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

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 -

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

Leland Creek Home

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

71 Alder Brook Homer’s Hideaway

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 17

864 Rainbow The Redroc Lodge

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

500 North Lupine

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

59 Jabberwocky Home

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 54

45 Idlewild

Private Vacation Home

2 bedrooms

2 baths

6 guests

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

12 Yukon Lane Townhome

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

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

25 Discovery Lane - 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 18

273 Fallen Rock

Private Vacation Home -

Book your next outdoor adventure in a spacious new 4 bedroom vacation home in Tabernash - close to many outdoor activities with unbeatable mountain views and a just a short 10 minute drive to Winter Park or Granby Ranch. New construction offers all of modern comforts and is complimented by a funky vibe and industrial chic interior. Two level home

HOT 23

107 GCR 526

Private Vacation Home -

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