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Welcome to Winter Park...

Winter Park Lodging with Stay Winter Park

Book today to experience all Winter Park has to offer

When you Book Local and Book Direct, StayWinterPark is your #1 source for the best lodging deals in Winter Park Colorado. Our local team is ready to assist you and help create a personalized experience for your Winter Park CO getaway. We have a variety of Winter Park Lodging options to accommodate your Colorado Vacation!

Our large portfolio of vacation rental options offer something for everyone - choose from mountain cabins, condos or townhomes with a variety of amenities and features; Ski-in/Ski-out condos, pet friendly or magnificent vacation homes!

All our rentals will offer easy access to the wonderful outdoor activities in the area. Take your pick from our extensive collection by booking online or call our sales team to help customize your vacation experience by matching your personal needs and style. Start planning today and check out our best places to stay.

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New Properties

New Properties

StayWinterPark is always adding new rental properties to our profile for short term rentals.

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Lodging Specials

Lodging Specials

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Find Your Winter Park Rental

Find Your Winter Park Rental

Choose from our large inventory of lodging options

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Summer Activities

Summer Activities

Check out all the great summertime activities!

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Thing To Do Downtown Winter Park

Downtown Winter Park

Thing To Do Winter Park Condo Rentals

Winter Park Condo Rentals

Thing To Do Pet Friendly Lodging

Pet Friendly Lodging

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Winter Park Cabins

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Our Featured Vacation Rentals

View some of our Featured Properties selected just for you!

Featured Property 67 Fireweed 27A

67 Fireweed 27A

4 bedrooms

3 baths

10 guests

Featured Property 701B Quail

701B Quail

3 bedrooms

2 baths

8 guests

Featured Property Vasquez Creek Townhomes #8

Vasquez Creek Townhomes #8

3 bedrooms

3 baths

8 guests

Featured Property 2002 Lupine Lane

2002 Lupine Lane

3 bedrooms

2 baths

6 guests

Featured Property 228 Mountain Willow

228 Mountain Willow

3 bedrooms

3 baths

9 guests

Featured Property Arrow at Winter Park Unit 276

Arrow at Winter Park Unit 276

3 bedrooms

3 baths

10 guests

Featured Property Trailhead Lodges 821

Trailhead Lodges 821

1 bedrooms

1 baths

4 guests

Recent Client Testimonials

Hear what some of our clients have said about us

We loved our unit and the staff was very friendly and helpful. Very clean and would stay here again

Wendy

The best value in Winter Park. I've visited Winter Park for the last 15 years and have stayed at many hotels and condominiums. This place is the best value I have found. The unit is clean, warm, has everything I needed and is close to bus transportation at an unbelievable price. It\'s also a short to walk to downtown Winter Park. I plan on staying here this Winter to enjoy the skiing.

Jane

Highly responsive, conscientious and wonderful rental company! They made our stay worry free and relaxing

Alyce

Can not recommend this place enough. Stayed here with another family, 8 of us total, and did not feel cramped! Plenty of room, board games for kids and everything needed in the kitchen. PERFECT location to walk to restaurants, shops and Recreation center. We all enjoyed the pool table and multiple hot tubs available at the rec center as well as the pool. The hosts were prompt with anything that came up and would HIGHLY recommend to anyone wanting to visit the Winter Park area. We loved the accessibility to the many trails (even in the backyard), the Playground/Skate park (which is downtown) and being able to access Rocky Mountain National Park on the west side. Can’t imagine how beautiful this place would be in the Winter and would love to come back.

Julia

Overall experience was excellent we were able to extend our trip and the management company worked with us to make sure it was easy.

Michael

Very clean. Easy access. Management team was very accomodating. Would rent again.

Virginia