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.

Search Other Popular Vacation Rental Categories:

Downtown Winter Park Rentals, Winter Park Cabins, Base Village & Ski in Ski Out Vacation Rentals, Condo Complexes in Winter Park, Luxury Properties

17 properties available

Located in the quiet residential neighborhood of Fraser, this home is 6 miles from the Winter Park Ski Resort and the home is situated on a 0.8-acre lot and provides easy access to the free town shuttle that stops across the street. This vacation getaway has been renovated into a luxurious, high-end themed vacation home with comforts and entertain

HOT 19

59 Jabberwocky Home

Private Vacation Home -

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 11

864 Rainbow The Redroc Lodge

Private Vacation Home -

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 22

Leland Creek Home

Private Vacation Home -

This spacious townhome offers 1596 square feet on two levels and is Pet Friendly! 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 s

HOT 19

45 Reunion Court - Rendezvous

Private Vacation Home -

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 13

25 Discovery Lane - Rendezvous

Private Vacation Home -

A beautiful pet friendly townhome is in Fraser offering a quieter rental but still close to all the year-round outdoor activities. This spacious and wonderful townhome at the Cabins of Porcupine Ridge, this 3-bedroom unit offers something for everyone and will sleep up to 8 persons with great views and an open floor plan. On the main level is an op

HOT 19

500 North Lupine

Private Vacation Home -

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 17

61 Jabberwocky

Private Vacation Home -

The house is immaculately furnished and equipped with every conceivable convenience and comfort in mind. Occupying 3 levels and offering 7 bedrooms, 8 bathrooms and a heated living space of 9,649 square feet, the home can sleep 16 people easily, making it a perfect vacation venue at any time of the year for large families, family gatherings or reun

492 Golf Course Circle

Private Vacation Home -

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, 2,077 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 18

12 Yukon Lane Townhome

Private Vacation Home -

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 13

55 Campfire - Rendezvous

Private Vacation Home -

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 two world class ski areas- Winter Park Ski Resort and Ski Granby. The

HOT 32

273 Fallen Rock

Private Vacation Home -

A wonderful and spacious home - Pet Friendly and more! 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 ta

HOT 14

71 Alder Brook Homer’s Hideaway

Private Vacation Home -

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