Woodland Park Cabin Rentals

Compare 616 vacation rentals with savings up to 30% off this summer.
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.

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House rentals

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Woodland Park vacation rentals for every getaway

Dog-friendly Hot tub Internet
Cub Cottage
1 Bed | 1 Bath | Sleeps 4

Cub Cottage - Woodland Park, CO

$168 avg / night
Colorado Mountain Lodge
2 Bed | 2 Bath | Sleeps 6

Colorado Mountain Lodge - Woodland Park, CO

$207 avg / night
Peak Retreat
1 Bed | 1 Bath | Sleeps 4

Peak Retreat - Woodland Park, CO

$170 avg / night
Big Bear Cabin
2 Bed | 1 Bath | Sleeps 5

Big Bear Cabin - Woodland Park, CO

$194 avg / night
It's All About The Views!
2 Bed | 2 Bath | Sleeps 6

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

$264 avg / night

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Recent Woodland Park vacation rental reviews

The cabin was very comfortable and clean. The view was wonderful. We enjoyed watching the deer and the bear. Staying in the cabin was the best part of our vacation. And we were around good eating places and it wasn't far from the attractions. The only thing I didn't care for was there were a lot of steps to get into the main floor which was not easy for someone who is old and out of shape, but we survived. Thanks a lot Vacasa for making our stay enjoyable.
Charles M. | Jun 2023
This was the perfect place to stay on our family vacation in Colorado! The cabin was fully stocked with all the necessities. The cabin was beautiful, spacious and the wrap-around deck was a plus. The location is great because you feel like you are in the woods, but are only minutes from town. The hot tub was great on chilly mornings and evenings, too. We would definitely recommend the Timber Wolf!
Laura N. | Jun 2023
Im not sure where to start. We loved everything about this cabin. The view, the outdoor seating, the access to a washer/dryer, the extra bathroom, the kind neighbor with a couple of GREAT adventure suggestions, the location... and dud I mention THE VIEW!!?? We sat outside in the morning with coffee, and with a beer, in the evening, just enjoying the view. We made use of the fireplace 2 of the evenings. This cabin is do convenient to many things. We enjoyed Garden of the Gods, Pikes Peak, Raspberry Mountain hike, Crags hike, Cripple Creek, Phantom Canyon Road (not for the weak of heart, our group had an experienced mountain driver with us). Food at Fiesta Mexicana was EXCELLENT. As was pizza at McGintys in Divide, burgers at Russ's in Divide were also a hit!! We would 100% stay in this cabin again, if coming back to the area!! Thank you from Iowa!!!
Jeni S. | Jun 2023
Woodland Park Frequently Asked Questions

Yes, 23 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. 46 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!