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.

4.95 out of 5 average rating, 267 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

Indoor spacesFamilyDecor

The exterior of a two-story home is shown, featuring a spacious fenced yard with green grass and decorative landscaping. A large patio area is visible, along with a second-story deck accessed by stairs. A shaded area with an umbrella is present, creating inviting outdoor space.

4.9 out of 5 average rating, 197 reviews

Perfect for Families Fire Pit BBQ & Mountain Views

★Quiet Peaceful Centrally located ★Fast Wifi, keyless entry with cable TV ★5 Star cleaning disinfecting sanitation ★Short drive to Fort Carson, Cheyenne Zoo, Cheyenne State Park etc ★Walmart 10 min ★5 min. Drive to 1-25 ★Fenced in yard on Corner lot with great neighbors. ★Parking up to 6 vehicles ★Enjoy the park right across the street for morning or evening walks ★Fully equipped spacious kitchen with everything you'll need. ★Fire Pit! ★2nd story deck with amazing views of Cheyenne Mountains!

FamilyKitchenGrill

4.95 out of 5 average rating, 105 reviews

3BD | Cozy+Clean for Families | Garage Game room

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

FamilyIndoor spacesGrill

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, 144 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.

KitchenFamilyAccuracy

4.87 out of 5 average rating, 112 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.

KitchenIndoor spacesWalkability

An expansive home showcases a contemporary Southwestern design, surrounded by lush greenery. Large windows and multiple deck areas provide scenic views. An inset image reveals an indoor heated pool, framed by large windows that invite natural light and emphasize the tranquil indoor space.

4.99 out of 5 average rating, 134 reviews

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

FamilyIndoor spacesSkiing

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.

4.88 out of 5 average rating, 297 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

KitchenIndoor spacesAccuracy

The kitchen features wood cabinetry and granite countertops with a modern stainless-steel refrigerator and microwave. A double oven is installed beneath the countertop. The adjacent dining area showcases a wooden dining table surrounded by curved-back chairs, providing a welcoming space for meals.

4.98 out of 5 average rating, 363 reviews

The Memory Maker! 2 King Beds + Garage & Hot Tub!

Welcome to beautiful Colorado Springs! Step out back onto a charming walking trail Excellent hiking and biking trails are around the corner Relax out back on the deck to grill, gather around the fire pit on the flagstone patio, or soak in the Hot tub Large living areas inside are perfect to make memories with friends and family Cook in the well stocked kitchen and bake in a double oven Close to shops and restaurants Enjoy Streaming, Disney+ & sports on FUBO License #STR-0579

FamilyKitchenOutdoor spaces

Superhost

4.84 out of 5 average rating, 441 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

Indoor spacesKitchenAccess

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.

4.84 out of 5 average rating, 132 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

KitchenFamilyAccess

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.

4.93 out of 5 average rating, 184 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!

FamilyKitchenCondition

The exterior of a two-story house is visible, featuring a green facade and large windows. A landscaped yard includes manicured grass and flower beds, while a driveway leads up to the garage. A sunny blue sky frames the charming home.

4.99 out of 5 average rating, 295 reviews

Beautiful family ready home.

This clean, well-thought out home has everything a family needs for a great stay in Colorado Springs. It’s a comfortable home away from home—perfect for relaxing and making memories. The home shares walls with a separate unit but has no shared spaces. Guests enjoy a private entrance and exclusive access to the spacious back patio. Hosts live onsite in an attached apartment and are available if needed, while respecting your privacy.

Indoor spacesFamilyAir conditioning

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

4.97 out of 5 average rating, 141 reviews

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

Indoor spacesFamilyComfort

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, 398 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

FamilyKitchenGrill

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, 125 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

Indoor spacesKitchenValue

An outdoor space features a hot tub surrounded by trees, with a fire pit and four white Adirondack chairs arranged around it. A mini putting green can be seen in the background, while string lights glow softly, creating a warm ambiance as the sun sets.

4.96 out of 5 average rating, 113 reviews

Hot Tub • Fire Pit • Mini Golf | Downtown Escape

Indoor spacesFamilyAccess

Guest suite in Colorado Springs

Mountain Retreat With Hot Tub and Room To Relax

Indoor spacesKitchenView

4.83 out of 5 average rating, 120 reviews

Cabin in Colorado Springs

15 min to Downtown I Romantic I Hiking I Forest

Indoor spacesKitchenRiver

5.0 out of 5 average rating, 201 reviews

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

4.94 out of 5 average rating, 570 reviews

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

FamilyKitchenAir conditioning

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 482 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

FamilyIndoor spacesAir conditioning

Family- and pet-friendly home rentals

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, 230 reviews

Cheyenne Mountain Getaway-Entire Lower Level

KitchenFamilyParks

A light-filled living area features a gray sofa accompanied by a round coffee table, with lush greenery adorning the walls. A wooden dining table is surrounded by four chairs, with a piano adding a musical element to the space.

4.9 out of 5 average rating, 122 reviews

Mountain Views and Close to Downtown Home

FamilyKitchenBack garden

Superhost

An open loft bedroom features a large queen bed adorned with crisp linens and vibrant accent pillows, situated on a geometric-patterned area rug. Two bedside tables with lamps flanking the bed provide illumination, while a small desk and chair are positioned nearby, enhancing the room's functionality.

4.9 out of 5 average rating, 197 reviews

Old North End Carriage Home: Grill, Playroom, Roku

KitchenFamilyView

4.97 out of 5 average rating, 108 reviews

ᨒStylish 4BR | Movie Lounge | 10 min to Ft Carsonᨒ

Indoor spacesKitchenGrill

4.95 out of 5 average rating, 292 reviews

A wooden sign labeled 'Blue Spruce' stands in front of a log cabin, surrounded by tall trees and natural greenery. The cabin features a green roof and large windows, allowing a view of the serene outdoor environment. A path leads from the sign to the entrance.

Cabin in Manitou Springs

Keithley Pines Blue Spruce Cabin

FamilyKitchenLayout

A living area with wooden floors is furnished with a comfortable sofa and an armchair, accompanied by a flat-screen TV on a console. Natural light enters through the window, and a landscape artwork adorns the wall, complementing the warm wood paneling.

4.95 out of 5 average rating, 134 reviews

Private Retreat for Friends & Family

KitchenFamilyValue

4.96 out of 5 average rating, 104 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

KitchenFamilyCheckout

Guest house in Colorado Springs

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

The Enchanted Hobbit Cottage

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 127 reviews

Family-friendly home rentals with a pool

Superhost

A spacious living area features a comfortable dark sofa and two patterned armchairs surrounding a glass coffee table. Natural light fills the room through large windows, highlighting the open concept layout that connects to the dining area and kitchen in the background.

Townhouse in Colorado Springs

Resort-Style Townhome | Pool, Hot Tub & Gym Access

Indoor spacesKitchenPool

4.87 out of 5 average rating, 196 reviews

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.

Urban Float - Heated Indoor Pool/HotTub & Firepit

KitchenFamilyComfort

4.91 out of 5 average rating, 166 reviews

4.92 out of 5 average rating, 304 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, Pool, Bball court

KitchenIndoor spacesWifi

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!

Indoor spacesFamilyBack garden

A private above-ground pool is featured in a fenced backyard surrounded by landscaped grass. The two-story home is visible in the background, with a wooden deck and patio furniture nearby. A swing set is also present, creating a family-friendly outdoor space.

4.94 out of 5 average rating, 51 reviews

King's Oasis

FamilyIndoor spacesAmenities

5.0 out of 5 average rating, 5 reviews

Flat in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

KitchenDecorLocation

Home in Garden of the Gods

Indoor POOL, Hot Tub, Sauna! Garden of the Gods

FamilyKitchenHot tub

4.98 out of 5 average rating, 40 reviews