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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

Get more information and book one of 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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Contact Us

Contact Us

Need assistance? We're here to help.

Need assistance? We're here to help

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Winter Activities

Winter Activities

Check out all the great winter weather favorites!

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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 864 Rainbow The Redroc Lodge

864 Rainbow The Redroc Lodge

5 bedrooms

4 baths

15 guests

Featured Property Meadow Ridge Court 18 Unit 4

Meadow Ridge Court 18 Unit 4

1 bedrooms

1 baths

4 guests

Featured Property Hi Country Haus Unit 1803

Hi Country Haus Unit 1803

1 bedrooms

2 baths

4 guests

Featured Property Meadow Ridge Court 14 Unit 1

Meadow Ridge Court 14 Unit 1

3 bedrooms

2 baths

8 guests

Featured Property Timber Fox Building B Unit 2102

Timber Fox Building B Unit 2102

3 bedrooms

2 baths

8 guests

Featured Property 55 Campfire - Rendezvous

55 Campfire - Rendezvous

4 bedrooms

4 baths

10 guests

Featured Property 2665 Golden Edge Drive

2665 Golden Edge Drive

4 bedrooms

3 baths

12 guests

Featured Property Meadow Ridge Court 9 Unit 4

Meadow Ridge Court 9 Unit 4

1 bedrooms

1 baths

4 guests

Featured Property 980 Mulligan

980 Mulligan

3 bedrooms

3 baths

8 guests

Featured Property Kings Crossing Townhome 13

Kings Crossing Townhome 13

3 bedrooms

3 baths

8 guests

Featured Property 2002 Lupine Lane

2002 Lupine Lane

3 bedrooms

2 baths

6 guests

Featured Property 80 Moosehorn Ct - Rendezvous

80 Moosehorn Ct - Rendezvous

3 bedrooms

3 baths

9 guests

Featured Property Arrow at Winter Park Unit 202

Arrow at Winter Park Unit 202

2 bedrooms

2 baths

4 guests

Featured Property Waterside West E206

Waterside West E206

2 bedrooms

3 baths

8 guests

Recent Client Testimonials

Hear what some of our clients have said about us

We wanted to take a moment to express our heartfelt gratitude for your exceptional partnership and the outstanding service we've received from StayWinterPark. You truly have been the best management company we have ever had the pleasure of working with. Your immediate response during the recent fire incident and your consistent, clear communication throughout the process were nothing short of remarkable. We can't thank you enough for your swift actions and for keeping us informed every step of the way. In times like these, we realize just how valuable it is to have a management company like StayWinterPark by our side. We are not only satisfied but proud to be your customers. Your dedication and professionalism have exceeded our expectations, and we look forward to continuing our partnership with you. Once again, thank you for your outstanding support, and please convey our appreciation to the entire StayWinterPark team. You've made a challenging situation much more manageable, and we are truly grateful.

Jessica & Ryan

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