Family-friendly holiday rentals in Woodland Park

Colorful Mountain Tiny Home

Located in a quaint tiny house village with views of Pikes Peak, this custom built unit is the vacation spot of your dreams! This stylish space featuring features three separate sleeping areas, a completely stocked kitchen, a full bathroom, and an outdoor area to relax by the fire. Minutes away from all the good food and sightseeing Woodland Park has to offer and 20 mins from the attractions of Colorado Springs, this is the perfect base camp for all of your adventures in the Pikes Peak region.

Off-Grid 1 Room Cabin Nestled in the Pines, 420 OK

This 3-year old, 1 room, totally off-grid cabin w/ an outhouse, is a gem sitting among the pines in beautiful Larkspur, CO. Home of the Renaissance Festival and 1/2 way in between Denver and Colorado Springs. Within a 30 minute drive to Garden of the Gods, Manitou Springs, Cave of the Winds & of course, Pikes Peak. Also about a 35 minute drive to hit South Denver. Enjoy the serene views of overlooking ranching fields through the pines in a comfortable, warm setting. Simple living indeed!

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

Cabin with Pikes Peak View in WP License#329434

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

Private Guest Suite w/Trees & Awesome Peak Views

Picture-perfect Pikes Peak views from your living room, bedroom, and covered patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pine, Aspen, and hiking trails right up the street, you may never want to leave.

Tiny Home! Hot tub, fire pit & Pikes Peak views

Welcome to Tiny Timber! A beautiful tiny house nestled in the stunning Rocky Mountains of Colorado! This tiny house is a marvel of modern efficiency, located in Woodland Park, the "City Above the Clouds." Come make this your home base for adventure - with a cute mountain town at your doorstep for all your conveniences. Woodland Park is only 20 minutes west of Colorado Springs, 15 minutes to Manitou Springs, 15 minutes to Pikes Peak Highway, and 20 minutes to Florissant.

Ashore the Clouds | Glamping Awaits

Sail Away to Serenity in Woodland Park! Dock yourself in this one-of-a-kind, boat-inspired tiny home, where mountain skies meet upscale comfort. Recharge in plush memory foam beds, sip coffee on deck-like patios, and unwind in a peaceful retreat. After skiing, cozy up in warmth, enjoy a tranquil workspace, and embrace total relaxation. Child & dog-friendly, with premium privacy and charm. Book now and set sail for mountain bliss!

Best Li'l Bunkhouse on 40 Wooded Acres

This log cabin is one of four built in the late 40s or early 50s. Part of the original homestead, the cabin was renovated with reclaimed materials but updated for modern comfort. Old world charm, trim repurposed or locally milled. Located on 40 wooded acres, this is the perfect place for solitude and yet close to amenities and attractions. Sleeps 4, dining and kitchen area, dogs welcome

Bunkhouse In The Pines

Visit our western themed bunkhouse tucked under the porch of a barn on a private horse property. Only 4 miles from the center of Woodland Park, and bordering the National Forest. Perfect for riding , hiking, ATVs, and mountain biking. Convenient to dining, shopping, a golf course or even fly fishing. Nature lovers welcome!