Woodland Park Cabin Rentals

Compare 15 vacation rentals.
USA > Colorado > Woodland Park

Make Woodland Park your next getaway

Above the clouds, above Ute Pass, and above the city of Colorado Springs sits Woodland Park. This little mountain town offers big views of Pikes Peak, the tallest peak in the state. Outdoor and community activities are a way of life here, and the small-town atmosphere lends itself to plenty of friendly faces.

Explore Woodland Park house rentals, cabins, apartments, and more

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House rentals

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Cabins

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Apartments

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Popular amenities for Woodland Park vacation rentals

Popular
Dog-friendly Hot tub Internet
Mills Ranch
3 Bedroom | 2.5 Bath | Sleeps 10

Mills Ranch - Woodland Park, CO

$349 avg / night
Almost Off the Grid
2 Bedroom | 2 Bath | Sleeps 4

Almost Off the Grid - Woodland Park, CO

$136 avg / night
Little Doe Cabin
2 Bedroom | 1.5 Bath | Sleeps 6 (4 Adults Max)

Little Doe Cabin - Woodland Park, CO

$116 avg / night
Cub Cottage
1 Bedroom | 1 Bath | Sleeps 4

Cub Cottage - Woodland Park, CO

$114 avg / night
It's All About The Views
2 Bedroom | 2 Bath | Sleeps 6

It's All About The Views - Woodland Park, CO

$190 avg / night

View 10 more homes

Recent Woodland Park guest reviews

House was clean and in good condition. Plenty of space. Kitchen had every thing needed to cook all our meals. Location was remote enough for privacy but close enough to stores. Check in and out was easy and information provided clear. We enjoyed the games and the view from the balcony’s. The beds were comfortable and the spa tub enjoyable. We were glad to visit in May as you definitely need 4WD for the road and driveway if it’s muddy or snowy. The option for late check out was appreciated as well. We would stay here again and would definitely recommend.
Jody D. | May 2024
Quiet and nice
Misty T. | May 2024
It was a nice place to stay. Located close to grocery stores, dining, etc. Didn't like having to go out to the road (off property) to smoke, but I did, in 5 inches of snow lol.
Cindy A. | May 2024
Woodland Park vacation rental FAQ

Yes, 20 of our Woodland Park homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 45 of our Woodland Park vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Woodland Park vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Woodland Park team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Woodland Park, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Woodland Park’s resort town history

The town of Woodland Park has almost always been a mountain getaway, which fits its nickname, “The City Above The Clouds.” Woodland Park became a resort town in the late 1890s, around the same time when its sawmill industry started taking off. Today, it’s the biggest town in Teller County, and is home to dozens of beautiful vacation rentals and cabins that welcome Colorado vacationers throughout the year.

Family-friendly activities in Woodland Park, CO

Bringing kids along to your Woodland Park cabin rental? Make sure you stop by the Rocky Mountain Dinosaur Resource Center for a peek at all things prehistoric. Colorado Wolf Adventures is a must-see for wildlife enthusiasts of all ages; here, you can pet wolves and learn more about this majestic species. Many of our Woodland Park rentals are within easy walking distance of all the downtown activities like the City Park, the farmer's market, nightly wine tastings, art galleries, restaurants, breweries, and more. The whole family will love trying out the local dining options, like Hungry Bear and Cafe Leo.

Explore the Rockies from the comfort of a Woodland Park cabin rental

Anyone who’s experienced the magic of the Rocky Mountains knows that the possibilities here are endless. When you’re staying at a Woodland Park vacation rental, you’ve got hiking, biking, horseback riding, golfing, and more right at your doorstep. Fishing enthusiasts will definitely want to try their luck on the South Platte River, Manitou Lake, and Rampart Range Reservoir. And that’s just during the warmer months! Winter in the Rockies is prime time for cross-country skiing, snowshoeing, ice skating, snowmobiling, tubing, and much more. When you visit Woodland Park, you’ll get a full taste of the Rockies’ majesty and adventure.

Woodland Park rentals near Pikes Peak

Pikes Peak National Forest is another big draw here, with over one million pristine acres practically at your doorstep. Pikes Peak, also known as “America’s Mountain,” is the highest summit of the Rocky Mountains’ Front Range---and it’s Colorado’s pride and joy. Did you know that you can drive to the top of Pikes Peak? Carve out three or four hours, and you can easily make it happen in one afternoon. For a more physically challenging experience, there are endless hiking options, including a path to the summit (recommended only for seasoned and trained hikers). Bikers can book a tour that will drive you to the top and let you sail down the mountain on two wheels. Rent a Jeep and take the road less traveled, or book a Jeep tour and let a driver forge the path for you.

Things to do nearby in Colorado Springs

A Woodland Park vacation rental is ideal for anyone hoping to immerse themselves in the beauty of the Rocky Mountains without straying too far from the city life of Colorado Springs. Pikes Peak towers above the skyline, setting the scene for some lovely mountain dining, shopping, and sightseeing. Be sure to take a day trip from Woodland Park to Garden of the Gods right outside of Colorado Springs---the spectacular red rock formations are unlike anything else.

You’ll love experiencing the Pikes Peak area from the comfort of a Woodland Park vacation rental. Book today to reserve your spot!