Family-friendly holiday rentals in Colorado Springs

»Good Vibes Villa« HotTub┃Waffle Maker┃Fenced Yard

★Fenced in yard w/fire pit, grill, hot tub, play set + outdoor games★ ►72" Smart TV w/Apps like Netflix ►BRAND NEW comfortable beds ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►BUSINESS: Fast wifi, keyless entry, charging cords + TWO desk areas ►Equipped kitchen: waffle maker, blender, coffee maker, bread maker, french press + more! ►4 min walk to local coffee shop ►1 mile to dwntwn COS ►Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS

Family · Kitchen · Pets

Fall Special! Epic Views-Unique Mtn Getaway!

Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

Kitchen · Family · Bathroom

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

Kitchen · Indoor spaces · Decor

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

Kitchen · Family · Barbecue

Romantic AFrame*Private Trail*Wood Fire*Stargazing

► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

Kitchen · Family · Amenities

Private Stay w/ A/C Near Downtown & Mem Hospital

Stay in a private 1920s bungalow blending historic charm, modern comfort, and thoughtful touches from local hosts who care about you! Enjoy original hardwood floors, a fully-equipped kitchen, fiber Wi‑Fi, dedicated workspace, A/C, walk-in shower, comfy Queen bed, and a privacy-fenced patio. Walk to coffee, parks, and trails, then relax in a quiet neighborhood minutes from downtown, Garden of the Gods, Manitou Springs, Olympic Training Center, CO College, and Memorial Hospital. Sleeps up to 4.

Family · Kitchen · Nearby

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.

Kitchen · Indoor spaces · Checkout

Walk to Garden of the Gods | Hot Tub | Epic Views!

Enjoy stunning views of the sun setting behind Pikes Peak through floor-to-ceiling windows! Sip your morning coffee on the private patio as a family of deer wander by. Walk into the Garden of the Gods and then relax in the hot tub beneath the stars. Prepare a delicious meal with everything you need already provided for you; cookware, oils, and spices - and enjoy it with mountain views as your backdrop Discover your ideal Colorado Springs retreat in my lovingly renovated historic guesthouse!

Indoor spaces · Family · Hiking

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

Kitchen · Family · Heating

Walk to Old CO City, King Bed, Fenced in Hot Tub

★Attractively located on the west side, 0.7 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard with fire pit & grill and hot tub ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: Desk area, FAST WIFI, Alexa, charging cables, keyless entry ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, monitors, toys + more! ★Large Smart TVs ★FREE Colorado soda

Indoor spaces · Kitchen · View

Serene Riverside Cabin w/ 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!

Family · Indoor spaces · Nearby

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

You won't want to miss out on this quaint space close to Shooks Run Park and Downtown Colorado Springs! This 1920s home has been recently updated. Soak in a luxurious spa in your own private fully-fenced backyard oasis. Enjoy free coffee, tea, and hot chocolate from a plumbed Keurig machine. Binge-watch your favorite Netflix show on 2 large screen HDTV's, or challenge your travel partner to a game of Foosball. A-STRP-22-0544

Kitchen · Family · Biking