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, 243 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 bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.

4.95 out of 5 average rating, 393 reviews

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!

4.96 out of 5 average rating, 191 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

The exterior of the home is displayed, featuring a modern two-story design with gray siding and stone accents. A light blue front door is framed by large windows. A neatly paved driveway leads to a two-car garage, surrounded by landscaped greenery.

4.86 out of 5 average rating, 130 reviews

4 Bdrm/Beautiful/Cozy/Family Getaway

You will bring the whole family to this beautiful home with lots of room for fun. This 4 bedroom, 2.5 bath home offers plenty of space and convenience for you and your 7 guests. You will be located in a sought after neighborhood with miles of dirt trails for bikes, runs, or walks. The neighborhood offers 4 playgrounds, all within walking distance. Home has close access to trails and sidewalks. Your home is located 15 minutes away from Colorado Springs Airport, Peterson SFB, and Fort Carson.

4.85 out of 5 average rating, 427 reviews

Nature Retreat: Hot Tub, Fire Pit + Projector

★Five Star cleaning team trained in disinfecting and sanitation ★LOCATION: On ten acres in COS towards the Royal Gorge and Canon City. Minutes to Fort Carson & Olympic shooting range. Short drive to downtown, Garden of the Gods, Pikes Peak, USAFA ★Grill & gas firepit ★Hot Tub ★Movie projector w/Apple TV ★Game room w/dart board, games, books and toys ★Wood stove fireplace ★Equipped kitchen: coffee maker, waffle maker, popcorn maker, mixer, blender, pots, pans, toaster & more ★Garage

A spacious living room is presented, featuring high vaulted ceilings and large windows allowing natural light to fill the space. The area includes gray sofas with vibrant blue and green accents, a decorative area rug, and original artwork on the walls, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 110 reviews

Mandala Manor Hot Tub Oasis

This stunning vacation home features super stylish decor, vaulted ceilings, custom paintings, covered patio, fenced backyard with built in dog-run, and extra amenities for families with children, pets* and 420 vacationers. Located minutes from the Colorado Springs Airport, Schriever and Peterson Air Force Bases, and 20 minutes to downtown Colorado Springs, this location is out of the way but still a great gateway to everything Colorado Springs has to offer. *pet fee applies

A hot tub bubbles gently under a covered patio, with a sturdy table and benches visible in the background. The inviting water reflects soft light, while the overhead covering provides shade and protection from the elements.

4.94 out of 5 average rating, 174 reviews

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!

A modern living area features a sectional couch facing a wall-mounted television. A sleek fireplace below adds warmth, while natural light enters through glass doors leading to the outdoor space. Decorative plants are placed on shelves, enhancing the ambiance.

4.96 out of 5 average rating, 142 reviews

Cheerful 2 bedroom suite with hot tub.

Enjoy a stylish experience at this centrally-located place. This 2 bedroom 1 bath has been newly remodeled. Private entry through walk out basement. Access to hot tub, garden area, fire pits, grill and fountains for an enjoyable stay. Professional cleaned & disinfected. Located near shopping, restaurants & movie theater. Amazing peaceful backyard Mini bar equipped with microwave, mini fridge, Kurig, & toaster oven. 2 TVs (60” and 55”) with cable and surround sound.

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5 out of 5 average rating, 209 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

Tiny home in Colorado Springs

A comfortable studio space is shown, featuring a cozy couch and a wooden dresser under a light fixture. Large windows offer natural light and views of the surroundings. A wall-mounted TV is positioned across from a desk, enhancing the inviting ambiance.

4.94 out of 5 average rating, 102 reviews

Tiny Home Studio, Centrally Located Near Downtown

Studio with one full size bed, couch, updated bathroom, fully updated kitchen, desk, washer/dryer, and 47in TV with Roku and high speed wifi. The studio has fenced yard that is shared with the main house. There is one dedicated drive way parking spot. With views of Pikes Peak and tree lined streets this private studio is surrounded by beauty. Located near downtown Colorado Springs, Old Colorado City , Garden of the Gods, Fort Carson, and Peterson Air Force Base.

Guest suite in Colorado Springs

4.8 out of 5 average rating, 107 reviews

Mountain Retreat With Hot Tub and Room To Relax

Escape to our private 1,400 sq. foot retreat at the base of Cheyenne Mountain! This spacious garden-level apartment comfortably sleeps 4 - 6 guests, has a private entrance and hot tub, perfect after a day out exploring. Enjoy a full kitchen, grill, living room, and a unique 'Bear Cave' for kids. Minutes from The Broadmoor and local trails with quick access to Old Colorado City, up to Manitou Springs and Woodland Park. Your home base for adventure!

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.

4.94 out of 5 average rating, 266 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 fenced outdoor space features a wooden hot tub positioned on a stone surface. A crushed rock pathway leads toward a red cottage with a window, surrounded by greenery and a clear blue sky. The area offers seating, providing a relaxing environment.

5 out of 5 average rating, 100 reviews

New build, private yard, CEDAR hot tub

A spacious living room features a large sectional sofa with a warm brown hue, situated next to a modern stone fireplace. Natural light fills the room through large windows adorned with blinds, complemented by framed mountain artwork on the walls.

4.98 out of 5 average rating, 131 reviews

Mini-Golf| HotTub| GameRoom| Views| 8 total beds!

4.95 out of 5 average rating, 149 reviews

A fenced backyard offers a view of the surrounding mountains and autumn foliage. The grassy area is framed by trees, with a wooden gate visible, leading out to nature trails. The sky is partly cloudy, adding depth to the scenic landscape.

Home in Broadmoor

Stunning Cañon Retreat, views from backyard

The exterior of a modern two-story home is showcased, featuring a blend of white and natural wood siding. A front porch with seating overlooks a well-maintained lawn, while a gravel driveway leads to a garage. Lush greenery and trees provide additional privacy.

4.96 out of 5 average rating, 116 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

An outdoor patio area is featured, showcasing a hot tub and a gas firepit surrounded by comfortable seating. Soft lighting enhances the atmosphere, while wooden fencing provides privacy. The space invites relaxation in a serene setting, suitable for evening gatherings.

4.97 out of 5 average rating, 333 reviews

*Top 1% Stay | 2 King Beds + Private Hot Tub*

A private backyard oasis features a relaxed hot tub under a wooden pergola, surrounded by a wooden fence and landscaped with white gravel. Stairs lead up to the entryway of the home, illuminated by natural light.

4.98 out of 5 average rating, 381 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

Superhost

A fenced backyard showcases a cozy firepit surrounded by six woven chairs. A playset with a slide is visible, and warm patio lights add ambiance. The space is adorned with lush turf, providing a comfortable area for outdoor activities.

Home in Old Colorado City

4.83 out of 5 average rating, 426 reviews

»Good Vibes Villa« HotTub┃Waffle Maker┃Fenced Yard

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.

4.81 out of 5 average rating, 150 reviews

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

Family- and pet-friendly home rentals

Apartment in Colorado Springs

4.98 out of 5 average rating, 106 reviews

The Loft-House on Yampa

4.97 out of 5 average rating, 319 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

Guesthouse in Colorado Springs

4.95 out of 5 average rating, 158 reviews

A-Frame Country Cabin

Guesthouse in Colorado Springs

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.

4.98 out of 5 average rating, 257 reviews

New Luxury 1 - Bed Near Downtown

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.

4.96 out of 5 average rating, 206 reviews

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

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.

4.97 out of 5 average rating, 218 reviews

Cheyenne Mountain Getaway-Entire Lower Level

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, 354 reviews

Cozy Colo Cottage with love in Old Colorado City

4.94 out of 5 average rating, 101 reviews

2BR Cozy Basement Suite with Garage Parking

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

4.52 out of 5 average rating, 75 reviews

Overlooking Mountain Views | Terrace | Pool access

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, 273 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

Guesthouse in Colorado Springs

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.

4.91 out of 5 average rating, 151 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

4.95 out of 5 average rating, 19 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, 89 reviews

Cheerful home w/pool & hot tub in quiet area

4.88 out of 5 average rating, 133 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, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak