Family-friendly holiday rentals in Woodland Park

Dark Sky Stargazing from Firepit, Mountain Views

☾ ✩ Dark Sky Zone: All exterior lighting is "Dark Sky Friendly," allowing for stunning views of the Milky Way in this designated Dark Sky area ☾ ✩ ✧Community Patio: Outdoor Stone Fireplace, Propane Fire pits & String Lights ✧Barrel Sauna ✧Grill ✧Game Hub: Corn hole + more! ✧LG Smart TV: Cable & Streaming Apps ✧Fully Stocked Kitchenette ✧BR w/ a Heated Toilet Seat ✧Minutes to Florissant Fossil Beds, 11 Mile Reservoir, Colorado Wolf and Wildlife Center + Mueller State Park. Walk to 11 Mi Canyon.

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

"Luxury Mountain Retreat,Tiny Home Away from Home"

Who knew living tiny, could offer so much! Come experience it for yourself. This newly renovated home has one private bedroom with a queen size bed, loft area with two full memory foam beds (flat screens in each!). The house is fully equipped w/ appliances, toiletries, cooking accessories, and everything you need for a relaxing mountain getaway. It can accommodate up to 8 guests. Relax on one of the two patios, around the fire pit, or snuggle up for dinner and a movie on the 55" flat screen!

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!

Sunny Treetop Tiny Home! Beautiful Pikes Peak View

Welcome to Treetop Tiny Home! My home is nestled in an adorable close knit Tiny Home community in the lovely town of Woodland Park, Colorado! Come and escape the hustle of this busy world, and enter into the peaceful tranquility of tiny home living... in the woods. Woodland Park is centrally located to some of the finest attractions Colorado has to offer: Just minutes to Rampart Reservoir, Pikes Peak, The North Pole, Cave of the Winds, and so many beautiful hikes! Insta @treetoptinyhome

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.

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

Namaste at 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.

Mountain Paradise Cottage

Enjoy your stay in the Mountain Paradise Cottage featuring a relaxing cottage-style decor that you will find relaxing, cozy and all together fun! The cottage was originally the caretaker's cottage for the Maytag house. Conveniently located in the center of town and only 2 miles from Charis!

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.