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 245 properties available
This exceptionally spacious and modern two-bedroom condominium, located in the Reserve at Ten Mile Creek Apartments, offers mountain views from the private patio on the ground floor and facilitates easy access to numerous outdoor activities at Granby Ranch Resort. The unit features a generous open floor plan that includes the living area and gourme
Hot HOT 11
Ten Mile B-102
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 11
Perfect for families looking for a homey feel in their vacation rental in this two bedroom two bathroom condo with a mountain theme with a personal touch.The solid hardwood flooring in dining room which will seat 4 to 6 people comfortably, for additional seating try using the kitchen counter that doubles as an extra eating place. The kitchen offer
Beaver Village Unit #0521
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
Welcome to our condo at Meadow Ridge Pines B-7 Court 42! Plan your next ski or summer escape at our family-friendly 3-bedroom condo, complete with fantastic clubhouse amenities. Our spacious and beautifully renovated split-level condo features a private deck where you can soak in the serene forest views. Step into the heart of this condominium, whe
Meadow Ridge Pines B-7 Court 42
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 10
Situated in the upper cul de sac of Beaver Village, this unit adjoins the forest, providing stunning views of the Winter Park Resort from the private balcony. The second floor is bathed in natural light, enhancing its appeal. As an end unit, it offers a tranquil and secluded atmosphere. The renovated kitchen is equipped to facilitate both a swift
Beaver Village Unit #1624
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 30
Welcome to Apex Peak! This luxurious 2-bedroom, 2-bath condo is situated on the top floor of the Founder's Pointe building, featuring soaring ceilings and breathtaking mountain views. You will appreciate the expansive vistas from your adirondack chairs on the private balcony! This spacious unit comfortably accommodates up to 6 adults, providing all
Hot HOT 13
Founders Pointe 4649
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 28
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
This one of a kind luxury home rental offers 3 bedrooms and 3 bathrooms in a multi-level dwelling with outstanding furnishings and touch of high end fashion to make your Grand Lake vacation a dream come true and is Pet friendly!A spacious floor-plan makes the main living level a perfect place to enjoy time together. The main living room has vaulted
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 3
This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom 4 bathroom town home provides guests a feeling of seclusion but st
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 8
Welcome to our home at 101 Harebell.This gorgeous mountain home offers magnificent mountain views, private decks, outdoor hot tub, game room, air conditioning and expansive interior floor plan - making the ideal location for your next family mountain retreat with 5 bedrooms, 4 bathrooms and a tri-level interior layout. The home is located in Taber
101 Harebell Circle
Private Vacation Home
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 16 guests
Welcome to our townhome at 15 Saddle Horn Way - Rendezvous! This recently completed townhome showcases a three-story interior, featuring two private decks and a single private patio with picturesque forest views. It provides one-car garage parking and designated spaces for a washer and dryer, allowing residents to take in the beautiful forest scene
15 Saddle Horn Way - Rendezvous
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 4
This spacious and lovely remodeled 2 bedroom condo is located on the third floor of the building offering vaulted ceilings in the main living area and provides additional peace and quiet for guests during their stay.The living room provides a wonderful spot for relaxation, featuring comfortable furnishings, a gas fireplace, a flat screen TV and acc
Beaver Village Unit #0233
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 10
Welcome to our condo at Meadow Ridge Court 29 Unit #8! Check out this stunning townhome-style condo! It features 3 spacious bedrooms, a private deck that boasts breathtaking mountain views, and an inviting open floor plan. With a generous layout spread over 3 levels, this recently renovated gem is perfect for families looking to rent in Fraser. Plu
Meadow Ridge Court 29 unit 8
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 9

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