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
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 28
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 13
This cozy retreat is perfect for small families, couples or solo travelers. The fully equipped kitchen, featuring a stove, microwave, fridge, pots, pans and cooking utensils, allows for easy meal preparation. The spacious dining area connected to the kitchen and main living space, provides a comfortable setting for enjoying meals together.During c
Hot HOT 10
Beaver Village Unit #0712
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 22
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
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 16
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 143
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 hotel room at Winter Park Lodge II Unit E102! Experience a delightful stay in Fraser at this beautifully renovated hotel room featuring hardwood floors, full bathroom, flat screen television, mini-fridge, microwave, coffee making an small dining table and 2 chairs.Guests can enjoy access to an outdoor pool and hot tub as well as part
Hot HOT 11
Winter Park Lodge II Unit E102M
Fraser -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 1
A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c
Hot HOT 17
Cabin at Timber Run
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 24
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 17
Hi Country Haus Unit 1909
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
Hot HOT 10
Beaver Village Unit #0711R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 57
Welcome to our condo at The Colony Meadow Ridge Unit 102.This lovely, ground floor 2-bedroom condo offers a cozy getaway in Fraser with updated furnishings, hardwood flooring throughout, private deck, close to outdoor trails and on the free town shuttle. The spacious living room has a contemporary color scheme that accentuates the modern and comfo
The Colony Unit #102
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
Welcome to our home at 404 Doc Susie Avenue.Looking for the ideal Colorado retreat in downtown Fraser? This beautifully renovated home has been thoughtfully renovated and designed for comfort and offers plenty of room to host family and friends. The ideal location in downtown Fraser allows for an easy stroll to restaurants and quick access to near
Hot HOT 13
404 Doc Susie home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 3
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 14
Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 24

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