Family-friendly holiday rentals in Teller County

Wayward Lodge| Hot Tub | Fire Pit | Secluded

Escape to this cozy cabin set in pines, offering a peaceful and secluded mountain feel. Enjoy your private hot tub or gather around the fire pit beneath star-filled skies. Inside, rustic charm blends seamlessly with modern comforts, creating the perfect place to relax after a day of exploring. Just 10 minutes from Divide and 20 minutes from Woodland Park, you’ll have easy access to trails, restaurants, and local attractions. The ideal blend of adventure and serenity awaits at this cabin retreat.

Enjoy a Rocky Mountain winter escape

Escape to our cozy 1900s Bunkhouse! Rocky grandeur meets Colorado splendor. Western charm, stunning views of Pikes Peak & Continental Divide. Dogs (2) & horses welcome! Convenient corral nextdoor. Explore National Monument & Forest, miles of hiking trails, world-class fly fishing. Insider tips on local gems, restaurants & shops. 45 mins to Colorado Springs. Unwind under starry skies, enjoy landmark rock formations. Perfect for outdoor adventures with your furry friends! Make memories! Pets-fee

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 🤗

Luxury Treehouse Escape | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Alpine Escape: Family-Friendly w/ Gorgeous Scenery

Escape to a stunning mountain retreat where families can relax, unplug, and create lasting memories. Breathe in the crisp alpine air as you sip coffee on the wraparound deck, while the kids enjoy the tree swing. This spacious cabin offers a full kitchen, cozy lounge areas, and a dedicated workspace. Explore scenic trails just minutes away, with Mueller State Park only 6 minutes from your door and Cripple Creek within 19 minutes. Your perfect family getaway starts here—learn more below!

Mountain charm -Hot Tub, pups, mtn. views

Welcome to our "Pine Cone Retreat" on 4 private acres in beautiful Divide, CO. Recently remodeled , can comfortably sleep 5 people in 2 queen beds & 1 queen couch sleeper. Fully stocked kitchen, wood burning stove, hot tub, great westerly views, and close to ATV trails, fly fishing, and hiking. Close to Golden Bell Camp, Cripple Creek, Pikes Peak, 11 Mile Reservoir, and Charis Bible College. This 768 square foot, 1972 cabin is a perfect getaway for honeymooners, families with pups!

RiverHouse North, Luxury Cabin, Hot Tub, Fireplace

There’s a river in the backyard next to the private hot tub and massive gas fire pit for all of your party, what more could you need?! If you love watching local wildlife cross over a creek on a luxurious back patio that’s perfect for all seasons, then you should book here. Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, gas grill, 2023 top-to-bottom remodel. Book RiverHouse North before someone beats you to it!

Whimsical Dreams Cabin | Firepit | Kids Fort

Unwind in this modern cozy cabin in the Colorado woods! Recently remodeled inside and out. Recently added is a Kids Fort right in the backyard! Come to fish at the local lake, hike hundreds of nearby trails, play the slots at Cripple Creek, and end your day relaxing on the secluded back deck. In the nearby town of Woodland Park, you can do your grocery shopping, have a beer, or grab a coffee and homemade donut! Or take the drive to Colorado Springs (50 minutes) to visit much more!

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

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

Rock Rest Eco-Cabin

Rock Rest Eco-Cabin was custom built by the owners in 2018. Dedicated to grandparents Ralph & Helen Trout who taught us to love and respect the mountains & nature that resides there. The goal was to create an original structure that combines modern lines with rustic textures. Rock Rest is a living art piece. We are excited to share it with you!

Namaste and Hondo

This gorgeous, cozy cabin is the perfect place to unwind, located within walking distance of several hiking trails, the Green Mountain Falls lake, restaurants and local shops. Relax on the huge comfortable couch or enjoy the outdoor space. This recently remodeled casita has major southwest vibes.