Family-friendly holiday rentals in Colorado Springs

Elwood A-frame | Hot tub | Fire Pit | Pike's Peak

✦ Scandinavian-inspired A-frame, newly renovated on 2 wooded acres ✦ Direct Pikes Peak views from hot tub & floor-to-ceiling windows ✦ Upgraded 5-person hot tub under a dark sky, Milky Way every clear night ✦ Stargazing swing designed for the night sky ✦ Sonos sound system indoors & out ✦ Norwegian gas fireplace for cozy mountain evenings ✦ Full kitchen + Starbucks coffee bar ✦ Dog friendly — one dog welcome ✦ 2 queen beds — loft and main level ✦ 45 min from Colorado Springs · 1:45 min to Denver

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

Dwntwn home w/playroom, Walk to coffee shop & park

★Close to downtown 3 blocks to local coffee, Switchback ★Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ★Family friendly: Pack n play, baby bath, high chair, baby monitors, toy room, board games + more! ★BUSINESS TRAVEL: Fast WIFI, desk, keyless entry & G00gle home ★65” Roku TV in family rm, 54" Roku TV in master ★Fenced in yard w/fire pit & grill ★Fully equipped kitchen w/Keurig & drip coffee maker, waffle maker, blender & more ★BRAND NEW★ comfy beds ★Free Colorado soda

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.

URBAN FARM • KING BED • no cleaning fee/no chores

Private entry, to clean and bright, lower level of home! BABY GOATS! Briar Patch Urban Farm welcomes guests to a quaint homestead on 1/3 acre. Goats, Chickens, Call Ducks, and Piggy, are some of the charming characters here - plus Great Danes, Benny & Cowboy! 👉🏻READ ENTIRE LISTING 👉🏻ALL ADULT GUESTS MUST BE LISTED ON RESERVATION w/ VERIFIED AIRBNB ACCOUNT 👉🏻$20/ADDITIONAL GUEST after 1st two 👉🏻HOST WILL CONTACT YOU UPON BOOKING 👉🏻CHECK-IN REQUIRES RESPONSE DAY BEFORE CHECK IN

Modern A-Frame w/ Hot Tub + Stargazing Dome

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

Serene Riverside Cabin: Hot Tub, Fire Pit, Patio

With 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, 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.

Lake~Paddleboards~Hot Tub~Firepit~BBQ

The closest you'll get to beach vibe with Pikes Peak Views! RARE lakeside home yet only 1 mile from downtown and central to the best in the Springs! 🌟 What you'll love • All king-sized beds • Outdoor glamp bedroom with lake views – guest favorite! • 7person hot tub with Pikes Peak & lake views! • Fully stocked kitchen + BBQ grill + wood-fired pizza oven • Large, fenced yard perfect for families or furry friends • Unlimited paddleboard access on the lake • 420 friendly (outside)

Luxury Escape at 5-Star Madison House in Colorado

Welcome to our charming, beautifully renovated 2BR/1BA retreat in the historic Old North End! Perfect for couples and pet lovers, our home features styled concrete flooring, luxury linens, a spa-style bathroom, arcade games, a fenced yard, and more. Walk to downtown, parks, and Colorado College! A $250 security deposit will be collected before arrival and refunded 2 days after checkout, provided there is no damage. Enjoy complimentary wine, chocolate, and a truly memorable stay!

Mountain views! Hot Tub! Downtown! Pet friendly!

This house is the perfect home base for those who want to explore Colorado Springs! Located just minutes from downtown, you will be close to many restaurants, shops, coffee houses, and entertainment. The home is perfect for a couple or a solo traveler. You'll love the recently refinished kitchen, big backyard, fire pit, and mountain views! Less than 15 from Garden of the Gods, Seven Falls, Red Rock Open Space, Manitou, Pikes Peak, and Old Colorado City. A-STRP-23-0408