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 109 properties available
The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxing after a day outdoors, and is open to the dinin
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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!

751 Mountain Terrace
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 2
A comfortable studio apartment situated on the ski access level, providing convenient entry to the slopes of the Winter Park Resort.The kitchen exudes a contemporary aesthetic, featuring newly installed cabinets, granite countertops, tiled flooring and modern appliances. The sightline from the kitchen to the open-concept living area creates an ide
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 D Unit 5054
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
This third floor condominium rental, tastefully adorned and featuring several kitchen enhancements, is well-suited for families traveling to the Winter Park region.The primary living room features a southwestern design, complete with a wood burning fireplace, a TV equipped with a VCR-DVD combination, complimentary Wi-Fi access, a queen-sized sofa b
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 1913
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 13
This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 2121
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 11
It is essential to consider a stay at Kings Crossing 13 during your upcoming visit to Winter Park. This townhome features three bedrooms and three bathrooms and is conveniently located in downtown Winter Park, within walking distance to numerous restaurants, a movie theater with bowling alley and the Grand Park Recreation Center. Additionally, the
Kings Crossing Townhome 13
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 1
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its bathrooms and furnishings. The primary l
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 1908
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 7
Situated on the third floor of the structure, the arched ceilings in the primary living area create a sense of openness and grandeur. Adorned in a serene and relaxing neutral color palette, this one bedroom one bathroom condominium showcases contemporary western aesthetics and furniture, perfect for a mountain retreat in Colorado.The living room sp
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 #0232R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 14
This residence is located in the serene residential area of Fraser, just 6 miles away from the Winter Park Ski Resort. Situated on a 0.8-acre lot, it offers convenient access to the free town shuttle, which stops right across the street.The property has been transformed into a luxurious, high-end themed vacation home, featuring 1,752 square feet of
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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!

59 Jabberwocky Home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 11
Book your next visit to Granby Ranch in our beautifully refurbished 2-bedroom condominium. This property is ideally situated within walking distance of the Granby Ranch slopes and offers access to a variety of outdoor activities year-round, complemented by unique amenities and stunning views of the mountains and valley.This beautifully remodeled co
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.

Mountainside Unit B-59
Condo
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
This exquisitely renovated two bedroom residence serves as an ideal destination for a mountain retreat. It is characterized by its bright and welcoming atmosphere, offering breathtaking mountain views from three private decks. Conveniently situated just minutes from downtown Winter Park and roughly three miles from the Winter Park Resort, the pro
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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!

Silverado I Building B Unit 204
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 9
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 2506
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 18
The condominium is well-maintained boasting a modern kitchen equipped with new appliances, cabinets and countertops. The dining space features an elegant wooden table complemented by comfortable cushioned chairs, accommodating up to six individuals. An added perk of the dining area is the extra side window, allowing ample natural light to filter
Specials Tag Special
IKON passholders lodging deal

 Winter Park is open for the season!  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 #0724
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 8

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