Woodland Park Cabin Rentals

Compare 18 vacation rentals. Enter your trip dates to get started.
USA > Colorado > Woodland Park

Make Woodland Park your next getaway—choose from 18 great vacation rentals

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

housing_type_house.jpg

House rentals

View 10 House rentals
housing_type_cabin.jpg

Cabins

View 6 Cabins
housing_type_apartment.jpg

Apartments

View 1 Apartments

Woodland Park vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Big Bear Cabin
2 Bedroom | 1 Bath | Sleeps 5

Big Bear Cabin - Woodland Park, CO

$197 avg / night
Little Doe Cabin
2 Bedroom | 1.5 Bath | Sleeps 6 (4 Adults Max)

Little Doe Cabin - Woodland Park, CO

$173 avg / night
Almost Off the Grid
2 Bedroom | 2 Bath | Sleeps 4

Almost Off the Grid - Woodland Park, CO

$190 avg / night
Trail's End
3 Bedroom | 3 Bath | Sleeps 8

Trail's End - Woodland Park, CO

$354 avg / night
Mountain Oasis
4 Bedroom | 3 Bath | Sleeps 8

Mountain Oasis - Woodland Park, CO

$305 avg / night

View 13 more homes

Recent Woodland Park vacation rental reviews

Wonderful location. Beautiful house. Loved the wildlife
JULIE R. | Aug 2022
This cabin was a great escape. Although the road there was at points a bit difficult it was worth the trek. We would definitely stay there again.
John A. | Aug 2022
Location, location, location.
Ethelyn M. | Aug 2022
Woodland Park Frequently Asked Questions

Yes, 15 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. 28 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!