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!

Colorado Springs Retreat for Family & Fun

This home is perfect for families and dog lovers, with kid-friendly amenities and a fenced yard for your furry friends. Enjoy indoor and outdoor entertainment, including a game room with pool, ping pong, and foosball tables. Outside, relax by the fire pit, grill, and gather in the spacious seating area—ideal for family gatherings, friends’ getaways, or a fun vacation. 3 miles to Fort Carson 5 miles to Colorado Springs Airport 10 miles to Downtown Colorado Springs 20 miles to Air Force Academy

Cozy Private Apartment Sleeps 4

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.

Ultimate Retreat Near Ft. Carson & Peterson

This stylish, spacious 4 bed, 2 bath home is truly one-of-a-kind—featuring a full vintage arcade, home gym, and fenced yard that opens to a beautiful open space, park and playground. Unwind by the fire pit while you grill, enjoy fast WiFi, central AC, and a fully equipped kitchen. Just minutes from the airport and Ft. Carson—your perfect base to relax, gather, and make memories in Colorado Springs! The ideal retreat for friends, families, and traveling professionals.

Cozy Family Home near Ft Carson/Broadmoor

Inviting & cozy family home + hot tub just 8 minutes from Fort Carson and 15 minutes to the beautiful Broadmoor area! Jump on I-25 and in just a short drive, get to Garden of Gods, Cave of Winds, Old Colorado City, Cheyenne Mtn Zoo & Manitou Springs (and more) This Single level 2 King Bedrooms/2 Full Bathroom home is perfect for your entire family! Jump in the Hot Tub or enjoy the firepit after a fun day outdoors! See www.visitcos for all the fun things during your stay!

Cozy Private Garden Suite • W/D • Kitchenette

Relax in a cozy, private garden-level suite designed to be your home base while exploring Colorado Springs. Whether you’re visiting Garden of the Gods, Pikes Peak, downtown Colorado Springs, or catching a concert at Ford Amphitheater, you’ll have a comfortable space to return to after a day of adventure. The suite features a private bedroom, living area, kitchenette, washer and dryer, workspace, and private bathroom, giving you everything you need for a relaxing stay.

Couples Getaway w/ Hot Tub, Fire Pit, Grill

✔ King bed ✔ Hot tub, fire pit, and grill (not shared) ✔ Fenced-in yard, suitable for dogs and children ✔ 2 miles from Downtown Colorado Springs ✔ Near Olympic Training Center ✔ In-home washer & dryer ✔ Electric fireplace -Ideal for couples, vacationers, honeymooners, college visitors, Air Force families, business travelers, and small families or friends. -Private side of a single-level duplex—interior, yard, and amenities are not shared. -Easy access to Denver.

Serene Acres with Horse Facility.

Basement apartment with separate entrance. 750 Sq Ft. on acres close to town. Board horses (additional $10 per night) Lots of wildlife that wander through. The quiet setting is a peaceful retreat. The space is roomy including a kitchenette with everything you need, microwave, fridge/freezer, coffee maker. One bedroom with queen bed & additional queen air mattress. Wifi in all areas & smart TV in the living room with leather furniture. Dining area for morning coffee.

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!

Treehouse Loft | Views + Whirlpool Tub for 2

Climb the stairs, step into the trees, and find a space made for memorable nights. This private treehouse-style loft pairs Pikes Peak views, wall-to-wall glass, warm lighting, a chef-style kitchen, a transforming dining table, a two-person whirlpool tub, and a private 38-ft deck. Book it for a romantic escape, private chef dinner, proposal celebration, milestone birthday, photo/content shoot, or a stay that feels nothing like ordinary.

King's Oasis

Family-friendly home just outside Colorado Springs city limits—only minutes from the airport! Located in a peaceful neighborhood, this cozy retreat features a private pool perfect for kids and a relaxing space for adults. With comfortable living areas, a fully equipped kitchen, and easy access to local parks and attractions, it’s the perfect spot for a relaxing getaway without the city noise. Your peaceful Colorado escape starts here!