StayWinterPark private hot tub rental

StayWinterPark downtown condo rental

StayWinterPark summer festivals

StayWinterPark canoeing

StayWinterPark townhome rentals

StayWinterPark summer river and mountain view

Welcome to Winter Park...

Winter Park Lodging with Stay Winter Park

Book today to experience all Winter Park has to offer

StayWinterPark is the top choice for the finest lodging deals in Winter Park Colorado when you choose to Book Local and Book Direct. Our dedicated team is prepared to provide assistance and curate a tailored experience for your Winter Park CO retreat. With a range of lodging options available, we can cater to your Colorado Vacation needs!

Our diverse selection of vacation rentals ensures there is something for everyone - whether you prefer mountain cabins, condos or townhomes with various amenities and features such as Ski-in/Ski-out condos, pet friendly accommodations or luxury vacation homes!

All our rentals grant convenient access to the fantastic outdoor activities in the region. Browse through our extensive collection online or contact our sales team to personalize your vacation experience according to your preferences and style. Begin planning your trip today and discover our top accommodations.

Read More about our services Specials Owner Services

Home Welcome Image

New Properties callout

New Properties

New Properties

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

View our new rentals

Find Your Winter Park Rental callout

Find Your Winter Park Rental

Find Your Winter Park Rental

Choose from our large inventory of lodging options

View lodging options and Book today

Summer Activities callout

Summer Activities

Summer Activities

Check out all the summer time adventures!

Learn more about outdoor summer fun

Lodging Specials callout

Lodging Specials

Lodging Specials

Get more information and book one of lodging specials

View details and Book!

Contact Us callout

Contact Us

Contact Us

Need assistance? We're here to help.

Need assistance? We're here to help

View some of our most

Popular Vacation Rental Searches

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

Thing To Do Winter Park Cabins

Winter Park Cabins

Book Direct & Save No additional booking fees added

Our Featured Vacation Rentals

View some of our Featured Properties selected just for you!

Featured Property 448 Cranmer Unit 103

448 Cranmer Unit 103

3 bedrooms

3 baths

8 guests

Featured Property 273 Fallen Rock

273 Fallen Rock

4 bedrooms

4 baths

11 guests

Featured Property 92 Ramble

92 Ramble

4 bedrooms

4 baths

9 guests

Featured Property Townhome on Vasquez Creek #8

Townhome on Vasquez Creek #8

3 bedrooms

4 baths

13 guests

Featured Property 980 Mulligan

980 Mulligan

3 bedrooms

3 baths

8 guests

Featured Property Beaver Village Unit #0713

Beaver Village Unit #0713

2 bedrooms

2 baths

6 guests

Featured Property Timber Fox Building C Unit 3406

Timber Fox Building C Unit 3406

2 bedrooms

2 baths

6 guests

Featured Property Timber Ridge Building 3, Unit B

Timber Ridge Building 3, Unit B

3 bedrooms

3 baths

8 guests

Featured Property Waterside West E206

Waterside West E206

2 bedrooms

3 baths

6 guests

Featured Property 2665 Golden Edge Drive

2665 Golden Edge Drive

4 bedrooms

3 baths

14 guests

Featured Property Hi Country Haus Unit 2405

Hi Country Haus Unit 2405

1 bedrooms

3 baths

2 guests

Featured Property 107 GCR 526

107 GCR 526

4 bedrooms

3 baths

10 guests

Featured Property Elk Creek Condos B103

Elk Creek Condos B103

3 bedrooms

3 baths

10 guests

Featured Property Hideaway Village Alpine 4

Hideaway Village Alpine 4

2 bedrooms

2 baths

6 guests

Recent Client Testimonials

Hear what some of our clients have said about us

Great location and layout Really enjoyed our stay, the two of us and our two pups. Very easy in and out, and location great for walking to places as well as walking our fur babies.

Joseph

Thanks for a great stay! The space was really nice. The only downside was it was about 20-25 to winter park, where we were skiing, but that wasn’t really too bad. The host was responsive and helpful. Everything was clean and neat and there was plenty of common spaces for everyone to hang out

Duce

Great condo for Winter Park We had a great stay here! The condo worked great for our group of four friends. We especially enjoyed the nearby bbq restaurant!

Hilary

Comfortable Condo in Prime Location with Responsive Team Cozy spacious condo in great location! Host responded quickly when I had issues with door code and internet password. We had a great time

Caroline

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