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
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 19
500 North Lupine
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 143
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 20
1459 GCR 5221
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 1
This four bedroom unit features an exceptional remodel! Guests will appreciate the newly installed flooring, modern furnishings and the generous space of this condo, which comfortably accommodates up to 10 individuals. Situated on the third floor of the building, the open floor plan features a vaulted ceiling that incorporates additional windows, a
Hot HOT 12
Beaver Village Unit #1134
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 75
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
Cozy, downtown Winter Park 1 bedroom condo that has been renovated into an ideal mountain getaway - great for couples or small families. One block to main street, clubhouse amenities, forest views and easy access to the free town shuttle.Our 1 bedroom condo is situated on the second floor of the building and offers an open floor concept in the mai
Hi Country Haus Unit 1009
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 42
This studio unit, encompassing 443 square feet, has been thoughtfully renovated and features new flooring and furnishings. Situated on the fifth floor, it offers stunning views of the Winter Park Resort and is conveniently located just a 150-yard walk from the slopes and the village. The kitchenette is equipped with granite countertops and stainles
Hot HOT 13
Fraser Crossing 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 56
The living room provides a wonderful spot for relaxation, featuring a gas fireplace, a 50” flat screen TV and private deck overlooking the Winter Park Ski Resort in this 1 bedroom condo.The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped fo
Beaver Village Unit #0833R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 9
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 13
874 Kinnikinnick Rd
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
Exceptional Opportunity! This is a 4-bedroom, 3-bathroom residence in Beaver Village . If you seek convenience and comfort for your upcoming ski vacation in Winter Park, this is the ideal accommodation.This second-floor condominium offers the convenience of single-level living. Upon entering, you are greeted by hardwood flooring that leads into the
Hot HOT 12
Beaver Village Unit #1124
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 62
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 17
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 90
Welcome to our townhome at Hideaway Village Lenado 4.Renovated unit with private patio and 2 private decks, forest and river views. This unit has tri-level interior and will sleep up to 6, on the free town shuttle and is located in a quiet Winter Park neighborhood and close to many outdoor hiking, biking, snowshoe and cross country trails. Ideal m
Hot HOT 15
Hideaway Village Lenado 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 31
Beaver Village Condominiums represent the ideal blend of comfort and convenience, situated a mere 1.5 miles from the Ski Area, and only a five minute walk from the vibrant downtown shopping and dining district of Cooper Creek Square. In the summer, a bike path provides direct access from the property to the extensive mountain biking trail system i
Hot HOT 10
Beaver Village Unit #1821
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 25

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