Family-friendly holiday rentals in El Paso County

Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a newly-built, stylish, cozy, 1 bed/1 bath home. Perfectly nestled near the mountains in a vibrant, historic neighborhood in a prime location. Whether you are looking for ideal hikes, historic landmarks, or want to indulge in the best local cuisine, you are near it all. Ideal for couples, business visitors, or solo travelers—this inviting space offers the perfect blend of convenience and tranquility. Cheyenne Casita is a safe space for everyone. Permit ASTRP23-1224

Quiet apartment with a view! STR-0944

Very clean private space! Area is cleaned and wiped down with disinfectant after every stay. Kitchen (private not shared), living and dining area is open concept. Kitchen has a full refrigerator, stove/oven, and dishes. Located on the east side of the Colorado Springs near many restaurants and stores. 1/2 mile from Walmart, across the street from a playground, 5.4 miles from Colorado College, 17 miles from Air Force Academy. Non smoking/non 420. No parties. I do live in the apartment above.

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

The Black Forest Estate

Come relax on our private 5 acre property with its hot tub, beautiful grounds, gourmet kitchen and luxury linens. Your space is completely private. We provide the best amenities with distinct upgrades not normally found in an airbnb. Take a walk on the private ¼ mile trail where you’ll see deer and our local black squirrels. Cook a gourmet meal in the fully appointed private kitchen with premium cutlery. Relax under the stars and amongst the pine trees in the hot tub just outside your door.

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

15 min to Downtown I Romantic I Hiking I Forest

Located beside a babbling creek, our 2-bed, 2.5-bath log cabin offers a unique blend of rustic charm and modern comfort. Whether you're an avid hiker or seeking a tranquil getaway, our cabin's allure lies in its intimate connection with nature. Immerse yourself in the soothing sounds of the river, explore nearby trails and unwind on the creekside deck surrounded by the forest. Warm up by the wood-burning stove in winter. Experience the magic of Cheyenne Canyon-book for an unforgettable stay!

Game Room and Rooftop Deck, Stylish 3 Bedroom Home

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

Riverside Retreat: Hot Tub, Sauna, & Fire Pit

With 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, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! 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, by Forest & Peak Retreats, today!

Vintage Camping in Black Forest

Escape to the forest & live in a vintage 1960's camper! Featuring a kitchen with fridge, stovetop, full bed, and access to shower and laundry onsite! Conveniently located just minutes north of Colorado Springs. You are only a short drive from everything- Air Force Academy, beautiful hiking trails, & Regional Parks to name a few. Top attractions in Colorado Springs such as, Garden of the Gods, Manitou Springs, Pikes Peak & many more are only a 30 minute drive from your front door.

Cozy Fishing Cabin in Black Forest

This cozy one-room cabin by the lake is the best of "glamping". It's a perfect getaway for fishermen and those who like seclusion in the woods. The cabin sits nestled in the woods on our 40-acre ranch. The acre lake is stocked with Rainbow trout. You're welcome to bring your fishing gear (please, catch and release only). The cabin is 600 sf with a wood-burning stove, kitchenette (refrigerator, stove top, microwave), sleeping loft with double bed, and bathroom with shower.

Country Barn House

Enjoy our country barn house close to city living. We have a beautiful location in fountain halfway between Pueblo CO and Colorado Springs CO. Not to far from Fort Carson and only 5 min from PPIR (Pikes Peak International raceway). Walking trails close by for a quick stroll. Fully equipped house with 2 queen beds for sleeping, fully equipped kitchen, and washer/dryer. The whole house is yours minus the garage but lots of outside parking. Enjoy the mountain view’s of pikes peak.

Historic Craftsman ★ Fire pit┃Waffle Maker┃Near CC

✓LOCATION: Walk to Switchback Coffee┃1.0 mi to Colorado College┃1.5 mi to downtown┃Short drive to Garden of the Gods, Pikes Peak, USAFA ✓OUTDOORS: Sit under the string lights on a private fenced in patio w/smokeless firepit & grill ✓ENTERTAINMENT: Movie loft & living room w/Roku TVs, fast WIFI & games ✓EQUIPPED KITCHEN: Keurig, Chemex, waffle maker, blender, etc ✓FAMILY FRIENDLY: Pack N Play, high chair, stroller, toys, monitors +more ✓Mountain views ✓Complimentary local soda