Winter Park Colorado Vacation Homes

Private Vacation Rentals in Winter Park CO

Depending on the location Stay Winter Park can offer the experience you are looking for in a private vacation home!  We offer secluded woodsy homes that have waking up to birds chirping, a deer herd passing by and no one else in sight might be your dream. Other homes that are in the heart of downtown near the action packed evening locales, pubs and you can easily walk to and from your destinations. Regardless of what you want to do and how you want to enjoy Winter Park we've got you covered!

Browse and choose from Winter Park, Colorado vacation home rentals with 2 to 7 bedrooms - the larger variety makes our homes category one of the most popular among renters. We have what you are looking for but act fast as these options book quickly. Contact us or book online, for your small groups, family reunions, executive retreats, girl's weekend trips, golf outings, an unforgettable holiday gathering  or plan your summer wedding.  Our Groups Department for special rental rates and additional assistance coordinating your event.


Properties Available 17 properties available
This large and beautiful home offers outstanding mountain views and a great rental for peace and quiet that will accommodate 8 people.An open floor plan encompasses the living, dining, kitchen areas as well as half bathroom on the main level. The living room offers a very cozy spot to relax on the comfortable sofa to enjoy the flat screen TV, gas
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
Welcome to your favorite mountain retreat! This spacious 4-bedroom haven is more than just a home; it's an invitation to experience luxury and tranquility in the heart of nature. Just 15-20 minutes from Fraser and Winter Park, with all the shops, restaurants, grocery stores, and more. 20 from two world class ski areas- Winter Park Ski Resort and Sk
Hot HOT 74
273 Fallen Rock
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 7
This spacious townhome offers 1596 square feet on two levels. The main level has vaulted ceilings with ceiling fans and the look of a true log cabin in the open floor plan encompassing the living, dining and kitchen areas. A gourmet kitchen offers stainless steel appliances, granite counter tops, solid wood cabinets and extra seating at the breakf
Hot HOT 15
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 2
The home will sleep up to 12 and has a wonderful cabin feel as it is located on a secluded, wooded acre with great views of the continental divide, deer, elk, and even moose are often seen browsing through the neighborhood and only five miles from the base of Winter Park Ski Resort, two miles from downtown Winter Park and on the free town shuttle r
Hot HOT 18
61 Jabberwocky
Private Vacation Home - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.5 9
A warm and welcoming interior with hardwood floors, stone fireplace, and plush carpeting in the open floor plan is delightful spot containing a spacious kitchen with stainless steel appliances and granite counter tops, a dining room and living room. Your family will enjoy the extended living area outside on the deck complete with gas grill. The vie
Hot HOT 22
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
A warm and welcoming interior greets you at the front door entrance filled with distinctive touches including hardwood floors, stone fireplace, stunning views from the private deck surrounded by great architectural design and thoughtful planning. Rare find in Winter Park - 4 bedrooms and 4 bathrooms - this Rendezvous cabin offers one of the best va
Hot HOT 12
25 Discovery Lane - Rendezvous
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 12
After a day of outdoor adventure, come home to relax on the large, comfortable leather sectional sofa surrounded by the luxury of the great room with vaulted ceilings, oversized windows, gas fireplace and 65" flat screen TV with sound bar. Set up a puzzle or board game on the lift-top coffee table from the wide selection of games, toys and books in
Hot HOT 11
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 17
Plan your escape to this magnificent pet friendly Winter Park Colorado Vacation Home. This spacious home offers all the comforts and amenities needed for a perfect family getaway with 3 bedrooms, 2,790 square feet of living space on 3 levels and minutes away from Winter Park Resort! The main level has an open floor plan encompassing the gourmet ki
Hot HOT 16
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 18
Escape to Redroc Lodge, an exquisite 5-bedroom, 4-bathroom retreat in the captivating Winter Park Highlands of Tabernash. This 5,300-square-foot sanctuary seamlessly fuses rustic mountain charm with contemporary comforts, offering sweeping Rocky Mountain vistas. With a updated kitchen, inviting living areas, entertainment rooms, and a picturesque o
Hot HOT 31
864 Rainbow The Redroc Lodge
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 5 1
This home is perfect for multiple families or small groups looking for privacy and a convenient location for their ski trip or summer vacation with some of the exceptional attributes of this Winter Park home are the mountain views of the Continental Divide and Byers Peak plus the added privacy with the three master suites! We think that you will lo
Hot HOT 14
Leland Creek Home
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.3 10
Rent our lovely 2 bedroom home with great amenities, spacious floor plan and great neighborhood - close to the main downtown area of Winter Park or a quick shuttle ride to the resort or other great outdoor activities.The ground floor of the home offers a large mud room for easy storage and a spot to leave all your outdoor gear and easy access to th
Hot HOT 16
45 Idlewild
Private Vacation Home
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A wonderful location in Fraser, this Mountain Terrace private home offers a 2 car garage parking and spacious interior with distinctive touches provided by great architectural design and beautifully decorated throughout.A warm and welcoming open floor plan greets you with vaulted ceilings to accentuate the large windows, hardwood floors, stone gas
Hot HOT 31
751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 2

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