Flexible Stays

Flexible Stays & Same Day Bookings

Discover the perfect last-minute escape in Winter Park Colorado. Explore our extensive range of short-term rentals situated in Winter Park CO. Whether you plan to stay for just one night or a whole week, take advantage of our convenient same-day booking option when you book directly with us.  Don't miss out on our latest weekly discount rates - secure the best price by staying for 5 nights or more!

Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos , Townhomes


Properties Available 215 properties available
Discover a rare gem in Innsbruck, Grand County – a perfect short-term rental! This spacious 7-bedroom home features 3 bedrooms downstairs, 4 upstairs, and a loft. Enjoy two en-suite bedrooms, a huge bunk room/game room, and nearly 800 square feet of extra storage.The designer kitchen, new cast iron gas stove, and custom-tiled bathrooms add charm. S
206 Juniper
Private Vacation Home
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 14 guests
The 1 bedroom condominium with 607 square feet, is situated on the ground floor of the building, offering convenient access to the main clubhouse located just across the parking lot, as well as the free town shuttle stop.The living room features an open floor plan with modern furnishings, creating a cozy space to relax by the fireplace and take in
Hot HOT 17
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 20
This Winter Park condo fits all the requirements on your vacation rental list – contemporary furnishings, decor and accessories take you back to the 60's and 70's but with a modern touch from today. Located on the ground floor, easy access to and from the main parking lot when you arrive on your vacation to the open floor plan of the unit. This ar
Hot HOT 18
Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 3
The charming ground floor end unit has been updated and has the gas fireplace any time of the year. Guests may catch a glimpse of a moose or a fox walking outside through the patio sliding doors within the Beaver Village Condos complex. The full kitchen is open to the living and dining to share quality time. The dining room will seat up to 6 and
Hot HOT 22
Beaver Village Unit #0713
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 1
A first floor unit with 1,212 square feet and two levels, guests have an open floor plan encompassing the gas fireplace, flat screen TV with DVD and Blue Ray disk player, free Wi-Fi access and queen sofa sleeper in the main living room. No air conditioning.In the dining area that is adjacent to the living room, there is a comfortable table and chai
Lion's Gate Pines Unit 123
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4 1
An open floor plan compliments the 1,200 square feet of interior space of this 2 bedroom unit on the first floor.In the living room, modern mountain themed furnishings surround the gas fireplace, TV and VCR. Guest will also enjoy the queen sofa sleeper and free Wi-Fi access in the unit. No air conditioning.Adjacent to the main living room, there i
Timber Run Evergreen Unit 2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A western themed 2 bedroom unit on the third floor of the building providing a wonderful getaway but close to Main Street in downtown Winter Park. This unit is also an end unit for additional peace and quiet.The main living area has tiled flooring, furnished with log accented lamps, lush leather sofa and chair where guest can enjoy the flat screen
Hi Country Haus Unit 1515
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 8
The vacation rental has a new kitchen with pendant lighting, bright cabinets, stainless steel appliances and granite counter tops. The open floor plan consists of a living room and dining room with table large enough to accommodate six. A plush couch and chair with fireplace finish up the living area with the couch turning into a bed at night to sl
Hot HOT 11
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
In the living room, new furnishings compliment the newly renovated unit and allows for a great spot to relax and enjoy the peace and quiet of your mountain vacation. A gas fireplace, flat screen TV, sofa sleeper and access to the private deck. The unit is on the second floor of the building which provides a view of the Winter Park Ski Resort and
Hot HOT 15
Beaver Village Unit #0922R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Comfortably furnishing are in the living room, accented in a mountain theme with a gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free Wi-Fi access and a queen sofa sleeper. No air conditioning.Lots of window surround the dining area with seating for 8 persons. In the kitchen, recent renovations include solid wood cabinets,
Lion's Gate Pines Unit 117
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Enjoy this remodeled condo with granite counter tops in the kitchen as well as newer appliances, hardwood flooring and cabinets. A small island offers a spot for 2 people to grab a quick snack. The main dining area has a large table and seating for 6.Rich leather sofa and wood furnishings complete the warm and inviting atmosphere in the living ro
Beaver Village Unit #1612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 8
Our Gore Pass residence is ideal for outdoor enthusiasts, hunting parties or those seeking a tranquil retreat. During winter, guests can access snowmobile trails, while in summer, ATV and mountain bike trails are just steps away. Steamboat 53 miles, Breckenridge 65, Keystone 56, Granby Ranch 46, Vail 81, Winter Park 61 miles.This charming 4-bedr
Hot HOT 31
2665 Golden Edge Drive
Cabin -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Rating 5 1

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