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 268 properties available
Why You’ll Love this Colorado Escape• Positioned on the free town shuttle route to Winter Park Resort• Private deck featuring beautiful views and the soothing sounds of Vasquez Creek• Gas fireplace and vaulted ceilings in the main living room• Covered parking for one vehicle and an in-unit washer and dryer• Steps from National Forest access for yea
Creekside Unit 403
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 72
Welcome to our condo at Fraser Crossing 3309.This beautifully remodeled one-bedroom condo is a rare find that combines unmatched style, comfort, and unbeatable access to the heart of Winter Park Resort! The open floor plan encompasses the living, dining and kitchen area all adorned with hardwood flooring and modern interior furnishings and finishe
Fraser Crossing 3309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 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
The wonderfully modern and spacious home is the ideal spot for you and your family to enjoy plenty of views and year round mountain adventures. The tri-level floor plan offers 2 living spaces, 2 car garage, additional driveway parking, private deck, 4 bedrooms and 4 ½ bathrooms - each bedroom has its own bathroom plus an office area with a single
892 Saddle Ridge
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 4.8 6
Our Hideaway Station unit 202 is a perfectly situated 2 bedroom condo in the heart of downtown Winter Park and walking distance to a number of restaurants, shops, activities and the free town shuttle stops in front of the complex on Main Street. This stunning condo offers breathtaking mountain views from the private deck and an ambiance that blends
Hot HOT 15
Hideaway Station E #202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 51
Welcome to our condo at Hi Country Haus 1909.A renovated 2 bedroom condo offers a wonderfully cozy getaway in the heart of downtown Winter Park where you can walk to all of the great local activities and attractions. This unit has new flooring throughout, a private deck with river views, modern interior design, clubhouse amenities offering a great
Hot HOT 13
Hi Country Haus Unit 1909
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Welcome to our townhome at 820 Badger Lane! Experience a delightful stay in this charming tri-level townhome located in a serene neighborhood of Fraser. The property features a spacious, private outdoor hot tub and ample bedding in the two bedrooms.Recently renovated, this townhome boasts new carpeting, furnishings, and interior designs. The ground
Hot HOT 16
820 Badger Ln
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 16
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
Beaver Village Unit #1633R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 12
Why You’ll Love this Colorado Escape• 5.6 miles to Winter Park Resort and 30 yards to the free town shuttle• Access to Club Meadow Ridge clubhouse with an outdoor heated pool and hot tubs• Private deck with stunning mountain views• Cozy wood-burning fireplace and complimentary Wi-Fi• Professionally Managed by Stay Winter ParkThe CondoThis welcomin
Meadow Ridge Court 4 Unit 5
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Welcome to our condo at Winter Park Lodge II Unit E102! Experience a delightful stay in Fraser at this beautifully renovated two-bedroom unit featuring hardwood floors throughout and expansive living room windows that offer stunning mountain views. The secondary bedroom suite is equipped with a mini-fridge and microwave, and guests can enjoy access
Winter Park Lodge II Unit E102
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d
Hot HOT 14
Arrow at Winter Park Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 63
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

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