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, 255 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 spacesKitchenBackyard

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!

FamilyKitchenTV

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, 284 reviews

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

Welcome to the Alpaca Adobe! ✩Fenced in DREAM yard with bistro table, firepit, IG wall, grill, hot tub with mountain views, couples hammock + 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 + access to apps ✩BRAND NEW comfy 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 ✩Washer/Dryer

FamilyKitchenHiking

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, 412 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!

KitchenIndoor spacesParks

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, 246 reviews

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

This beautiful private home is located in a prime location, being only two blocks from downtown, yet a full neighborhood feel. Private hot tub!!Walk to dinner or coffee! Two beds are located upstairs. Fully equipped kitchen to make cooking away from home easy. Private fenced yard with seating and a grill. Smart TV and Wifi avail. Family friendly-kids items avail. upon request. Easy access to the highway and centrally located within the city will make being a tourist easy! *non smoking property*

FamilyKitchenDecor

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

Get cozy and settle into this wonderfully equipped tiny home. This romantic little getaway is the perfect place to relax and unplug from the world. Rustic ranch feeling and is only 15 min. away from the city for night outings. Enjoy all the comforts of a regular home as well as your PRIVATE outdoor patio with a fire pit. Get the smores ready to go with a fuzzy blanket and cuddle up next to your loved one. Or come on over to the shared space where you can enjoy the hot tub underneath the stars.

FamilyKitchenAmenities

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, 139 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.

FamilyIndoor spacesAmenities

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.

FamilyIndoor spacesCheckout

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, 260 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.

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 253 reviews

Centrally Located with 180° Mountain Range Views

Welcome to this centrally located unit with 180° Mountain Views! The unit has 2x private decks, a fenced in yard for your dogs, and is business travel ready. The kitchen is stocked with everything you need to enjoy meals together, from a coffee pot to a waffle maker. Also, we provide some children's items to ease travel You are only: 5 minutes to restaurants, movie theaters, parks, and shopping 10 mins to Colorado Springs Airport and 13 mins to Downtown Colorado Springs!

KitchenFamilyWi-Fi

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 spacesFamilyAccuracy

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, 180 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!

FamilyKitchenHiking

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

4.9 out of 5 average rating, 100 reviews

Joy House | Hot Tub, Gym & Outdoor Yard Fun- Trail

KitchenIndoor spacesHot tub

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, 355 reviews

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

Indoor spacesFamilyLayout

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, 561 reviews

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

Indoor spacesFamilyAccuracy

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, 215 reviews

Woodsy Wonder Retreat | Hot Tub & Golf Course View

KitchenIndoor spacesParking

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, 389 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

FamilyKitchenView

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, 119 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

KitchenFamilyShared spaces

4.89 out of 5 average rating, 741 reviews

The Ironwood & Lilac Cottage

FamilyKitchenLaundry

Guest suite in Colorado Springs

A cozy living area is furnished with a spacious sofa and a coffee table. A mounted flat-screen TV is positioned opposite the seating. A contemporary electric fireplace adds warmth, and a large landscape painting brings a touch of nature to the wall.

4.93 out of 5 average rating, 584 reviews

Dream RentalTrail Access, Hot Tub, Firepit, Grill

Indoor spacesKitchenBarbecue

Family- and pet-friendly home rentals

Guesthouse 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.

4.98 out of 5 average rating, 120 reviews

The Enchanted Hobbit Cottage

Indoor spacesKitchenCheckout

Bungalow in Colorado Springs

4.98 out of 5 average rating, 167 reviews

Luxury Escape at 5-Star Madison House in Colorado

KitchenIndoor spacesOutdoor spaces

A cozy living room area features a comfortable brown couch adorned with two large, plush pillows. An antique trunk serves as a coffee table, enhancing the space's character. Soft light is provided by a floor lamp, and framed art pieces are displayed on the wall.

4.93 out of 5 average rating, 254 reviews

The Stone Cutter’s Cottage * Walk to Downtown COS

Indoor spacesKitchenParking

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, 214 reviews

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

FamilyIndoor spacesHiking

A hot tub is featured beneath a wooden pergola, surrounded by lush greenery. The bubbling water is inviting, while Adirondack chairs are positioned nearby, creating a relaxed outdoor atmosphere. A view of the home's exterior, painted in deep green, adds to the serene setting.

4.91 out of 5 average rating, 637 reviews

Walk Downtown | Hot Tub | King Bed | Fire pit

FamilyKitchenSleep quality

An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.

4.95 out of 5 average rating, 182 reviews

Dwntwn Bungalow w/ King Bed, Fenced Yard & Hot Tub

FamilyIndoor spacesAmenities

Campervan/RV in Colorado Springs

A vintage 1960s camper is positioned amid a forested area, featuring a small outdoor deck with potted plants. A grill is placed nearby, and trees provide a natural backdrop, enhancing the tranquil setting.

4.9 out of 5 average rating, 367 reviews

Vintage Camping in Black Forest

Indoor spacesKitchenHospitality

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, 561 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

Indoor spacesKitchenAir conditioning

Family-friendly home rentals with a pool

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

Indoor spacesKitchenView

The covered deck features a spacious seating area with comfortable furniture and a large outdoor kitchen equipped with a grill and a 36” griddle. A smart TV is mounted on the wall, and patio heaters are positioned for warmth. The pool and hot tub are visible in the background.

4.97 out of 5 average rating, 153 reviews

Staycation

FamilyIndoor spacesParks

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

Indoor spacesFamilyParking

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.

4.98 out of 5 average rating, 132 reviews

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

Indoor spacesFamilySleep quality

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

KitchenFamilyBarbecue

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!

KitchenIndoor spacesAmenities

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, 50 reviews

King's Oasis

Indoor spacesKitchenCleanliness