Vacation rentals in Security-Widefield

2 bedroom 2 bath house. Pets ok. 420 Friendly.

Cozy & Private 2 bedroom/2 bathroom house! 420 & Pet Friendly! Has a smaller sized dog door leading to fenced in area. Bigger dogs ok, just can't fit through dog door. Private off street parking. Less than 5 mins from anything you need! (Walmart, many restaurants and fast food, gas, pet store, and more) CLEAN 6 person Hot Tub. Nice massage chair. 3 TV's w/ROKU. Washer/Dryer. Queen bed, Full bed, single fold out bed. Couch lays down too. Full kitchen use w/cookware. Coffee supplied. WIFI

Walk|Shop|Dine Ivywild Bungalow

☞ Walk Score 85 (Walk to Creekwalk shopping center, cafes, dining, etc.) ☞ Pet friendly (fenced in side-yard!) + views of Pikes Peak ☞ 50" Smart TV ☞ Primary King Bedroom ☞ Pull out sofa in livingroom (full size). Chair in Office Converts to Twin Sleeper ☞ Fast wifi & Private workspace 5 mins → Broadmoor Hotel 7 mins → Downtown Colorado Springs/Colorado College 10 mins → Hiking trails at Cheyenne Canyon 15 mins → Garden of the Gods / Manitou Springs / USAFA 20 mins →Colorado Springs Airport ✈

The Cozy Yellow Cottage

Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

Rocky Mountain Love

Fort Carson is nearby!! Super cute, remodeled, 1 bedroom guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I-25, the gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do!

Casita Noir | King Bed, Private Patio w/ Fire Pit

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

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)

A-Frame Country Cabin

A-frame cabin is situated on a 5-acre rural property just beyond the city limits - it is a detached mother-in-law suite, located 200 ft from our main residence. The cabin includes a loft w/a queen-sized bed, a single pullout couch, & a mini kitchen. It faces eastward, away from the mountains. Ideal for those seeking a peaceful countryside retreat, note that access to the bedroom is via a spiral staircase, and the property is serviced by well water. Owner maintained & operated.

Stone Porch Cottage

Welcome to "The Snug" at Stone Porch Cottage! We invite you to stay in our 103-year-old Craftsman Bungalow in a private basement guest suite Including access to our lovely garden. Located between downtown and Old Colorado City. Near many iconic Colorado Springs Points of interest. Minutes from Manitou Springs, Garden of the Gods, Hiking Trails, the Broadmoor Hotel as well as many other sites. Enjoy wonderful local restaurants, micro-breweries and coffee houses.

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Cheyenne Meadows Getaway 4 Bed/2 bath Pets OK YARD

This lovely 4 bed/2 bath home just south of Colorado Springs sleeps 10, plus infant with a pack and play! Great for families! With 2 bedrooms up and 2 bedrooms down, 2 living areas, a fully fenced privacy yard, BBQ grill, and patio area. It is in a quiet residential neighborhood, and just minutes to the infamous Cheyenne Mountain Zoo. Enjoy the large fully fenced backyard, great for travelers with Pets (additional fee) and children! Nice Layout!

FamilyHome • Fireplace&Movie theater•Pet friendly

Bring the whole family to this bright, cheerful, military-friendly home! Enjoy 5 spacious bedrooms (1 king, 4 queens) plus a comfy futon for extra guests, 3 full bathrooms including a huge master spa with dual shower heads, and a fully equipped kitchen ready for family meals. Indoor and outdoor movie theaters, with recliners and massagers, to make every night unforgettable—perfect for families wanting comfort, fun, and togetherness!