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 263 properties available
Why You’ll Love this Colorado Escape• Positioned on the free town shuttle route to Winter Park Resort• Private deck featuring beautiful views and the soothing sounds of Vasquez Creek• Gas fireplace and vaulted ceilings in the main living room• Covered parking for one vehicle and an in-unit washer and dryer• Steps from National Forest access for yea
Hot HOT 12
Creekside Unit 403
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 72
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea
Trailhead Lodges 821
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 132
This beautifully renovated two bedroom condominium enhances your Winter Park getaway significantly. Situated on the third floor, this unit features vaulted ceilings in the spacious open-concept main area. The hardwood flooring throughout perfectly complements the stunning kitchen, which boasts new wood cabinetry, stainless steel appliances and co
Beaver Village Unit #1734
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 16
Welcome to our condo at Meadow Ridge Court 28 Unit #6! Check out this spacious 3-bedroom vacation rental in Fraser! It comes with access to a pool, hot tubs, tennis courts, and workout facilities, all within a generous 1,101 square feet of living space spread across a tri-level floor plan. Plus, you'll love the private deck right off the main livin
Meadow Ridge Court 28 Unit 6
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 32
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,
Hot HOT 10
Hideaway Village Columbine 7
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 3.5 2
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
This one of a kind luxury home rental offers 3 bedrooms and 3 bathrooms in a multi-level dwelling with outstanding furnishings and touch of high end fashion to make your Grand Lake vacation a dream come true and is Pet friendly!A spacious floor-plan makes the main living level a perfect place to enjoy time together. The main living room has vaulted
Hot HOT 10
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
The hardwood flooring enhances the elegance of the kitchen, which features new wood cabinets, stainless steel appliances and countertops that include a breakfast bar accommodating four individuals. In the dining area, a spacious table can comfortably seat up to six people and is complemented by a large window that provides a scenic view. Situated
Hot HOT 10
Beaver Village Unit #1734R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 15
Why You’ll Love this Colorado Escape• 2.9 miles to Winter Park Ski Resort • Private outdoor hot tub and two gas fireplaces• Fully stocked chef’s kitchen with a Viking stove• Walkable to Downtown Winter Park and 0.4 miles to Rendezvous Event Center• 1-car garage parking and driveway space• Professionally Managed by Stay Winter ParkThe TownhomeThis
Hot HOT 15
Red Quill 707
Townhome
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
This traditional two bedroom condominium in Winter Park offers everything necessary for your vacation and is situated on the third floor of the building. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island provides seating for two and opens into the dining area, which accommodates an a
Hot HOT 11
Beaver Village Unit #1633
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 13
Why You’ll Love this Colorado Escape• Nearly 10 private acres with panoramic Winter Park Ski Area and Continental Divide views• Private outdoor hot tub and built-in fire pit under the stars • Lower level game room with pool and ping pong tables • Heated 2 car garage and a dedicated office space for remote work • Sleeps up to 12 guests across 5 bedr
Hot HOT 13
1459 GCR 5221
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 1
A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint. You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your evening
Beaver Village Unit #0612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25

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