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 208 properties available
This tri-level townhome offers an abundance of natural light and generous square footage, making it the perfect vacation rental for families or individuals seeking spacious accommodations.The primary level features a spacious entryway adorned with tiled flooring, providing ample space for storing jackets and coats. This area also offers convenient
Timber Lake 341
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 29
Welcome to our home at 500 North Lupine! This charming townhome in Fraser is perfect for pet owners and provides a serene rental experience while being close to a variety of outdoor activities year-round. Located at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can host up to 8 guests, featuring breathtaking views and an open floor pl
Hot HOT 13
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 143
Welcome to our townhome at 106 Homestead Loop! This exceptional 3-bedroom townhome includes a private outdoor hot tub with a view of a charming aspen grove, as well as a private deck that presents stunning mountain vistas. It is the perfect selection for a getaway in the Winter Park/Fraser region, featuring a stylish and comfortable interior design
106 Homestead Loop
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 9
This Bear Crossing three-bedroom townhome features a remarkably spacious interior, high-quality finishes throughout, and a multi-level layout. Spanning 2,000 square feet, it provides ample room for a group of eight to spread out, enjoy the nearby outdoor activities, and admire the stunning mountain views from the large windows in the main living ro
Hot HOT 13
Bear Crossing 435
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
This family-friendly two bedroom condo has been elegantly remodeled, featuring hardwood flooring throughout that enhances the modern furnishings and decor of the unit. It offers an excellent location for guests to enjoy the slopes of Granby Ranch and a variety of outdoor adventures year- round.The main living room is equipped with an oversized and
Hot HOT 25
Kicking Horse Buckskin 3-205
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 11
Welcome to our condo at Beaver Village unit 113.This ground floor 1 bedroom condo is an ideal family retreat and has been renovated into a modern and comfortable mountain getaway offering guests a private patio with forest views, 2 full bathrooms with washer and dryer.The open floor plan provides a warm and inviting space complimented with hardwood
Beaver Village Unit #0113
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4 1
Welcome to our condo at Meadow Ridge Court 20 Unit #13! Escape to this stunningly remodeled 2nd-floor condo in Fraser, Colorado. This charming 2-bedroom retreat boasts a sleek Ikea kitchen, a cozy wood-burning fireplace, and can comfortably accommodate up to 5 guests. You'll love the easy access to the clubhouse and lift stops, along with handy ame
Hot HOT 10
Meadow Ridge Court 20 Unit 13
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 32
Welcome to our condo at Hi Country Haus Unit #1114! This updated condominium and inviting condo provide a perfect location for your upcoming visit to Winter Park.Located just half a block from the main street, featuring hardwood floors, modern appliances, and clubhouse amenities, it serves as an excellent rental option for guests looking for comfor
Hi Country Haus Unit 1114
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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 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 10
534 Sun River #8
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 70
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
303 Pinetree
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
A comfortable studio apartment situated on the ski access level, providing convenient entry to the slopes of the Winter Park Resort.The kitchen exudes a contemporary aesthetic, featuring newly installed cabinets, granite countertops, tiled flooring and modern appliances. The sightline from the kitchen to the open-concept living area creates an ide
Iron Horse Building D Unit 5054
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 17

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