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.
236 properties available
This Winter Park condo offers ample space and a variety of sleeping arrangements suitable for groups, families, couples and individuals. Situated on the 3rd floor of the Beaver Village Condominiums complex, this four bedroom three bathroom unit boasts vaulted ceilings that allow for plenty of natural light to fill the space.The open floor plan is
This recently built townhome features a three-level interior, along with two private deck and patio spaces that allow residents to appreciate the verdant forest scenery. The contemporary interior design exudes a sense of privacy, while being conveniently located just 3 ½ blocks from the main street in downtown.The primary level features a one-car
This delightful unit offers a perfect retreat that feels just like home. Thoughtfully decorated with brand-new mattresses and a comfortable, budget-friendly style accented by pops of color, it provides an inviting home base for all your winter and summer adventures.Guests will appreciate the cozy gas fireplace, a flat-screen TV for entertainment in
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
This property is perfectly suited for two couples or a small family gathering and it is a brief walk to access the town shuttle. The cozy 2-bedroom condominium, situated on the second floor of the building in Fraser within the Grand Park neighborhood, is conveniently located near trails, activities and events, making it an excellent place to relax
The residence accommodates up to 12 guests and boasts a charming cabin ambiance, situated on a secluded, wooded acre with stunning views of the continental divide. It is common to spot deer, elk, and even moose in the area. The property is conveniently located just five miles from the base of Winter Park Ski Resort, two miles from downtown Winter P
Whether you’re here for skiing or to bask in the beautiful summer weather, our location is unbeatable. We are just a short walk from downtown Winter Park and approximately two miles from the Winter Park Resort. This two bedroom two bath condo on the second floor offers all the amenities you need, including a private deck with views of the Winter P
This lovely remodeled 2 bedroom condo offers guests a wonderful spot to enjoy a family vacation in Winter Park. The open floor plan offers vaulted ceilings, hardwood flooring except for the kitchen area which has slate tile flooring. The kitchen is equipped with new stainless steel appliances, light wood cabinetry and a small kitchen island that
A remarkably spacious 4 bedroom townhome in downtown Winter Park, located at the Arrow development, offers stunning views from the private rooftop hot tub of the Continental Divide. Its prime location on Main Street ensures convenient access to summer festivals at the Rendezvous Event Center as well as a short stroll to various restaurants, nightl
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
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
This one bedroom condominium offers everything necessary for a delightful vacation. The primary 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 connect
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