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

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 17

500 North Lupine

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

864 Rainbow The Redroc Lodge

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 11

25 Discovery Lane - Rendezvous

Private Vacation Home -

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 15

45 Idlewild

Private Vacation Home

2 bedrooms

2 baths

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 18

751 Mountain Terrace

Private Vacation Home -

An ultra-modern and beautifully appointed townhome has 1,764 square feet of living space on two levels and lots of large windows to marvel at the magnificent mountain views from this vacation rental. A spacious living room is south facing for spectacular sunsets, access to the private deck with BBQ grill, space to relax and the private hot tub. Al

HOT 14

47 Lookout Point - Rendezvous

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

HOT 10

492 Golf Course Circle

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 16

45 Reunion Court - Rendezvous

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 16

61 Jabberwocky

Private Vacation Home -

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 23

59 Jabberwocky Home

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 37

273 Fallen Rock

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 19

Leland Creek Home

Private Vacation Home -

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