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 18 properties available
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 34
864 Rainbow The Redroc Lodge
Private Vacation Home -
$1,440.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 5 1
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
Hot HOT 12
2002 Lupine Lane
Private Vacation Home - Pet Friendly
$309.00 - $727.20 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
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
751 Mountain Terrace
Private Vacation Home -
$424.00 - $826.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 1
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 HOT 12
500 North Lupine
Private Vacation Home - Pet Friendly
$424.00 - $731.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 25
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 HOT 12
59 Jabberwocky Home
Private Vacation Home -
$310.25 - $667.25 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
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 HOT 22
107 GCR 526
Private Vacation Home -
$242.25 - $360.40 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 5
Discover a luxurious 3 bedroom vacation home in the Winter Park Highlands neighborhood - a great location between Winter Park and Granby Ranch. This beautiful home provides a lavish and comfortable retreat for families, friends or small groups looking for peace, quiet and remarkable mountain views.Entry to the home is on the second level and guest
64 Hilltop
Private Vacation Home -
$169.15 - $889.10 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 2
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 -
$1,500.00 - $2,280.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 7
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 14
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
$665.00 - $1,040.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
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
71 Alder Brook Homer’s Hideaway
Private Vacation Home - Pet Friendly
$390.00 - $671.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 16
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 10
45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
$565.00 - $940.00 / per night
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 21
61 Jabberwocky
Private Vacation Home - Pet Friendly
$385.00 - $700.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.5 9

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