Family-friendly 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

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!

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

Spacious Modern Central Private Basement Suite

Beautiful, newly renovated, private guest suite in the heart of Colorado Springs. Share our love for travel & national parks with modern, chic, travel-inspired decor. Enjoy privacy with a separate back entrance that leads downstairs to a large living area. You will have your own private bedroom & full bathroom. Kitchenette is perfect for simple meals with a fridge/ freezer, microwave, keurig coffee maker & kettle. Pets are not allowed & smoking is strictly prohibited. Permit #: STR-2383

Rocky Mountain Love Minutes to Ft Carson Broadmoor

Fort Carson / Broadmoor minutes away! Super cute, remodeled 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- 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!

⁂ Peaceful Hideaway - 2 BR, 1 Bath, Sleeps 4 ⁂

Our adorable 745 SQFT apartment is tucked away at the end of a cul de sac with a beautiful Pikes Peak view & is near many CO Springs attractions, grocery stores & shopping. You will be welcomed with a sparkling clean space & thoughtful touches including coffee, spices, & oil. The 2 bedrooms & 1 full bath have been freshly remodeled. Keeping your comfort in mind, we have included an LED Smart TV, radiant heat, private parking, & laundry (coin-op). We are excited to host your stay!

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.

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.

Charming Guesthouse in Historic Old Colorado City!

Nestled in a peaceful, tree-lined neighborhood, this cozy guesthouse is just minutes from downtown Colorado Springs and the heart of historic Old Colorado City. Enjoy the convenience of walking to local shops, restaurants, galleries, and more. Perfect for couples, solo travelers, or anyone looking for a relaxing base to explore Colorado Springs. Whether you're here for outdoor adventures, a romantic getaway, or a quiet retreat, you’ll feel right at home.

Mountain Majesty

Nestled against the majestic backdrop of the Rockies, our home boasts a cozy ambiance infused with farmhouse mountain decor. Relax in spacious bedrooms with black out blinds with their own tvs, unwind in the well-appointed living spaces, and savor the breathtaking views from our mountain-inspired haven. Perfect for families or groups seeking a serene escape with easy access to the wonders of Colorado Springs. Your mountain adventure begins here!

Cheyenne Canyon Getaway

This cosy space is the happy in-between of a quiet getaway and a centrally located space near most of Colorado Springs' major attractions. Within walking distance to hiking & bike trails, hop and skip from the Broadmoor, and a 10 minute drive to downtown Colorado Springs. Explore Cheyenne Mountain Zoo, Seven Falls, and Stratton Open Space all in one day!