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
The condominium has recently undergone a kitchen renovation, featuring new wood cabinetry, tiled flooring, countertops and stainless steel appliances. The dining area provides a comfortable space for up to six individuals and is integrated into the open floor plan, allowing for engagement in various activities. The living room is furnished with co
Hot HOT 14
Beaver Village Unit #1812
Beaver Village Unit #1812
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 7
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This one bedroom condominium offers everything necessary for a delightful vacation. The master bedroom is equipped with a queen-sized bed, a flat screen TV and full en-suite bathroom. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island accommodates seating for 2 and seamlessly connects
Beaver Village Unit #1633R
Beaver Village Unit #1633R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
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Upon entering through the front door, you will be welcomed by a cozy and inviting interior adorned with unique features such as hardwood floors, a stone fireplace, and breathtaking views from the private deck. This Winter Park gem boasts 4 bedrooms and 4 bathrooms, making it a rare find in the area. Perfect for a vacation getaway, this Rendezvous
Hot HOT 16
25 Discovery Lane - Rendezvous
25 Discovery Lane - Rendezvous
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 12
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A perfect two bedroom condominium rental in the downtown area is an excellent choice for families seeking a mountain retreat, offering a spacious and renovated living space along with access to clubhouse amenities.The entire unit has undergone a complete renovation, transforming it into a charming modern condominium featuring a contemporary color p
Hot HOT 11
Snowblaze Condos Building C unit 22
Snowblaze Condos Building C unit 22
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
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The charming ground floor end unit has been updated and has the gas fireplace any time of the year. Guests may catch a glimpse of a moose or a fox walking outside through the patio sliding doors within the Beaver Village Condos complex. The full kitchen is open to the living and dining to share quality time. The dining room will seat up to 6 and
Hot HOT 10
Beaver Village Unit #0713
Beaver Village Unit #0713
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
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The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen
Beaver Village Unit #0221
Beaver Village Unit #0221
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 6
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This residence in Colorado is situated 2/3 of a mile from the main street in downtown Winter Park and three miles from the Winter Park Resort, nestled in a charming neighborhood that provides a sense of seclusion along with stunning mountain vistas. It serves as an excellent setting for either a large family or a small group. The recently renovat
40 Crescentview Lane
40 Crescentview Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
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This expansive two bedroom unit is located in the center of downtown Winter Park and is part of a newly built complex. The Timber Fox complex features a private patio that provides stunning views of the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal place to unwind, savor your morning coffee and utilize the BBQ grill
Timber Fox Building C Unit 3406
Timber Fox Building C Unit 3406
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 4
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This townhome, set against a charming forested backdrop, offers three bedrooms distributed over three levels. The main floor features an open-concept design, highlighted by a living room with vaulted wood-paneled ceilings, a fireplace, complimentary Wi-Fi, a flat screen TV and new carpeting throughout, with the exception of the kitchen area. The k
Timber Ridge Building 2, Unit B
Timber Ridge Building 2, Unit B
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4 1
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Situated on the third floor of the structure, the arched ceilings in the primary living area create a sense of openness and grandeur. Adorned in a serene and relaxing neutral color palette, this one bedroom one bathroom condominium showcases contemporary western aesthetics and furniture, perfect for a mountain retreat in Colorado.The living room sp
Beaver Village Unit #0232R
Beaver Village Unit #0232R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 15
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This beautifully appointed and expansive unit features two bedrooms, a loft and three bathrooms, situated on the sixth floor of the building. Ideal for families, this rental accommodates up to eight guests in beds and includes various amenities to enhance your comfort, such as a Pack-n-play crib, a game table suitable for cards or board games and a
Crestview Place Unit 607
Crestview Place Unit 607
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 7
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This unit has a private deck with mountain views on the third floor of the building with 2 bedrooms plus a loft and 3 bathrooms.The open living room plan has comfortable furnishings surrounding the gas fireplace with moss rock accents and wood paneling on the wall. There is a TV with VCR and queen sofa sleeper with free in unit Wi-Fi access. No ai
Timber Run Evergreen Unit 11
Timber Run Evergreen Unit 11
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 1
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