Holiday 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

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

Cozy Private Apartment

This cozy 2-room apartment is perfect for those seeking comfort and privacy. The natural light from the bedroom window creates a bright, airy atmosphere. The living area includes a hide-a-bed for extra sleeping space. The kitchen is well-equipped with a microwave, toaster, coffee maker, and refrigerator. Modern track lighting adds a stylish touch to the space. With a private driveway and entrance, this apartment offers ultimate privacy, and the outdoor table provides a lovely spot to unwind.

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.

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!

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.

Cozy Haven

Discover the beauty of Colorado Springs from our spacious 3-bedroom house, perfectly located less than 5 minutes from the Colorado Springs Airport. With 1 king bed, 2 queen beds and 2.5 bathrooms, guests can enjoy a comfortable stay. Situated close to shopping, dining, and just 20 minutes from the breathtaking Garden of the Gods, this house is an ideal spot for guests to explore the best of Colorado Springs. Experience the magic of the city from our delightful home!

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!

Tent #3 Fountain, CO Gothic Glamping

Enjoy a Gothic Glamping Getaway! Guests have access to shared: living room, bathroom, breakfast nook, breakfast, laundry, fire pit, table and chairs, un covered deck with chairs and table/umbrella, and the view of the stars and mountains! Campers have their own mini fridge, microwave, blow up twin matt & cot, solar charging bank, solar light/fan. The backyard is huge with a privacy fence, swing, fire pit, and grill for use!

Victory Mountain | Cheyenne Zoo/Parks | Workspace

Welcome to our charming three-bedroom home in beautiful Colorado Springs! Accommodating up to six guests, it features a king bed, cozy queen bed, and two twin beds, along with two full bathrooms for your convenience. Nestled in a serene neighborhood, our home offers comfort and tranquility, making it an ideal base for exploring the stunning Colorado Springs area. Enjoy all the amenities you need for a memorable stay!