Winter Park, CO Vacation Homes from ￥42,243

A snow-covered building with illuminated windows and a ski lift in the foreground.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winter Park vacation homes

A wooden deck with two chairs and a white railing.

1. Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental

Hideaway Village

S S.

￥42,243 total

includes taxes & fees

Sep 26 - Sep 27

A snow-covered residential area with multiple two-story buildings, a clear sky, and snow-capped mountains in the background.

2. Timbers 5-2 Luxurious 2 bedroom, private deck, forest view

Fraser

ann b.

￥48,843 total

includes taxes & fees

Sep 24 - Sep 25

A wooden deck with a table and chairs, overlooking a scenic landscape with mountains and trees.

3. Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park

Fraser

Pamela D.

￥78,542 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

4. Private Hot Tub, Garage + EV Charger, On Bus Line!

Fraser

Kale S.

￥57,443 total

includes taxes & fees

Sep 24 - Sep 25

A modern two-story house with a balcony, a staircase, and a chimney.

5. 2BR townhouse w/ Byers Peak views

Fraser

Jocelyn R.

￥55,575 total

includes taxes & fees

Oct 21 - Oct 22

6. Fresh Tracks @ Peak View Ridge

Winter Park

"5/5 Stars – Absolutely Stunning Mountain Retreat! We had an incredible stay at this mountain house and cannot recommend it enough. From the moment we walked in, we were blown away by how immaculately clean the entire property was—it truly felt spotless and welcoming. The interior design is beautiful, perfectly balancing a cozy, mountain vibe with modern, high-end aesthetics. Every room was thoughtfully decorated and furnished for comfort. The amenities were equally impressive; the host provided...

Jennifer

￥81,128 total

includes taxes & fees

Sep 30 - Oct 1

A balcony with two chairs, a view of a building with a red roof, and a clear sky.

7. Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Winter Park

Ted W.

￥64,877 total

includes taxes & fees

Sep 28 - Sep 29

A residential area with multi-story buildings, a mountain backdrop, and a clear sky.

8. Timbers 9-4 New, spacious condo in Fraser, private deck and more!

Fraser

Michael J.

￥50,410 total

includes taxes & fees

Sep 24 - Sep 25

View all properties

Find vacation rentals that suit your style

Cabins

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Winter Park Hotel Reviews

The Vintage Hotel

10/10 Excellent

"Everything was perfect there."

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

10/10 Excellent

"Great little townhouse! Some of the areas - like bathrooms, are a little cramped but everything was clean and functional. The location is super convenient to pretty much anything in winter park, at least for summer/fall. Lots of great food options nearby. A great little getaway spot for relaxing and home base for exploring the area. Was pleasantly surprised with how well stocked the kitchen was for those who would like to cook. We did notice a very distinguished 'fried food' odor upstairs upon arrival, but can't really fault the owner/manager for that. Likely the previous occupant had enjoyed the results of their fishing trip without properly ventilating or something. Overall super easy and smooth experience, definitely on our list of places to return to if/when we're back in the area. One note, not a particularly disability friendly location, there are some boardwalk type steps to get to the entrance and some narrow hallways/stairway to access the upper level, it doesn't claim to be accessible so no issue, just for information to those who may need it."

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

10/10 Excellent

"Thanks so much for the stay at your beautiful property for our family reunion!Home is beautiful and very clean and enough room to spread out for the different ages. Kitchen well stocked only negative was the veryLARGE refrigerator doesn’t have ice or water! Two dishwashers,cooler for drinks, two ovens, microwave and six burner plus grill stove.Kitchen plenty big enough so several people can be working at once.Love the LARGE dining table for eating and playing games.Liked the fact all bedrooms have their own bathrooms plus a guest bathroom on first floor.Setting on the patio catching up on family and listening to theCreek running right pasted the home it’s magical.Some really enjoyed the hot tub at night."

Find out more about Winter Park

Winter Park Vacation Homes information

Number of reviews	69
Accommodation	714 Vacation Homes
Lowest Price	￥42,243
Highest Price	￥135,005

Explore a world of travel with Expedia

More ways to book

Book Vacation Homes in Winter Park on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Park vacation homes

1. Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental

2. Timbers 5-2 Luxurious 2 bedroom, private deck, forest view

3. Epic Sunset Deck, Panoramic Mountain View’s. Ski, Hike, Bike, & Fish Winter Park