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 188 properties available
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provide
Hot HOT 21
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 256
Experience AMAZING VIEWS! 20 Minutes to Winter Park or Granby Ranch Skiing! at the ultimate mountain getaway at this expansive 4-bedroom sanctuary, offering a blend of opulence and serenity amidst the natural surroundings. Situated a short drive away from Fraser and Winter Park, guests can enjoy easy access to various amenities including shops, di
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 73
Welcome to our condo at Winter Park Place Unit 18.This property is the perfect mountain retreat with an updated interior, 2 private decks, gas fireplaces and plenty of space to relax and enjoy a cozy weekend getaway or a long stay for year outdoor adventures and located on the second floor of the building.The entry of the unit offers tiled floorin
Hot HOT 30
Winter Park Place #18
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
Why You’ll Love this Colorado Escape• Spacious 1,100-square-foot condo with high-end mountain-chic design big enough for multiple families• Located directly on the ski, bike and golf resort of Granby Ranch• Gas fireplace, large mountain view windows and a private deck• Luxurious team shower and top-of-the-line plush pillow-top mattresses • Pr
Hot HOT 10
Mountainside Unit B-27
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 3
Why You’ll Love this Colorado Escape• 2.0 miles to Winter Park Resort and conveniently situated just off Main Street in downtown Winter Park• Comprehensively renovated interior featuring vaulted ceilings, western log furnishings and a cozy fireplace• Unique features including a private sauna, a private deck with stunning mountain views and a Pac-Ma
Snowblaze Condos Building C unit 24
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 189
Why You’ll Love this Colorado Escape• Ground floor1-bedroom mountain retreat with a private patio and modern interior design• Gas fireplace and a smart TV with streaming and cable services for relaxing evenings• Fully equipped kitchen with stainless steel appliances and an in-unit washer and dryer combo • Access to common area amenities including a
Hot HOT 11
Fraser Crossing 3127
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 8
Adventure awaits no matter the season at this fantastic family and pet friendly condo! This condo offers a beautiful and comfortable place to stay. It is located in a great area with easy access to a golf course, stores, and town, making it ideal for a family vacation. Guests appreciate the spectacular views and comfortable beds, ensuring a pleasan
Hot HOT 10
Lakeview #B5
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 8
This vacation rental in Winter Park, Colorado is conveniently situated within walking distance of the town and just a few minutes away from Winter Park Resort. This lovely 2-bedroom 2-bathroom unit at Beaver Village offers all the comforts of home and is located on the 2nd floor of the building.Visitors can take pleasure in the spacious open livin
Hot HOT 13
Beaver Village Unit #0823
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 33
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 11
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
A vintage one-bedroom condominium provides a cozy rental option, featuring a private balcony and situated on the ground floor of the building allowing for convenient access to parking and the complimentary town shuttle service.In the primary living area, unwind by the gas fireplace, enjoy the television equipped with a VCR, and make use of the quee
Hi Country Haus Unit 2501
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 39
Welcome to our condo at Cozens Pointe Building G Unit 202! This property is an ideal spot for two couples or a small family getaway in Fraser's Grand Park neighborhood. With breathtaking mountain views from the private deck, an open floor plan, and easy access to a variety of outdoor adventures, it’s hard to beat!As you step inside, you'll notice a
Hot HOT 11
Cozens Pointe Building G Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 39
Why You’ll Love this Colorado Escape• Unforgettable mountain views from floor-to-ceiiing windows and a private deck• Gas fireplace and vaulted ceilings in a spacious, modern tri-level layout• Access to a common area outdoor hot tub and a grill during the summer months• King Primary suite and a cozy upper-level sitting loft• Conveniently located 3 m
Hot HOT 12
Kicking Horse Bronco 2-303
Townhome
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests

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