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, 257 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 spacesKitchenNearby

Bungalow in Colorado Springs

4.99 out of 5 average rating, 225 reviews

Private, Cozy House Near Downtown & Mem Hospital

Stay in a private 1920s bungalow blending historic charm, modern comfort, and thoughtful touches from local hosts who care about you! Enjoy original wood floors, a fully-equipped kitchen, fiber Wi‑Fi, dedicated workspace, A/C, walk-in shower, comfy Queen bed, off street parking, and a privacy-fenced patio. Walk to coffee, parks, and trails. The house is minutes from downtown, Garden of the Gods, Manitou Springs, Olympic Training Center, CO College, and Memorial Hospital Central. Sleeps up to 4.

Indoor spacesKitchenAccess

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, 193 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!

Indoor spacesFamilyParks

4.95 out of 5 average rating, 100 reviews

Colorado Springs Retreat for Family & Fun

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

FamilyKitchenLocation

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, 140 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.

Indoor spacesKitchenBarbecue

4.86 out of 5 average rating, 110 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 spacesLong stay

Home in Old Colorado City

A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.

4.92 out of 5 average rating, 383 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

★Attractively located on the west side, 0.7 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard with fire pit & grill and hot tub ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: Desk area, FAST WIFI, Alexa, charging cables, keyless entry ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, monitors, toys + more! ★Large Smart TVs ★FREE Colorado soda

Indoor spacesKitchenAir conditioning

4.97 out of 5 average rating, 335 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)

Indoor spacesFamilyLayout

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.

4.86 out of 5 average rating, 125 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

Indoor spacesKitchenBackyard

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, 181 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!

Indoor spacesFamilyQuiet

Guest suite in Colorado Springs

4.82 out of 5 average rating, 115 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!

FamilyKitchenCheck-in

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.

4.95 out of 5 average rating, 108 reviews

Hot Tub • Fire Pit • Mini Golf | Downtown Escape

Welcome to your private Colorado Springs retreat! Soak in the hot tub under the stars, gather around two fire pits, or challenge friends to giant chess, cornhole, putt-putt, and oversized yard games in your own backyard oasis. Just minutes from downtown, Garden of the Gods, Manitou Springs, and the Olympic Center, this family-friendly getaway combines fun, comfort, and convenience with gig-speed Wi-Fi, Smart TVs, and modern amenities.

KitchenIndoor spacesComfort

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 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, 562 reviews

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

KitchenFamilyCheck-in

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, 249 reviews

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

FamilyKitchenView

4.95 out of 5 average rating, 157 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

KitchenFamilyDecor

The bedroom features a spacious bed adorned with a soft green blanket and decorative pillows. Flanking the bed are two bedside tables with lamps. Above, three framed art pieces depict cacti, complementing the natural light streaming through the window.

4.89 out of 5 average rating, 285 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

Indoor spacesKitchenPets

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, 120 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

Indoor spacesFamilyAmenities

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, 390 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

FamilyKitchenParks

4.84 out of 5 average rating, 439 reviews

Nature Retreat: Hot Tub, Fire Pit + Projector

KitchenIndoor spacesHospitality

A modern, three-story home is presented in a tranquil outdoor setting, surrounded by neatly landscaped greenery. The exterior features a dark blue facade with large windows offering natural light. Gravel pathways lead towards the home, bordered by lush grass and well-maintained shrubs.

4.94 out of 5 average rating, 154 reviews

Modern Cottage Vibe | Springs Retreat + Hot Tub

FamilyIndoor spacesView

Family- and pet-friendly home rentals

The exterior of a modern black house is shown, featuring a metal roof and large windows. A concrete driveway leads up to the entrance, accompanied by an outdoor seating area with chairs and a fire pit. Surrounding greenery adds a natural touch.

4.97 out of 5 average rating, 261 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

FamilyIndoor spacesQuiet

Apartment in Old Colorado City

A spacious backyard features a fenced area with a children's climbing structure and outdoor dining space. Comfortable chairs are positioned around a grill, alongside a pebbled path leading through the yard, surrounded by greenery and trees.

4.93 out of 5 average rating, 564 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

Indoor spacesKitchenAccess

4.87 out of 5 average rating, 102 reviews

A compact kitchen area features modern appliances, including a stove and oven, alongside white cabinetry. Cooking utensils are neatly arranged on hooks. A rustic wooden table is set with plates and woven placemats, while the living area offers a cozy couch under warm wood paneling.

Tiny home in Fountain

<3Underneath the Stars Romantic Retreat<3TinyHome

FamilyKitchenSleep quality

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, 215 reviews

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

KitchenFamilyLocation

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, 415 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

FamilyKitchenCheck-in

4.96 out of 5 average rating, 253 reviews

Centrally Located with 180° Mountain Range Views

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 103 reviews

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

Indoor spacesKitchenTV

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, 434 reviews

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

Indoor spacesFamilyParks

Family-friendly home rentals with a pool

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, 296 reviews

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

KitchenIndoor spacesDecor

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, 161 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

FamilyKitchenWi-Fi

Townhouse in Colorado Springs

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.

4.87 out of 5 average rating, 195 reviews

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

FamilyKitchenBathroom

Apartment in Colorado Springs

5 out of 5 average rating, 3 reviews

1BR Furnished Apartment Pet Friendly | Heated Pool

CleanlinessWalkabilityNearby

5 out of 5 average rating, 3 reviews

Cabin in Manitou Springs

1 Bedroom Cottage with Kitchen

FamilyCleanlinessAccuracy

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!

FamilyKitchenSleep quality

Home in Garden of the Gods

4.97 out of 5 average rating, 38 reviews

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

KitchenFamilyParks