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 200 properties available
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hot HOT 13
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 31
Your favorite Grand Lake retreat is nested within the Pine Meadows community at Soda Creek Ranch. Situated between the gleaming shorelines of Shadow Lake and Lake Granby, this wood-lined home is just minutes away from Rocky Mountain National Park and the charming town center of Grand Lake. Take pleasure in the numerous delightful outdoor activities
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

21 GCR 4435
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.9 10
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.
Hot HOT 12
Hi Country Haus Unit 1908
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 33
Welcome to our condo at Hi Country Haus Unit 2301.Book your next downtown Winter Park escape in our 2 bedroom condo - lovely decorated interior, ground floor with private patio, across the street from main clubhouse and ½ block to main street with plenty of shops, restaurants and activities for you and your family to enjoy. A generously sized and
Hot HOT 13
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
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 22
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 256
Why You’ll Love this Colorado Escape• 5.6 miles to Winter Park Resort and 30 yards to the free town shuttle• Access to Club Meadow Ridge clubhouse with an outdoor heated pool and hot tubs• Private deck with stunning mountain views• Cozy wood-burning fireplace and complimentary Wi-Fi• Professionally Managed by Stay Winter ParkThe CondoThis welcomin
Hot HOT 12
Meadow Ridge Court 4 Unit 5
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Book your next visit to Granby Ranch in our beautiful and spacious 2-bedroom condominium. This property is ideally situated within walking distance of the Granby Ranch slopes and offers access to a variety of outdoor activities year-round, complemented by unique amenities and stunning views of the mountains and valley.This renovated condominium fea
Hot HOT 15
Mountainside Unit B-8
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 36
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Hot HOT 12
Hi Country Haus Unit 2506
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 117
Welcome to our condo at Cozens Pointe Building G Unit 202! This property is an ideal spot for two couples or a small family getaway in Fraser's Grand Park neighborhood. With breathtaking mountain views from the private deck, an open floor plan, and easy access to a variety of outdoor adventures, it’s hard to beat!As you step inside, you'll notice a
Hot HOT 12
Cozens Pointe Building G Unit 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 39
A western themed two bedroom unit, located on the third floor of the building, offers an excellent retreat while being conveniently situated near Main Street in downtown Winter Park. Additionally, as an end unit, it ensures enhanced tranquility and seclusion.The primary living space features tiled flooring and is adorned with log themed lamps. It
Hot HOT 11
Hi Country Haus Unit 1515
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 41
The main living room of this two bedroom two bathroom condo features vaulted ceilings, allowing ample natural light to filter in and creating a sense of openness. Renovated to perfection, our previous guests have consistently rated this condo as excellent. The cozy couches in the living room offer a delightful place to unwind by the gas fireplace,
Hot HOT 14
Beaver Village Unit #0333
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 86
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 15
Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 24

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree