Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 269 properties available
This condominium features two bedrooms and two bathrooms, encompassing a total area of 950 square feet. It boasts an open floor plan, enhanced by newer carpeting throughout and a modern kitchen equipped with stainless steel appliances. Located on the third floor, this unit does not have elevator access; the elevator services only the parking level
Silverado II Unit 334
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 28
This beautifully remodeled unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Timber Run Evergreen Unit 8
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
Welcome to our condo at Waterside West Unit B301! This vacation rental showcases a highly modern design and sophisticated furnishings, offering more than 2,000 square feet of living area spread over two levels. It includes a spacious wrap-around deck that enables guests to enjoy breathtaking mountain vistas and provides easy access to hiking and bi
Waterside West B301
Townhome -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 25
Experience a genuine Grand Lake cabin retreat in the Rocky Mountains with this 3-bedroom property featuring a private outdoor hot tub, a spacious interior layout, and situated in a tranquil neighborhood, yet just a short drive from downtown Grand Lake and directly across from Shadow Mountain Lake, perfect for thrilling summer water sports.The cabin
Hot HOT 15
279 Shorewood Dr
Cabin -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 51
Why You’ll Love this Colorado Escape• 4.7 miles to Winter Park and 250 feet to the free town shuttle stop• Private outdoor hot tub, two gas fireplaces and a deck with mountain views• garage parking for 2 vehicles, plus parking for 1 car in front of the garage• Sleeps 10 across 3 interior levels, featuring a King primary suite• Professionally Manage
Hot HOT 21
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 13
Welcome to our condo at WinterStar Unit A6! This delightful and spacious Pet Friendly townhome in Fraser offers breathtaking mountain views from its private deck and patio, complemented by two interior levels that foster a tranquil rental experience. It is perfectly situated close to a range of outdoor activities accessible throughout the year. Ne
Hot HOT 12
Winterstar Building A #6
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 6
Book your next downtown Winter Park escape in our 2 bedroom condo. This unit is located on the third floor for extra peace and quiet and offers plenty of space to relax, great amenities, next door to the main clubhouse and walking distance to Main Street and on the free shuttle route if you are looking for an easy way to get to the Winter Park Res
Hi Country Haus Unit 2312
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 36
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 12
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 90
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 77
The living room features a leather sofa and armchair, providing a cozy area to relax by the gas fireplace, watch the flat screen television, and appreciate the private deck that overlooks a forested landscape from the building’s second floor, although it does not include air conditioning.The condominium is well-maintained boasting a modern kitchen
Beaver Village Unit #0724R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 13
Hi Country Haus 503 is a 1 bedroom unit on the ground floor and provides a great spot for your Winter Park ski vacation.This unit has 492 square feet, non-smoking and no pets allowed unit. The living room has a flat screen TV with cable and wood burning fireplace. The couch in the living room has a queen sofa sleeper. The kitchenette has just been
Hot HOT 13
Hi Country Haus Unit 0503
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 7

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree