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
Why You’ll Love this Colorado Escape• Secluded 4.2 acre lot surrounded by pines, aspens and beautiful mountain views• 3,500 square feet of spacious Scandinavian modern living ideal for multiple couples or families • Radiant heated floors, high ceilings and towering windows • Professionally Managed by Stay Winter ParkThe HomeDeliberately set back f
Hot HOT 20
Two Sisters
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 1
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 12
Mountainside Unit B-27
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 3
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 12
Lakeview #B5
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 8
This inviting two-story townhome rental features a spacious open floor plan in the living room, which is equipped with a TV, VCR, and a wood burning fireplace. Additionally, it includes a queen sofa sleeper and provides access to a small private patio. The dining area, which accommodates six individuals with its table and chairs, is located next
Hot HOT 15
Hideaway Village Alpine 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 58
This spacious and lovely remodeled 2 bedroom condo is located on the third floor of the building offering vaulted ceilings in the main living area and provides additional peace and quiet for guests during their stay.The living room provides a wonderful spot for relaxation, featuring comfortable furnishings, a gas fireplace, a flat screen TV and acc
Hot HOT 11
Beaver Village Unit #0233
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 22
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hot HOT 13
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 58
The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen
Beaver Village Unit #0221
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
Book your next experience in the ultimate mountain getaway at the Winter Park Hideout in this expansive 5-bedroom sanctuary, offering a blend of opulence and one of a kind amenities and floor plan. Our home is located in Tabernash offering guests a perfect home base to explore all the outdoor activities and local attractions as it is centrally loca
Hot HOT 18
349 Ridge Road
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
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
Hot HOT 12
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Welcome to our townhome at Timbers 5-2! This charming and recently built 2-bedroom townhome features scenic forest views, a private balcony, parking for one car in the garage, and an outdoor hot tub. Situated in Fraser, this delightful townhome is a newer construction that provides a tranquil rental experience while remaining conveniently close to
Hot HOT 13
Timbers 5-2
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
A lovely designed Pet Friendly studio loft with modern interior design on the sixth floor, offers guests a cozy getaway spot. This unit provides easy access to Granby Ranch resort and a short drive to the Grand Lake area offering summer boating, Rocky Mountain National Park and winter snowmobiling; or come to Winter Park for skiing, snowboarding a
Hot HOT 18
643 Silvercreek Inn Condo
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 44
A generously sized and newly updated two bedroom condominium provides an excellent location for families to appreciate outdoor activities and discover the attractions of downtown Winter Park.The spacious living room features hardwood flooring, access to a private deck with forest and river views, a gas fireplace, modern furnishings, a flat screen T
Hot HOT 12
Hi Country Haus Unit 2110
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 27

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