Thanksgiving in Winter Park

Book Your Thanksgiving Vacation Rental in Winter Park Colorado

Explore our range of Thanksgiving vacation rentals in Winter Park Colorado. Whether you are hosting extended family for the holidays, embarking on a group getaway, or something small and intimate for a couple, we provide ideal lodging options to suit your needs.

Additionally, we offer flexible booking dates.  

Please contact our office or browse our most popular vacation options

Winter Park Cabins, Downtown Winter Park, Pet Friendly, Vacation Homes, Base Village of Winter Park Resort, Ski-in/Ski-out condos and Granby Ranch.  






Properties Available 114 properties available
This exceptional vacation rental offers a true home-away-from-home experience, characterized by its unique lodge ambiance, featuring rich wooden elements and comfortable furnishings in the main living space. Guests can unwind while enjoying the flat screen TV and the warmth of the gas fireplace, creating an ideal setting for a snug evening. Addit
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Beaver Village Unit #1123
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
Indulge in the serenity of a delightful cabin tucked away in the woods but conveniently close to town, providing modern conveniences for your next getaway. Revel in a peaceful escape and a stunning night sky filled with countless stars. This charming cabin comfortably accommodates up to 6 guests and is positioned on a generous acreage, just a quic
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

383 County Road 508
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 4.8 22
A perfect two bedroom condominium rental in the downtown area is an excellent choice for families seeking a mountain retreat, offering a spacious and renovated living space along with access to clubhouse amenities.The entire unit has undergone a complete renovation, transforming it into a charming modern condominium featuring a contemporary color p
Hot HOT 20
Snowblaze Condos Building C unit 22
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
This luxurious Arrow townhome unit is an ideal choice for couples (and Pets!) seeking a relaxing getaway in downtown Winter Park. With 3 bedrooms, it can accommodate up to 10 guests, providing stunning views and a private hot tub for a truly memorable vacation experience.The lower level features a private garage with space for 2 cars parked in tand
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Arrow at Winter Park Unit 276
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
This residence provides a generous 1,149 square feet spread across 3 levels, situated at the corner of the building with additional windows that welcome natural light into the living space. Conveniently located near the parking lot, making the moving process effortless. The main entrance features hardwood flooring and a designated space for jacket
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Meadow Ridge Court 19 Unit 1
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.5 9
Enter a beautifully updated and contemporary three bedroom unit! Situated on the ground floor of the building, this residence offers convenient access, featuring hardwood flooring throughout the primary living space.Upon entering the unit, one is greeted by a stunningly remodeled kitchen featuring modern appliances, granite countertops, wooden cab
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Hi Country Haus Unit 1801
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.6 12
The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Beaver Village Unit #0711R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
This expansive two-level townhome is conveniently located just a short walk from downtown Winter Park, where visitors can enjoy a selection of restaurants and diverse shopping options. The interior is tastefully adorned with modern upgrades, making it an excellent choice for a vacation rental. The entrance to the townhome features a spacious coat
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Kings Crossing Townhome 4
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.6 10
This charming two-bedroom, two-bathroom condominium located in the Reserve at Ten Mile Creek Apartments offers breathtaking mountain vistas and convenient access to a variety of outdoor pursuits, making it perfect for enthusiasts of nature. The unit features a spacious open layout, a contemporary kitchen, and an abundance of natural light. Situated
Specials Tag Special
Featured New Properties

StayWinterPark is expanding our rental inventory with new properties!

Check out the newest listings and book online today.

Use promo code new for 15% savings on your booking for 2 nights or more.

If you have specific questions or need personalize assistance with your booking, call us at 1-800-215-6535book online or email us at info@staywinterpark.com.

Ten Mile H-302
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location. The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter, wit
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Iron Horse Building C Unit 1023
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.3 3
If you are in search of a newly renovated condominium that offers tranquility during your next holiday, this unit is ideal for you. Situated on the top floor and positioned as an end unit, this location within the building ensures a greater degree of privacy from other neighboring residents.The property underwent a comprehensive renovation in the
Specials Tag Special
IKON passholders lodging deal

 Winter Park has an opening date coming soon!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 15% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 11/1/2024-4/30/2025.  All reservations must be booked by 11/30/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

Beaver Village Unit #1934
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 6

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree