicted, featuring a combination of wood and blue accents. The structure includes large balconies and garages at the base, with a landscaped area of rocks and grass surrounding the entrance. The silhouette of nearby buildings is visible against a clear sky.
Home in Fraser
5 out of 5 average rating, 22 reviews

Relax & Play – Mountain Stay

Escape to this beautiful 3-bedroom, 3-bathroom townhome in Fraser, CO, offering breathtaking mountain views and modern comforts. Relax in the 7-person hot tub, cozy up by the fireplace, or enjoy a game on the foosball table. The kids’ room features a 3-bed bunk and hangout space. Conveniently located on the free bus route with easy access to Winter Park Resort, dining, and shopping. Includes heated garage, washer/dryer, and more for a perfect getaway!

Popular amenities for house rentals in Winter Park

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Avg. price£236£224£225£222£190£222£203£160£150£162£185£239
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Quick stats about house rentals in Winter Park

  • Total holiday rentals

    Explore 330 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at £74 per night before taxes and fees

  • Verified guest reviews

    Over 5,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    330 of Winter Park holiday rentals include wifi 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!

Destinations to explore

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  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park
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