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.

4.95 out of 5 average rating, 199 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

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, 226 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 hot tub is situated on the back patio, enclosed by a wooden pergola for privacy. Surrounding greenery and a well-maintained yard enhance the tranquil setting. Water bubbles invitingly within the tub, offering a serene spot for relaxation.

4.86 out of 5 average rating, 1,230 reviews

⫸Cozy Retreat⫷ Fire Pit┃Peloton┃Corn Hole┃Hot Tub

Cozy In-law apt perfect for just one or two people packing a punch: massive shower, fireplace, record player, Roku TV (Hulu/Netflix) & comfiest bed! ★Walk to OTC; Short drive Dwntwn, CC, Pikes Peak, USAFA, UCCS ★YARD: Hot tub, firepit, grill, speaker, yard games, Schwinn bike ★GYM: Peloton, Treadmill & Elliptical. Jump ropes, kettle bells, speaker, Roku TV+MORE! ★DESK: printer, fast WIFI, G00gle Mini & cocktail shaker ★FAMILY: PackNplay, toys, high chair ★Kitchenette: stovetop, blender+more!

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, 272 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

An outdoor hanging bed is framed by a wooden pergola, with slatted sides providing partial privacy. Light streams through the gaps, illuminating soft white bedding. Surrounding greenery adds a tranquil touch to the inviting lounging space.

4.96 out of 5 average rating, 281 reviews

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)

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, 496 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, 548 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.

A two-story modern home is displayed, featuring gray siding and stone accents. The front porch is framed by a well-maintained lawn and small trees. A two-car garage is located on the right, with a concrete driveway extending to the street.

4.95 out of 5 average rating, 223 reviews

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!

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

A spacious bedroom features a king bed with a premium memory foam mattress, accented by two bedside tables, each with a lamp. A simple desk is positioned nearby, and soft carpeting covers the floor.

4.95 out of 5 average rating, 164 reviews

Private Suite w/ Hot Tub near Downtown COS

An outdoor space features a fire pit surrounded by several adirondack chairs on gravel. A private hot tub is visible in the background alongside a barbecue grill. String lights hang above, illuminating the scene as a pastel sunset colors the sky.

4.93 out of 5 average rating, 117 reviews

Hot Tub + Fire Pit + Grill | Long Stays, Fast WiFi

A hot tub bubbles in the foreground, illuminated by soft, warm lighting. The exterior of the home is visible in the background, featuring light gray siding and two doors leading inside. The evening sky showcases scattered clouds and fading light.

4.98 out of 5 average rating, 190 reviews

Backyard Hot Tub Oasis Minutes From Everything!

The living area features a comfortable teal sofa adorned with various pillows, complemented by a rustic wooden accent wall. Natural light streams through large windows, while a fan provides air circulation. A coffee table with a glass top sits in front of the sofa.

4.89 out of 5 average rating, 517 reviews

Private 2BR Hideaway Suite w/ Hot Tub & Firepit!

A hot tub is illuminated with soft blue light, set on a private patio. String lights decorate the area, enhancing the outdoor atmosphere. In the background, a staircase leads to a spacious wooden deck surrounded by trees, creating a serene setting at dusk.

4.97 out of 5 average rating, 265 reviews

The Black Forest Estate

Superhost

The living room is furnished with a gray sofa, matching chairs, and an accent chair featuring a patterned design. A coffee table serves as the room's focal point, and a 52" smart TV is visible on a wooden stand. Natural light filters through the window, illuminating the space.

4.83 out of 5 average rating, 138 reviews

Modern 7 BR W/ 8 Beds+Games+Theater+Hot Tub+Wine

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

The backyard features a private hot tub beside an outdoor dining table and firepit area, all under string lights that create a warm ambiance. A wooden fence provides seclusion, enhancing the tranquil setting surrounded by grassy areas and trees.

4.96 out of 5 average rating, 395 reviews

☆Hillside Haven☆ Hot Tub┃Fire Pit┃Dog Run

Family- and pet-friendly home rentals

Apartment in Garden of the Gods

The open living area features a comfortable seating arrangement with two armchairs and a floral-patterned couch. A television is positioned on a brick fireplace. A dining table is set with a floral tablecloth, surrounded by black chairs. Indoor plants add a touch of greenery.

4.82 out of 5 average rating, 188 reviews

Charming basement apartment in perfect location!

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

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, 775 reviews

Downtown Old Colorado City with Panoramic Views

Home in Old Colorado City

A spacious outdoor deck is shaded by a large fabric canopy, featuring comfortable wicker seating and a grill. The surrounding area includes gravel landscaping with flower planters and a privacy fence, creating a cozy and inviting space for relaxation.

4.83 out of 5 average rating, 278 reviews

The Clubhouse

Apartment in Colorado Springs

A stylish living area features a modern kitchenette with granite countertops and custom faux brick paneling. A dining table with four chairs sits adjacent to a cozy seating area, which includes a light gray couch and a comfortable armchair, illuminated by natural light from the windows.

4.92 out of 5 average rating, 195 reviews

★Stylish★ remodeled studio near IvyWild/Downtown

Condo in Colorado Springs

A modern kitchen features stainless steel appliances and natural marble countertops. Red and blue accents decorate the cabinetry, while a spacious island is accompanied by light-colored chairs. A dining table with wooden chairs is positioned nearby, and large windows allow natural light to fill the space.

4.97 out of 5 average rating, 349 reviews

Southwestern 2BDR Condo downtown COS Fire pit Deck

A spacious living area features comfortable seating arrangements including a sectional sofa and armchairs, with a wooden coffee table at the center. A 50" smart TV is positioned for viewing, and a wood fireplace is located to the right. Stairs lead to the upper level.

4.9 out of 5 average rating, 211 reviews

Convenient Old Colorado City Apartment

4.94 out of 5 average rating, 340 reviews

Family & Pet-Friendly Getaway - Game Room + Yard

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.

Apartment in Colorado Springs

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, 112 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

Apartment in Colorado Springs

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, 240 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

4.88 out of 5 average rating, 132 reviews

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

Home in Woodland Park

Sunshine Mountain , experience true Colorado!

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*