Winter Park Long Term Rentals

Why settle for a short mountain getaway when you could stay longer? Stay Winter Park’s long term vacation rentals are ideal for guests looking to enjoy Colorado life at a slower pace—remote workers seeking alpine views, families spending the summer in the Rockies, or anyone ready to make Winter Park their home away from home. Our extended stay rentals are available for 14 nights or more, giving you time to experience the mountains like a local.

Browse Long Term rentals in Winter Park

Escape the city heat and enjoy a longer stay surrounded by stunning scenery, endless outdoor adventures, and the community charm of Winter Park. The longer you stay, the more you’ll love mountain living.

Planning a stay of 30 days or more? Contact our local team at 800-215-6535 or [email protected] to learn about flexible options and best pricing on long-term rentals.



Properties Available 248 properties available
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest. The primary living area features an open layout,
Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 3.5 2
This newly constructed, luxurious three bedroom unit is situated in the vibrant center of downtown Winter Park. The Timber Fox offers a splendid view from its private patio, overlooking the Winter Park Ski Resort and the adjacent forested landscape, making it an ideal location to unwind, savor morning coffee and utilize the BBQ grill.The primary o
Timber Fox Building B Unit 2102
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 22
A cozy, pet friendly studio apartment located on the second floor, offering easy access and a delightful view of the mountains and surrounding landscape and lots of on-site amenities.The kitchenette is fully equipped with modern cabinetry, countertops, and hardwood flooring throughout the unit, complemented by contemporary appliances and includes a
Hot HOT 11
564 Silvercreek Inn
Condo - Pet Friendly
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 31
Rated five stars, the fully renovated two bedroom condominium is sure to impress guests. The vacation rental features a modern kitchen equipped with pendant lighting, bright cabinetry, stainless steel appliances and granite countertops. The open-concept design includes a living room and dining area, with a table that comfortably seats six. The li
Beaver Village Unit #0721
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 23
The 1 bedroom condominium with 607 square feet, is situated on the ground floor of the building, offering convenient access to the main clubhouse located just across the parking lot, as well as the free town shuttle stop.The living room features an open floor plan with modern furnishings, creating a cozy space to relax by the fireplace and take in
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 86
Luxurious sofas will envelop you as you relax with a game or movie on the television, while also taking pleasure in the gas fireplace within the delightful two bedroom condominium. The spacious layout also provides entry to the private balcony showcasing a view of the Winter Park Ski Resort from the building’s second floor; as well as a dining spa
Beaver Village Unit #0322
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
Situated in the charming town of Winter Park, this location offers the convenience of walking to summer music festivals and events. During the winter months, guests can utilize the complimentary town shuttle service that operates within the condominium complex, providing direct transportation to Winter Park Resort for skiing or snowboarding advent
Beaver Village Unit #1824R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 4
The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals. In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situated
Beaver Village Unit #1734R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.3 3
This charming pet-friendly 3-bedroom retreat offers a cozy getaway for up to 8 guests and easy access to downtown Fraser's breweries, restaurants and great year round outdoor activities. A single level condo featuring an open floor plan with a fully equipped kitchen, breakfast bar, dining area, and a comfortable living room with a gas fireplace and
Hot HOT 98
448 Cranmer Unit 103
Condo - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 61
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
Snowblaze Condos Building C unit 22
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 19
Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid
Hot HOT 11
Beaver Village Unit #2031
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
This ground floor condominium has undergone recent renovations, transforming it into a modern and inviting vacation rental, perfect for couples, singles or small families seeking a year-round mountain retreat at Granby Ranch or in the surrounding areas, which offer a wide range of activities and events to enjoy.The open floor layout features hardwo
Hot HOT 10
Summit Unit 4106
Condo -
Bathrooms 1 baths
Guests 3 guests
Rating 4.8 14

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