Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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


Properties Available 205 properties available
This first floor unit offers a private balcony with mountain views, 1 car garage parking with 2 bedrooms and 2 bathrooms. Please note that there are a few steps that are from the parking lot level into the building.In the main living room, an open floor plan is complimented by a southwestern pattern on the sofa and over stuff chair, gas fireplace,
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Timber Run Cedar Unit 2
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 1
This condominium features two bedrooms and two bathrooms, encompassing a total area of 950 square feet. It boasts an open floor plan, enhanced by newer carpeting throughout and a modern kitchen equipped with stainless steel appliances. Located on the third floor, this unit does not have elevator access; the elevator services only the parking level
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Silverado II Unit 334
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
This residence in Colorado is situated 2/3 of a mile from the main street in downtown Winter Park and three miles from the Winter Park Resort, nestled in a charming neighborhood that provides a sense of seclusion along with stunning mountain vistas. It serves as an excellent setting for either a large family or a small group. The recently renovat
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

40 Crescentview Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 4
The Telemark townhomes offer opulent interior design and premium finishes that provide an exquisite retreat. Each unit is equipped with standard features such as four-panel interior alder doors and trim, pendant-style lighting and an energy efficient radiant heating system. Ideally situated in downtown Winter Park, these townhomes are in proximity
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Telemark Townhomes Unit 514
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 39
Our Gore Pass residence is ideal for outdoor enthusiasts, hunting parties or those seeking a tranquil retreat. During winter, guests can access snowmobile trails, while in summer, ATV and mountain bike trails are just steps away. Steamboat 53 miles, Breckenridge 65, Keystone 56, Granby Ranch 46, Vail 81, Winter Park 61 miles.This charming 4-bedr
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

2665 Golden Edge Drive
Cabin -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Rating 5 1
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Silverado II Unit 224
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 3 1
Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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 202
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

67 Fireweed 27A
Condo - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 18
This residence boasts exquisite furnishings and is fully equipped with all modern conveniences, spanning 3 levels with 7 bedrooms, 8 bathrooms and a spacious 9,649 square feet of heated living space, comfortably accommodating up to 16 guests. It is an ideal vacation spot for large families, group gatherings or small corporate retreats throughout t
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

492 Golf Course Circle
Private Vacation Home -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 8
The exclusive terrace associated with the third floor unit in the building presents scenic views of the Winter Park Resort, serving as a tranquil area to appreciate the outdoors. It has recently undergone updates, making it an excellent choice for your upcoming Winter Park getaway. The open-concept layout includes a well-equipped kitchen, complete
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Beaver Village Unit #0931
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 7
In the main living room of the unit, large comfortable furnishings compliment a wood paneled accent wall, TV, VCR/DVD, gas fireplace, free in unit Wi-Fi access, queen sofa sleeper and no air conditioning. The dining area provides guests access the private balcony with wonderful mountain views and the large table offers seating for 8 persons.A full
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Timber Run Cedar Unit 3
Condo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
This one bedroom condominium offers everything necessary for a delightful vacation. The master 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 connects
Specials Tag Special
Fall Getaway deals

Book today for the upcoming fall season! Still great events, outdoor activities and ways to view the changing leaves.

We've made it easy for you - book now for the best pricing on all of our properties - no promo code needed!

This offer is valid for new reservations.  Valid dates of stay are 9/1/2024-10/31/2024. 

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

Beaver Village Unit #1633R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1

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