Family-friendly holiday 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, 233 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

An outdoor seating area is showcased with modern furniture, featuring four comfortable chairs surrounding a wooden coffee table. The space is anchored by a natural fiber rug, complemented by a greenery wall adorned with cacti, and string lights overhead provide a welcoming ambiance.

4.9 out of 5 average rating, 242 reviews

Outdoor Lounge w/Mtn Views from Hot tub + Firepit

Welcome to the Cactus Casita! ✩Fenced in DREAM yard with patio dining, fireplace, IG wall, cactus torches, firepit, grill, hot tub, hammocks + outdoor games ✩1 mile to Dwntwn ✩Walk to OTC; Short drive to CC, Pikes Peak, USAFA, UCCS, Garden of the Gods ✩48" TV w/Roku + sound system ✩BRAND NEW comfy King + Queen bed ✩FAMILY FRIENDLY: PackNplay, baby bath, high chair, baby monitors, toys + more! ✩BUSINESS: Fast wifi, keyless entry, G00gle Minis ✩Equipped kitchen: coffee, waffle maker, blender, etc

A spacious living room features a high ceiling and large windows allowing natural light. Comfortable seating includes a dark leather sofa and two armchairs. A wooden coffee table sits at the center, adorned with decorative items. The entry door and an audio unit are visible in the background.

4.96 out of 5 average rating, 112 reviews

Family friendly,3BD 2b DOGs welcome near Downtown

License#STRP-24-0334 Bright & sunny, this super CLEAN manufactured home is on a 1/4 acre hidden lot in the middle of town. Perfect for temp. work assignments, in between buying and selling or families awaiting military PCS. Fenced yard & off-street parking for multiple vehicles. Well behaved housebroken dogs are welcome for an extra fee. Sorry no cats and no "problem breeds" per my insurance. Newer carpet and beds. Only registered guests may stay. Check-in 3:00PM or later Check out by 10:00am

4.87 out of 5 average rating, 104 reviews

A spacious living area features a large, light-colored couch and love seat, complemented by a coffee table with a cozy throw. Large windows allow natural light to fill the room, and the open kitchen showcases modern appliances and a dining table with chairs.

Home in Fountain

Game Room and Rooftop Deck, Stylish 3 Bedroom Home

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

A private outdoor patio is furnished with Adirondack chairs arranged around a fire pit table. The dark exterior of the house is accented by warm wood details, and the space is surrounded by lush greenery, offering a peaceful atmosphere for gatherings.

4.97 out of 5 average rating, 235 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

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, 211 reviews

Cheyenne Mountain Getaway-Entire Lower Level

Our property is located right in the middle of almost everything you want to see when you come to Colorado Springs. Besides a beautiful view of Cheyenne Mountain with Pikes Peak visible in the distance, you’ll be a stone’s throw from The Broadmoor World Arena, Fort Carson, Cheyenne Mountain Zoo, The Olympic Training Center, and the Air Force Academy. You’ll want for nothing as there is a full kitchen, washer and dryer, and a shower and bathtub, as well as ample room for your family.

4.85 out of 5 average rating, 420 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, 104 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, 173 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 spacious hot tub is situated underneath a wooden pergola, surrounded by lush trees. Comfortable outdoor seating is visible in the background, offering a relaxed atmosphere for guests. Sunlight filters through the leaves, highlighting the inviting water of the hot tub.

4.91 out of 5 average rating, 620 reviews

Walk Downtown | Hot Tub | King Bed | Fire pit

★4 blocks to downtown & to local coffee ★Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in backyard w/Dining furniture, FIREPIT, HOT TUB & GRILL ★ comfortable beds! ★Fully equipped, spacious kitchen w/Keirug, blender + more! ★BUSINESS TRAVEL: FAST WIFI & KEYLESS ENTRY ★60” Apple TV w/ Hulu & Netflix ★FAMILY FRIENDLY: Pack n play, high chair & toys ★Modern space designed by fashion blogger Leah Behr @leah_behr ★Driveway parking

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

5 out of 5 average rating, 201 reviews

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

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, 256 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

4.96 out of 5 average rating, 313 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

5 out of 5 average rating, 104 reviews

A wooden cabin features a welcoming porch with a front door. The second part of the image captures a hot tub surrounded by a wooden fence, with hills visible in the background. The outdoor area is designed for relaxation and enjoyment of the scenic views.

Cabin in Cripple Creek

Oso Lucky Lodge | Hot Tub • Walk to Casinos

The inviting exterior of the cottage features a blue facade with large windows. A well-maintained lawn is surrounded by gravel pathways and bordered by trees. A driveway and garage are visible on the side, providing convenience and ease of access.

4.98 out of 5 average rating, 280 reviews

Modern Cottage with Hot Tub, close to Downtown

The exterior of a two-story home is highlighted by warm lighting along the perimeter. A hot tub is visible on the patio, complemented by outdoor seating. The landscape includes a barren gravel area and trees that add a natural element, creating a welcoming atmosphere.

4.98 out of 5 average rating, 120 reviews

*As Seen on TV* Luxury Home near Downtown & OCC

5 out of 5 average rating, 106 reviews

Guest suite in Monument

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

A spacious great room features a sectional sofa with decorative pillows, positioned around a coffee table. Natural light enters through multiple windows, and a patterned area rug adds texture to the polished wooden floor. A ceiling fan is installed for comfort.

5 out of 5 average rating, 269 reviews

★Tranquil Colorado Lodge★

A spacious bedroom is highlighted by a large bed with crisp white bedding. Flanking the bed are two nightstands with blue lamps. A modern artwork piece hangs above the bed, complementing the muted blue wall. Natural light filters through the nearby window.

4.82 out of 5 average rating, 546 reviews

Downtown | Hot Tub | Big Backyard | Pet Friendly

An inviting outdoor area features a hot tub surrounded by a private wooden fence. Comfortable seating options, including lounge chairs, are positioned on the neatly maintained grass. The sky above is bright with scattered clouds, enhancing the serene atmosphere.

4.92 out of 5 average rating, 193 reviews

Woodsy Wonder Retreat | Hot Tub & Golf Course View

Family- and pet-friendly home rentals

Guest suite in Colorado Springs

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

4.97 out of 5 average rating, 736 reviews

Cheyenne Canyon Getaway

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.

4.88 out of 5 average rating, 482 reviews

Pet-friendly downtown cottage with hot tub

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, 202 reviews

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

Guest suite in Colorado Springs

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.

4.82 out of 5 average rating, 346 reviews

Private Studio on urban homestead Central #0633

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, 373 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

Guest suite in Colorado Springs

A concrete driveway leads to a modern multi-story home, surrounded by a natural landscape of trees and mountains. The back porch features seating and offers views of the outdoor environment, with clouds visible in the sky above.

4.98 out of 5 average rating, 120 reviews

Mountain retreat close to it all! Views & privacy!

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, 343 reviews

Cozy Colo Cottage with love in Old Colorado City

4.9 out of 5 average rating, 436 reviews

A rustic living area features a stone fireplace, showcasing a warm fire. A wooden chair and shelves are positioned nearby, while soft grey curtains frame the windows. A lamp with a white shade provides additional lighting, complemented by a colorful woven blanket draped over the couch.

Cabin in Manitou Springs

Keithley Pines Silver Spruce Cabin

Family-friendly home rentals with a pool

4.55 out of 5 average rating, 71 reviews

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.

Flat in Colorado Springs

Overlooking Mountain Views | Terrace | Pool access

Guest house 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, 143 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

4.92 out of 5 average rating, 268 reviews

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.

Flat in Colorado Springs

Quite Spacious Apt w/ Game Table, Bball Court

4.94 out of 5 average rating, 18 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, 87 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