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 206 properties available
Welcome to our condo at Hi Country Haus Unit 2301.Book your next downtown Winter Park escape in our 2 bedroom condo - lovely decorated interior, ground floor with private patio, across the street from main clubhouse and ½ block to main street with plenty of shops, restaurants and activities for you and your family to enjoy. A generously sized and
Hot HOT 15
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 13
Welcome to our cabin at 604 GCR 8034! Reserve your upcoming family getaway at our log cabin in Tabernash! This genuine vacation cabin offers a luxurious retreat nestled within the forest, featuring a private outdoor hot tub, vaulted ceilings, a wood stove, a pool table, and an open floor plan on the main level. With ample bedrooms accommodating up
604 GCR 8304
Private Vacation Home -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 2
Experience an unforgettable mountain retreat in this newly constructed three-bedroom townhome with modern interior design, an open floor plan, private deck with mountain and golf course view with plenty of space for families, friend groups or anyone looking for luxurious but affordable lodging accommodation near the Grand Elk golf course.The main u
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


174 Eagle Ridge
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 11
A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Cabin at Timber Run
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 26
Welcome to our condo at WinterStar Unit G3! This spacious residence showcases elegantly modern furnishings in the living room, which includes a gas fireplace and a small deck with stunning mountain views. Located in Fraser, it is conveniently positioned on the free shuttle route and near the Safeway grocery store. This generous 2-bedroom, 2-bathroo
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Winterstar Building G #3
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 34
Why You’ll Love this Colorado Escape• 2.9 miles to Winter Park Ski Resort • Private outdoor hot tub and two gas fireplaces• Fully stocked chef’s kitchen with a Viking stove• Walkable to Downtown Winter Park and 0.4 miles to Rendezvous Event Center• 1-car garage parking and driveway space• Professionally Managed by Stay Winter ParkThe TownhomeThis
Red Quill 707
Townhome
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
This one bedroom condominium offers everything necessary for a delightful vacation. The primary bedroom is equipped with a queen-sized bed, a flat screen TV and full en-suite bathroom. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island accommodates seating for 2 and seamlessly connect
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #1633R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 14
Why You’ll Love this Colorado Escape• Private deck with picturesque views of the surrounding valley and mountains• Access to extensive amenities including an outdoor heated swimming pool, hot tubs and a fitness room• Pet friendly studio condominium located on the second floor• Professionally Managed by Stay Winter ParkThe CondoThis cozy studio apar
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


564 Silvercreek Inn
Condo - Pet Friendly
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 60
The living room features a leather sofa and armchair, providing a cozy area to relax by the gas fireplace, watch the flat screen television, and appreciate the private deck that overlooks a forested landscape from the building’s second floor, although it does not include air conditioning.The condominium is well-maintained boasting a modern kitchen
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0724R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 14
This expansive ground floor condominium features three bedrooms and three bathrooms, making it an ideal location for your mountain getaway, and has been updated for enhanced comfort. The living room boasts an open layout with newly installed hardwood flooring, a wood burning fireplace and a 50 inch flat screen HDTV, all of which can be appreciated
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Silverado I Building A Unit 101
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 29
This timeless condominium is situated at the Iron Horse Resort, providing direct access to the slopes of the Winter Park Resort. It features two bedrooms and three bathrooms, accommodating up to eight guests.The kitchen and dining area are situated next to one another, featuring granite countertops, a dining table, tiled flooring and modern applia
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 19
Why You’ll Love this Colorado Escape• 2.0 miles to Winter Park Resort and conveniently situated just off Main Street in downtown Winter Park• Comprehensively renovated interior featuring vaulted ceilings, western log furnishings and a cozy fireplace• Unique features including a private sauna, a private deck with stunning mountain views and a Pac-Ma
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Snowblaze Condos Building C unit 24
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 191

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