Magnificent Mountain Destinations

Welcome To StayWinterPark

Winter Park is one of the closest ski resorts to the Denver metro area and we offer some of the most popular vacation rentals in the area.  

Choose from cozy condos which are ideal for couples or families wanting amenities with your lodging; townhomes with views and some offering private hot tubs; pet friendly rentals, luxurious private homes offering plenty of room for larger groups or try one of our mountain cabins.

With over 70 + years of experience managing vacation rentals in the Winter Park Colorado area, StayWinterPark ensures a seamless and exceptional customer experience.  

Exclusive discounts available to you when you book and use promo code AV25 for Colorado Avalanche fans to save 10% on your next getaway.

Book Direct Benefits 

Flexible Stays, Last Minute Bookings & Same Day Bookings Are Welcome!

Communication is fast, easy & you get to speak with a local expert!

Enjoy the Best Price Guarantee lower than local competition

Our sister Destinations

StayWinterPark also has two sister companies for your to enjoy!  See what great vacation rentals are available for visiting the Summit County area or Telluride.

Summit County Mountain Retreats

Located Summit County, Colorado with vacation rentals in Breckenridge, Copper, Dillon, Frisco, Keystone, and Silverthorne. We offer rental options from luxurious ski-in/ski-out condos to an eight-bedroom mountain home, and everything in between.

Lodging In Telluride

We offer something for every personality - whether you long to roam the mountains or discover the buzz of Telluride’s main street restaurants and boutiques, we have a place for you.  Choose from budget-friendly accommodations with stunning river and mountain views in one of North America’s most scenic locales. 

Homeowner Services

StayWinterPark also specializes in full service management of short term rentals in the region. If you currently own a second home or investment property in the area or in the future have the consideration for purchasing a second home, please reach out to us!

Properties Available 229 properties available
This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a master suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a wo
Hot HOT 14
Hi Country Haus Unit 2111
Hi Country Haus Unit 2111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 6
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This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a
Hot HOT 16
Hi Country Haus Unit 2121
Hi Country Haus Unit 2121
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 13
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The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Hot HOT 10
Beaver Village Unit #1113R
Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
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This residence boasts exquisite furnishings and is fully equipped with all modern conveniences, spanning 3 levels with 7 bedrooms, 8 bathrooms and a spacious 9,649 square feet of heated living space, comfortably accommodating up to 16 guests. It is an ideal vacation spot for large families, group gatherings or small corporate retreats throughout t
Hot HOT 18
492 Golf Course Circle
492 Golf Course Circle
Cabin -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 8
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Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hot HOT 15
Hi Country Haus Unit 2115
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 28
View Property Details
Kings Crossing 12 invites you to its unloading area at the entrance, which offers ample space for storing coats and boots. The indoor hot tub, conveniently located near the front door, provides a perfect way to unwind after a day of activities. This family-friendly townhome boasts an ideal location in downtown Winter Park close to a selection of re
Hot HOT 14
Kings Crossing Townhome 12
Kings Crossing Townhome 12
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 8
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This recently renovated three-bedroom property includes an additional bunk room, allowing accommodation for up to nine guests. The rooftop hot tub is an irresistible feature, making it the perfect choice for your next Winter Park vacation. Additionally, this property is pet-friendly, ensuring a memorable downtown getaway for all. A heated garage
Hot HOT 13
Arrow at Winter Park Unit 286
Arrow at Winter Park Unit 286
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.7 32
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The attractive furniture in the primary living space provides an excellent area to unwind, appreciate the gas fireplace, flat screen TV and entrance to the secluded patio. A modernized dining space accommodates seating for four individuals.The renovated kitchen features hardwood flooring, granite countertops, stainless steel appliances and wooden c
Beaver Village Unit #0412R
Beaver Village Unit #0412R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished
Hot HOT 31
Hi Country Haus Unit 1805
Hi Country Haus Unit 1805
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 20
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Experience the inviting and cozy open floor plan of this modern 2-bedroom unit that can accommodate up to 6 guests. Enjoy convenient proximity to Winter Park, Grand Lake and Rocky Mountain National Park. Nearby amenities include Safeway, Fraser tubing hill, mountain biking trails and various dining options. Additionally, there is a stocked fishing
Hot HOT 21
Waterside West E206
Waterside West E206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 5
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Experience the convenience of ski-in/ski-out access at this two-bedroom, two-bath condominium situated in Building 1 of Summit at Silvercreek, Granby. Positioned adjacent to the owner's lift at Granby Ranch, this fully furnished unit serves as an excellent option for family rentals.This garden level condominium showcases a contemporary color scheme
Summit Unit 1103
Summit Unit 1103
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 1
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Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning retreat is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious layout of th
Hot HOT 22
Miles Behind Log Cabin
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 34
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