Woodland Park Cabin Rentals

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Make Woodland Park your next getaway—choose from 17 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.

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Woodland Park vacation rentals for every getaway

Dog-friendly Hot tub Internet
Mountain Oasis 3D Tour
4 Bedroom | 3 Bath | Sleeps 8

Mountain Oasis - Woodland Park, CO

From $175
Mills Ranch 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 10

Mills Ranch - Woodland Park, CO

From $297
Cub Cottage 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Cub Cottage - Woodland Park, CO

From $82
Little Doe Cabin 3D Tour
2 Bedroom | 1.5 Bath | Sleeps 6 (4 Adults Max)

Little Doe Cabin - Woodland Park, CO

From $97
Little Bear Cabin 3D Tour
0 Bedroom | 1 Bath | Sleeps 2

Little Bear Cabin - Woodland Park, CO

From $91

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Recent Woodland Park vacation rental reviews

Loved how close it was to the woods and that you can just walk outside and you in the forest nice and clean.
Nathan L. | Oct 2021
Loved the cabin. It was everything you could hope for. Great neighborhood and very quiet.
Patty L. | Oct 2021
The Little Doe Cabin is a perfect place to base your Woodland Park adventures. What the cabin lacks in square footage, it makes up for in charm and comfort. We had 4 people in the cabin comfortably and had everything we needed for a delightful stay. And the view of Pikes Peak out of the cabin windows and from the deck is just the icing on the cake; not to mention seeing deer grazing out the front windows almost every morning. It was much quieter than I imagine many places would be as well, as it is at the end of a dead end street. We worked from the cabin for most of our stay and the internet was plenty fast and reliable. We also cooked most meals and found the kitchen well-stocked! They've thought of everything, even supplying plenty of clothes hangers and charging options for phone and accessories built into the lamps in the main bedroom. When not working, we thoroughly enjoyed all that the surrounding area had to offer, including the many wonderful ATV trails in the North Divide and Rainbow Falls areas. Plenty to see and do; many delightful restaurants and cafes; then relax in the comfort of this quaint cabin to make for a wonderful Woodland Park vacay.
Sarah H. | Oct 2021

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!