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 240 properties available
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 24
This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well as a dining room adorned with a creatively designed picnic style table. The living room is characterized by exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm rich hues. Guests can take pleasure i
Beaver Village Unit #1113
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 4
Experience the tranquility of a beautifully designed, newly built cabin nestled in the woods, yet conveniently located near town, offering contemporary amenities for your upcoming retreat. Enjoy a serene getaway complemented by breathtaking views of the night sky adorned with countless stars and the surrounding forest. This inviting cabin can comfo
1585 Moose Run
Cabin - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 5 15
Welcome to your cozy mountain retreat at Timber Fox Building C Unit 3404, nestled in the heart of Winter Park. This luxurious 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable getaway.Step inside to discover a thoughtfully designed living space, complete with a mo
Timber Fox Building C Unit 3404
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
A lovely designed Pet Friendly studio loft with modern interior design on the sixth floor, offers guests a cozy getaway spot. This unit provides easy access to Granby Ranch resort and a short drive to the Grand Lake area offering summer boating, Rocky Mountain National Park and winter snowmobiling; or come to Winter Park for skiing, snowboarding a
643 Silvercreek Inn Condo
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 36
A large and comfortable Pet Friendly lodge room offers a great spot to enjoy your next stay in the Granby area and is centrally located between Winter Park and Grand Lake with close proximity to the Granby Ranch Resort to enjoy year round outdoor activities and adventures.This room featuring modern interior decor on the sixth floor provides guests
645 Silvercreek Inn Room
Granby - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 40
This charming, renovated kitchen features brand new stainless steel appliances complimented by sleek black tiled countertops, and elegant pine wood cabinets. The spacious living area in this inviting Fraser condominium boasts a modern flat screen HDTV mounted above the traditional wood burning fireplace, along with a DVD player and complimentary Wi
Hot HOT 13
Meadow Ridge Court 8 Unit 6
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.6 19
This inviting two-story townhome rental features a spacious open floor plan in the living room, which is equipped with a TV, VCR, and a wood burning fireplace. Additionally, it includes a queen sofa sleeper and provides access to a small private patio. The dining area, which accommodates six individuals with its table and chairs, is located next
Hideaway Village Alpine 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 35
A vintage one-bedroom condominium provides a cozy rental option, featuring a private balcony and situated on the ground floor of the building allowing for convenient access to parking and the complimentary town shuttle service.In the primary living area, unwind by the gas fireplace, enjoy the television equipped with a VCR, and make use of the quee
Hi Country Haus Unit 2501
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 27
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning location 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 the
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 86
Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m
Crestview Place Unit 603
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 4
Escape to this beautifully remodeled 2nd-floor condo in Fraser, Colorado. This cozy 2-bedroom retreat features a modern Ikea kitchen with an induction cooktop, perfect for whipping up a warm meal after a day on the slopes. Unwind by the wood-burning fireplace, or take advantage of the nearby clubhouse and lift stops for easy access to the mountains
Meadow Ridge Court 20 Unit 13
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 18

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