Family-friendly vacation rentals in Security-Widefield

A gravel driveway leads to a single-story house, which features a covered front porch with steps. The house is surrounded by trees and open space, providing a sense of privacy. A BBQ grill is positioned nearby for outdoor cooking.

4.96 out of 5 average rating, 200 reviews

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

4.95 out of 5 average rating, 174 reviews

The entrance features a bright yellow exterior with blue accents, including a door framed by two potted plants. A spacious wooden deck with stairs is shown, bordered by a white railing and surrounded by greenery, creating a welcoming outdoor space.

Bungalow in Broadmoor

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

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.99 out of 5 average rating, 227 reviews

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

A well-lit seating area features a gray armchair beside double glass doors allowing natural light. A decorative pillow rests on the chair, and a framed moose print hangs on the wall. A small table with a sign is positioned nearby.

4.9 out of 5 average rating, 216 reviews

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!

A spacious living area is visible with a large sectional sofa, a coffee table, and a flat-screen TV. Natural light is allowed in through the windows, enhancing the welcoming environment. An elegant dining area is adorned with a wooden table and tasteful decor.

4.89 out of 5 average rating, 273 reviews

"Central Springs" 4BR/2Bath Home GREAT Location

You will LOVE your stay in this 4 bedroom, 2 bathroom, fully furnished, clean home. This house is perfect for big groups or small. It has Central Heat & Air, full kitchen, BBQ in back, & is in a safe neighborhood. ~11 mins: COS airport ~18 min: downtown Colorado Springs ~25 mins: Garden of the Gods ~25 mins: Manitou Springs ~3 mins: shopping/grocery ~35 mins: Air Force Academy ~18 mins: Cheyenne Mt State Park ~15 mins: Fort Carson ~15 min: Peterson Air Force Base ~2.5 hours: Ski Resorts

A spacious living room features a large blue sectional couch accented with a striped throw. A mounted television is positioned above a brick fireplace, surrounded by natural light from the multiple windows. A decorative plant adds a touch of greenery to the cozy space.

4.91 out of 5 average rating, 137 reviews

Secluded Wooded Hideaway near Hiking and Downtown.

The Wildflower Hideaway is a garden level 2bd/ 1ba basement apartment with all the comforts and privacy of home in the heart of Colorado Springs. Enjoy the tranquil and natural backyard covered with beautiful trees, wildflowers and the occasional wildlife. We are nestled up to a large wilderness park (Palmer Park) with tons of hiking and close to all the attractions in Colorado Springs. After a day of hiking, shopping, sightseeing Colorado -come home to comfort and peacefulness.

4.95 out of 5 average rating, 142 reviews

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.

Guest suite in Old Colorado City

The entrance of Stone Porch Cottage features a welcoming porch with rustic stone walls and vibrant flower pots. A red front door is centered within large windows, allowing natural light to fill the space. Flanking plants add greenery, enhancing the inviting exterior.

4.94 out of 5 average rating, 158 reviews

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 inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.

4.95 out of 5 average rating, 611 reviews

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.

The kitchen features modern appliances, including a refrigerator and coffee maker. A spacious island with a light quartz countertop serves as a dining area. Illuminated pendant lights hang overhead, and a comfortable seating area is visible across from the kitchen.

4.93 out of 5 average rating, 497 reviews

Downtown cottage, AC, W/D, patio, sleeps 4!

Super close to downtown Colorado Springs, Memorial Park and many other amenities the Springs has to offer. Complete stand alone cottage with parking and separate full fenced yard with a large patio. Built in 2019, the cottage is super well insulated, quiet and cozy. TV on main level and a TV upstairs. Air conditioning and everything you need for a comfortable stay except for a full size oven. We have a cooktop and counter top oven but not a full size oven.

A studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.

4.88 out of 5 average rating, 549 reviews

Private Studio Comfort with a view

Studio apartment 350 sq ft. in the rear of a private home . Private entrance. Shared walls with home. Entrance is below a large upper deck. Patio outside unit is reserved for guest use, and provides additional space to relax with a. gas grill and firepit. Kitchen stocked with microwave, toaster oven, blender, toaster, hotplate, pots and pans, 12 cup coffee maker, dishes etc. Private bathroom with spa like shower, washer and dryer in the unit.

The living area features a cozy love seat adorned with colorful pillows, complemented by a wooden coffee table. Two bar stools and a round dining table are positioned nearby, illuminated by natural light streaming through the two windows.

4.81 out of 5 average rating, 433 reviews

Downtown Boutique Aspen Suite

Come stay at the coolest Airbnb in town. This hip, colorful, fun, quirky downtown space is an upstairs apartment with keyless entry. The aspen suite is a newly beautifully decorated one bedroom with comfy queen size bed. Living area with love seat, tv, bar top dining, full kitchen and private bathroom with claw foot tub. Enjoy access to full size washer:dryer. Minutes from the shopping and dining of downtown Colorado Springs. Permit number STR1077

Popular amenities for Security-Widefield family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 283 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

A charming yellow cottage features a welcoming front porch with a small table and two chairs. The landscaped yard is highlighted by stones and borders, while a wooden fence provides privacy. Nearby trees add to the serene outdoor setting.

4.87 out of 5 average rating, 450 reviews

Downtown Cottage | Hot Tub | Pets | Fire Pit

Cottage in Colorado Springs

A vibrant blue house features a private outdoor hot tub, shaded by a large umbrella. Comfortable seating areas are positioned nearby on the decking, surrounded by a tall wooden fence providing privacy and a green backdrop of trees.

4.98 out of 5 average rating, 207 reviews

The Loft House *Downtown*HOT TUB*A/C*Private House

A private hot tub is positioned in a fenced yard, surrounded by green turf. Soft lighting from patio string lights and lanterns creates a serene evening atmosphere. Steam rises from the tub, indicating warmth and comfort.

4.98 out of 5 average rating, 189 reviews

Private Basement*HotTub*Washer+Dryer*Full Kitchen*

A hot tub is illuminated with soft blue lighting, surrounded by trees and outdoor space. The patio overhead features string lights, enhancing the evening ambiance. A glimpse of outdoor seating is visible in the background.

4.92 out of 5 average rating, 437 reviews

The Nook—Private Studio w/ Full Kitchen & Hot tub!

A private hot tub is featured, with clean water and air jets visible. The lid is partially open, inviting a relaxing experience. Controls and built-in speakers can be seen, enhancing convenience for guests.

4.88 out of 5 average rating, 147 reviews

Private basement, hot tub, kitchen, coffee & tea

4.95 out of 5 average rating, 380 reviews

Guest suite in Briargate

Spacious, Private Suite, Hot Tub, Kitchenette

Home in Old Colorado City

The dining area features an antique wooden table surrounded by six elegantly designed chairs. A patterned rug adds warmth to the space, while a large window allows natural light to brighten the room. A guitar rests against the wall, accompanied by a decorative lamp and a potted plant.

4.94 out of 5 average rating, 542 reviews

Bohemian Dream ★Hot Tub★Bike Downtown★Fire pit★

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 119 reviews

A vibrant sunset sky displays a mix of deep orange and soft purple hues. The silhouettes of mountains create a serene backdrop against the colorful cloud formations, offering a peaceful and picturesque view.

Guest suite in Fountain

Feel elevated! Mountain view rooftop patio abode

Superhost

A spacious living area features a cozy brown leather sectional and a coffee table atop a textured rug. A wooden bookshelf filled with books is visible, along with a dining area that includes a table and chairs. Large windows provide natural light and a view of the outdoors.

Cottage in Broadmoor

4.86 out of 5 average rating, 347 reviews

Desirable Historic 1899 Cheyenne Canyon Cottage

4.97 out of 5 average rating, 186 reviews

A comfortable living space features a brown leather sofa and a recliner, arranged around a wooden coffee table. A patterned area rug lies beneath, while wall art and decorative items enhance the ambiance. A corner fireplace adds warmth to the room.

Home in Broadmoor

Cheyenne Mountain Getaway-Entire Lower Level

A stone pathway meanders through a grassy yard, bordered by flowering plants. Lush greenery complements the landscape, with two clusters of blooming irises standing out. Residential homes are visible to the right, creating a peaceful neighborhood setting.

4.83 out of 5 average rating, 339 reviews

Private Studio on urban homestead Central #0633

Apartment in Old Colorado City

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

4.94 out of 5 average rating, 776 reviews

Downtown Old Colorado City with Panoramic Views

An open-concept living area is showcased, featuring a dark leather sofa and a stylish wooden coffee table centered on a patterned area rug. Large windows allow natural light to fill the space, while light curtains provide privacy. A comfortable chair adds to the inviting seating arrangement.

4.94 out of 5 average rating, 719 reviews

Cozy Suite w/ Kitchen, Laundry | Downtown, CC, OTC

Home in Old Colorado City

A modern living space features a stylish gray sofa adorned with patterned cushions. A circular, wire base coffee table sits atop a textured area rug, complementing the wood flooring. Light from the window highlights a scenic artwork on the wall and the open kitchen area beyond.

4.93 out of 5 average rating, 319 reviews

Cozy Colo Cottage with love in Old Colorado City

A bright living area features a gray sofa adorned with a vibrant orange throw and decorative pillows. A cozy armchair in soft pink is positioned nearby, while a small table holds a plant and decorative items. Natural light pours in through a large window, illuminating the space.

4.9 out of 5 average rating, 288 reviews

Airy Boho 2-bedroom flat in the heart of town

Family-friendly home rentals with a pool

Superhost

A spacious living area is furnished with a leather sofa and two easy chairs adjacent to a wooden accent table. Floor-to-ceiling windows offer expansive views of the surrounding landscape, while sliding glass doors provide direct access to the L-shaped terrace.

4.58 out of 5 average rating, 67 reviews

Mountain Views From L-Shaped Terrace

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

4.92 out of 5 average rating, 114 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

A bright living area is furnished with a green sofa and a white slipcovered couch. A wooden coffee table sits in front. A dining table is positioned near a window, allowing natural light to illuminate the space. Decorative plates and a world map adorn the wall.

4.92 out of 5 average rating, 245 reviews

Quite Spacious Apt w/ Game Table, Bball Court

4.94 out of 5 average rating, 17 reviews

A well-maintained grassy yard is framed by a white picket fence. A large tree and decorative plants are visible, alongside a small swing set. The exterior of the house features large windows and is accompanied by a storage shed in the background.

Guest suite in Fountain

Settlers Pass apartment to experience Colorado

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

4.91 out of 5 average rating, 85 reviews

Cheerful home w/pool & hot tub in quiet area

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Townhouse in Colorado Springs

A sunlit bedroom showcases a spacious bed layered with crisp white linens and dark pillows. Light streams through large windows adorned with floral curtains, creating a warm ambiance. A bedside lamp complements the natural lighting, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 101 reviews

*King Bed*2CarGarage*Gym*Workspace*EVCharger*