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 263 properties available
Welcome to our condo at Meadow Ridge Court 18 Unit #4! Just recently updated, this cozy ground floor one-bedroom apartment is the ideal spot to relax and recharge. Step out onto the private patio right from the main living room, where you can soak in views of the Winter Park Resort, all just a quick stroll from the main clubhouse. Inside, the livin
Meadow Ridge Court 18 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 27
Why You’ll Love this Colorado Escape• 2.0 miles to Winter Park Resort and situated on the complimentary shuttle route• 0.1 miles to Downtown Winter Park and Main Street• Access to communal amenities Including an indoor heated pool, hot tubs and an outdoor firepit• Fully renovated interior featuring a gas fireplace and a private deck with mountain v
Hot HOT 10
Snowblaze Condos Building C unit 22
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 26
Book your next visit to Granby Ranch in our beautiful and spacious 2-bedroom condominium. This property is ideally situated within walking distance of the Granby Ranch slopes and offers access to a variety of outdoor activities year-round, complemented by unique amenities and stunning views of the mountains and valley.This renovated condominium fea
Hot HOT 12
Mountainside Unit B-8
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 36
This contemporary, pet friendly two-bedroom, two-bathroom condominium situated in the Reserve at Ten Mile Creek Apartments, boasts stunning mountain views from the private deck. It also provides easy access to a range of outdoor activities in the nearby region and at Granby Ranch Resort. The unit boasts a generous open floor plan, a chef-inspired
Hot HOT 16
Ten Mile G-201
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
Beaver Village Condominiums represent the ideal blend of comfort and convenience, situated a mere 1.5 miles from the Ski Area, and only a five minute walk from the vibrant downtown shopping and dining district of Cooper Creek Square. In the summer, a bike path provides direct access from the property to the extensive mountain biking trail system i
Beaver Village Unit #1821
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 25
A western themed two bedroom unit, located on the third floor of the building, offers an excellent retreat while being conveniently situated near Main Street in downtown Winter Park. Additionally, as an end unit, it ensures enhanced tranquility and seclusion.The primary living space features tiled flooring and is adorned with log themed lamps. It
Hi Country Haus Unit 1515
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 41
Experience mountain living at its finest in this stylish and serene mountain modern townhome that is thoughtfully designed with luxurious finishes making this townhome the ideal vacation rental for comfort and convenience and for extra enjoyment hop in the outdoor hot tub!The ground floor entrance offers hardwood floors, easy access to the garage p
Hot HOT 15
374 Lake Trail
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
Welcome to our cabin at 133 Eisenhower! Experience a stunningly renovated cabin nestled in the heart of downtown Fraser, providing all the amenities for an ideal family retreat - including a split-level interior, two living areas, a private outdoor hot tub, a personal deck, and a soaking tub in the primary bathroom. The location is also convenientl
Hot HOT 28
133 Eisenhower Cabin
Cabin -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 21
Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood. It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride.The residence’s ground floor features a spaci
Hot HOT 11
45 Idlewild
Private Vacation Home -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 47
The living room exudes a warm and inviting ambiance, enhanced by the luxurious leather sofa and furnishings. You can relish the comfort of the gas fireplace, watch programs on the flat screen TV and take a quick escape to the private patio.Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern ap
Hot HOT 10
Beaver Village Unit #1612R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 40
Why You’ll Love this Colorado Escape• 3.0 miles to Winter Park Ski Resort and 0.1 miles to Downtown Winter Park• Private rooftop terrace featuring a hot tub and outdoor seating for stargazing• Cozy gas fireplace, high ceilings and expansive windows• Garage parking for one vehicle and a spacious lower-level mudroom for gear storage• Professionally M
Hot HOT 17
Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 48
Welcome to our condo at 534 Sun River Unit 8! This townhome in Fraser features a large backyard, making it an excellent choice for families seeking a rental property and perfect for pets. It includes generous living space, hardwood floors throughout the unit, and outstanding amenities. Conveniently located near downtown Fraser, residents can easily
Hot HOT 12
534 Sun River #8
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 70

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