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
Welcome to our condo at Waterside West Unit B301! This vacation rental showcases a highly modern design and sophisticated furnishings, offering more than 2,000 square feet of living area spread over two levels. It includes a spacious wrap-around deck that enables guests to enjoy breathtaking mountain vistas and provides easy access to hiking and bi
Waterside West B301
Townhome -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 25
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
Welcome to our condo at Eagle Ridge on the Summit unit 20.This cozy, nicely maintained Pet Friendly condo offers a quiet yet convenient base for your mountain getaway—whether you’re here for outdoor adventures, family time, or a peaceful escape where mountains, trees, and nature surround you. Located in Fraser, minutes from Winter Park, this well-
Hot HOT 11
Eagle Ridge on the Summit Unit 20
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Why You’ll Love this Colorado Escape• Private deck with mountain views and electric firepit• Clubhouse with outdoor heated pool, hot tubs, workout room and summer tennis and pickleball courts• In-floor radiant heating and gas fireplace• Sleeps 6 in 2 bedrooms, Queen Primary suite and 2 sets of bunk beds for the children• Located in Fraser close to
Hot HOT 69
Meadow Ridge Court 18 Unit 11
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 23
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 23
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 256
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature. The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Hot HOT 11
Ten Mile H-302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 52
The extra square footage and views from this condo are created by being a corner unit. The living area offers the full kitchen, dining and lounging with large flat screen TV, gas fireplace, and private balcony.Sleeping 4 with King Bed in primary and queen sofa sleeper.This is a handicapped accessible vacation rental. No air conditioning.Complex Am
Hot HOT 12
Fraser Crossing 3509
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 108
Welcome to our townhome at 15 Saddle Horn Way - Rendezvous! This recently completed townhome showcases a three-story interior, featuring two private decks and a single private patio with picturesque forest views. It provides one-car garage parking and designated spaces for a washer and dryer, allowing residents to take in the beautiful forest scene
Hot HOT 10
15 Saddle Horn Way - Rendezvous
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 5
Experience your next Winter Park retreat in this newly updated two-bedroom condo, situated on the second floor of the building. As an end unit, it features an extra window adjacent to the dining area, allowing you to appreciate the beautiful forest views.The unit boasts a vibrant and contemporary interior design and furnishings. The living room is
Hot HOT 11
Beaver Village Unit #0324
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 27
Welcome to our condo at WinterStar Unit G3! This spacious residence showcases elegantly modern furnishings in the living room, which includes a gas fireplace and a small deck with stunning mountain views. Located in Fraser, it is conveniently positioned on the free shuttle route and near the Safeway grocery store. This generous 2-bedroom, 2-bathroo
Hot HOT 11
Winterstar Building G #3
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 34
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 13
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 71
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 10
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 58

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