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
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 home at Pines Mesa Cottages Unit 8.This stunning retreat in the picturesque Fraser, Colorado offers a luxurious Pet Friendly getaway with breathtaking mountain views from the private deck, private outdoor hot tub, 1 car heated garage parking, game room, vaulted ceiling and is perfect for families or groups seeking a memorable getawa
Hot HOT 13
Pines Mesa Cottages #8
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
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
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest. The primary living area features an open layout,
Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 3.5 2
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 Apex Peak! This luxurious 2-bedroom, 2-bath condo is situated on the top floor of the Founder's Pointe building, featuring soaring ceilings and breathtaking mountain views. You will appreciate the expansive vistas from your adirondack chairs on the private balcony! This spacious unit comfortably accommodates up to 6 adults, providing all
Hot HOT 10
Founders Pointe 4649
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 32
Our Fairways townhome is an upscale contemporary getaway situated near the base of Granby Ranch Resort offering lots of amenities, two interior levels and provides guests stunning mountain vistas from a private balcony and plenty of interior space with two living rooms and a private outdoor hot tub and an interior design that is meticulously crafte
100 Fairway Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 13
Why You’ll Love this Colorado Escape• 2 bedroom and 2 bathroom second floor end unit with enhanced privacy• Easy access to a private deck overlooking the forest• Complex clubhouse access featuring a heated indoor pool and hot tubs • Cozy gas fireplace and a fully remodeled kitchen with a small island • Professionally Managed by Stay Winter ParkThe
Hot HOT 10
Beaver Village Unit #0624
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 1
Welcome to Summit Trail Condo – Unit J3Escape to the mountains and enjoy everything Fraser and Winter Park have to offer from our beautifully updated three-level condo. With stunning mountain views, vaulted ceilings, a heated garage, and thoughtful amenities for families, Summit Trail J3 is the perfect home base for skiing, hiking, biking, or simpl
Summit Trail J3
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 1
Welcome to our condo at Sun Song 1B.Lovely pet friendly 1 bedroom with extra sleeping accommodations, private patio with forest views, sunken living room area, washer and dryer, common area indoor hot tub and close to outdoor trails and the free town shuttle.The main entry of the unit welcomes you with a forested view and a spacious open floor plan
Sunsong 1B
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
The presence of vaulted ceilings in the primary living space enhances the sense of spaciousness, while the picturesque views of Winter Park Resort contribute a charming aspect to this vacation rental. The expansive dining room offers ample space for mealtime gatherings, and the main living area of the condominium features a gas fireplace that culti
Beaver Village Unit #2032R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 17
Welcome to our condo at The Reserve at Ten Mile Unit A-202.This 2 bedroom condo is an ideal family retreat and Pet Friendly for dogs only centrally located in Grand County for easy access to all the local attractions and events! Enjoy a renovated and spacious floor plan, gas fireplace, ceiling fans, private patio and will sleep up to six guests.Th
Ten Mile A-202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 21

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