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
The renovated primary bedroom features an en-suite bathroom with heated floors, a new tiled shower and bathtub, dual vanity sinks, a queen-sized bed and a TV. The elegantly renovated kitchen in this 1 bedroom condo rental features stunning black granite counter tops, oak cabinetry and radiant in-floor heat ideal for those cold mornings!The dining s
Beaver Village Unit #0621R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
This property offers an excellent setting for a small family or a couple seeking to experience downtown Winter Park, along with convenient access to local attractions. The updated one bedroom unit is located on the second floor, featuring a shuttle stop directly outside and a recreation building adjacent to the unit. The kitchenette is equipped wit
Hi Country Haus Unit 0309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 47
The newly installed carpeting and contemporary furnishings will enhance your retreat; this family friendly condominium provides an excellent location for your year-round Winter Park escape. Situated on the ground level of the building, this unit features a private deck that offers a serene forest view, perfect for unwinding with a morning coffee or
Beaver Village Unit #1714
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 88
Welcome to our cabin at 1585 Moose Run! Savor a tranquil escape enhanced by stunning views of the night sky filled with countless stars and the surrounding forest. This welcoming cabin can comfortably accommodate up to 5 guests (including pets!) and is located on a generous plot of land, just a 15-minute drive from downtown Winter Park. The cabin i
Hot HOT 17
1585 Moose Run
Cabin - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 5 28
Welcome to our condo at Elk Creek Unit #B103! Elk Creek B103 offers a fantastic condo just a stone's throw from downtown Fraser. It features a private patio complete with an outdoor hot tub, cozy in-floor radiant heating, and a gas fireplace, making it perfect for up to 10 guests. This lovely space includes 3 bedrooms plus a den and 3 bathrooms, al
Hot HOT 11
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 71
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and just 30 yards from the free town shuttle• Ground floor access with a private patio and stunning mountain views• Quick walk to Meadow Ridge clubhouse for the heated pool, hot tubs and steam room• Fully equipped kitchen and cozy gas fireplace• Professionally Managed by Stay Win
Hot HOT 10
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 120
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
Lovely 2 bedroom with bonus den sleeping area, 2 private decks with views and private patio, washer and dryer. Updated interior with new flooring, furnishings and appliances. Bonus amenities include paddle boards, inflatable kayak and game room with ping pong to enjoy!The Soda Springs Ranch condo 3C is perfect for families seeking a vacation rent
Hot HOT 14
Soda Springs Ranch Unit 3C
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 7 guests
Rating 4.9 34
Why You’ll Love this Colorado Escape• Private indoor sauna and cozy gas fireplace• Spacious outdoor deck with a gas grill and panoramic mountain views• Stunning lofted open-concept living area with massive skylights• Fast Wi-Fi for remote work and parking for 2 vehicles• Professionally Managed by Stay Winter ParkThe TownhomeThis stunning, multi-lev
Hot HOT 10
Needle's Eye 1
Townhome
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Why You’ll Love this Colorado Escape• Walk across the street to Downtown Winter Park dining and shopping at Cooper Creek Square• Private balcony with views of Winter Park Ski Resort and the Continental Divide• Sleeps 8 guest across two bedrooms and a loft with three full bathrooms• Family accommodations include a provided Pack and Play, a game tabl
Hot HOT 10
Crestview Place Unit 607
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 56
This vacation rental features a stunning, luminous and inviting interior that has been recently renovated, making it an excellent choice for families or small groups, accommodating up to 8 guests. The primary level of the unit features hardwood flooring that compliments the contemporary western decor. Alongside the breakfast bar, there is a dinin
Hot HOT 11
Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 24

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