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.

Riverhouse South~Sauna-Hot Tub-Cold Plunge

There’s a river in the backyard next to the private hot tub and sauna, what more could you need?! If you love watching local wildlife, listening the sound of the creek with a cup of coffee in hand, and relaxing on a luxurious back patio that’s perfect for all seasons, then you should probably book here. Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace,top-to-bottom remodel. Book RiverHouse South before someone beats you to it!

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

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!

Pikes Peak BrightStar Boutique!

Kick back and relax in this calm, stylish Boutique Tiny Home. Pikes Peak Brightstar Boutique is a unique one-of-a-kind Tiny Home with many creature comforts such as AC/Dual Heating system, internet connected TV, Washer/Dryer, vibrant lighting and a gorgeous loft with magnificent views of Pike Peak from the moment you wake up. The unit also features a spacious Tiny Home bathroom, stocked K-Cup Coffee maker and full kitchen to cook home cooked meals. Extremely cozy, quiet and entertaining!

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!

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!

Monarch Landing, A Cozy Cabin w/360 Mountain Views

Wake up to the sound of birds and wildlife, lounge on the deck under the pine trees with a cup of coffee, gaze up at the stars while laying in the hammock, and cozy up in front of the wood fireplace. Monarch Landing is a true getaway! Fully remodeled, it offers 2 spacious bedrooms and a sleeper sofa. Nestled deep in the desirable Cripple Creek Mountain Estates, you’d never guess that you're only 7 minutes from the casinos and nightlife of downtown Cripple Creek.

Cabin Getaway: Hot Tub, Sauna & Mtn View, 43 acres

Historic Mountain Retreat at Eagle Ridge Escape to your private mountain retreat at Eagle Ridge, where rustic charm meets modern comfort. This stunning handcrafted 360 sq ft cabin, nestled on a gated 43-acre estate, offers breathtaking panoramic views of Pikes Peak and access to forest and meadow trails. It is the perfect place to celebrate birthdays, anniversaries, honeymoons, or simply enjoy a personal retreat surrounded by the beauty of Colorado.

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

Retreat in the Woods

Close to Colorado Springs attractions, Manitou Springs and Woodland Park it offers a retreat away from it all! You have the entire lower level of this home, the owners live upstairs. Sit and relax by the fire, play horseshoes, or enjoy nature and wildlife. We have frequent wild visitors.