House 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, 259 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

LocationValueTV

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, 194 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!

ValueFamilyHeating

4.95 out of 5 average rating, 101 reviews

Game Room | Colorado Springs Family Stay, Sleeps 6

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

ValueLocationWi-Fi

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.

LocationFamilyCleanliness

A comfortable living space features a blue sectional sofa positioned beside a wooden coffee table. A television is mounted on the wall opposite, with a large window offering views of the surrounding landscape. Natural light fills the room through sheer curtains.

4.96 out of 5 average rating, 115 reviews

Gorgeous Pikes Peak Views, Fireplace & 3-Bedrooms

Your family will be close to everything when you stay at this centrally-located home in a wonderful neighborhood with gorgeous views of Pikes Peak and the entire eastern front of the Rockies! Newly furnished, warm, cozy with a 3-sided gas fireplace, 3-bedrooms (all queen beds). Brand new washer & dryer. Nest heating/AC. Memory foam beds. Pull-out couch. Smart TV's. Keurig system. We have also added a gas grill, a ping pong table, and wicker furniture front and back. All the comforts of home!

FamilyLocationHospitality

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, 358 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

FamilyLocationOutdoor spaces

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, 436 reviews

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

STR Permit #A-STRP-23-1485 ★5 Star cleaning team trained in disinfecting + sanitation ★Walk 5 blocks to local Switchback coffee ★1.0 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/FIREPIT + GRILL + HOT TUB ★60" Smart TV in living room & 50" Smart TV in master w/Apps + ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★BUSINESS: Fast wifi, keyless entry + desk area ★Equipped kitchen ★Free Colorado soda

FamilyValueWi-Fi

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)

LocationValueHeating

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.

4.87 out of 5 average rating, 127 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

ValueLocationCheckout

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, 182 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!

ValueLocationCondition

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, 122 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

Unwind in style at this modern 2-bedroom, 1-bath home located just 1.2 miles from downtown Colorado Springs. As the last house on a quiet street, you’ll enjoy unmatched privacy and serenity—ideal for a relaxing getaway or a focused work-from-home stay. Savor your morning coffee in the fully equipped kitchen, or take a short stroll to explore charming coffee shops and local restaurants nearby. We take pride in offering a clean, comfortable, and thoughtfully curated stay.

LocationFamilyAccess

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, 289 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.

LocationValueCondition

Popular amenities for Security-Widefield house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 155 reviews

Staycation

LocationFamilyHot tub

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, 133 reviews

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

FamilyValueAccess

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!

FamilyLocationLaundry

Superhost

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

LocationFamilyAmenities

Home in Garden of the Gods

4.97 out of 5 average rating, 39 reviews

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

LocationValueHospitality

5.0 out of 5 average rating, 6 reviews

Home in Manitou Springs

4 Bedrm Home w/Seasonal Pool in Manitou Springs

FamilyLocationAmenities

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, 94 reviews

Cheerful home w/pool & hot tub in quiet area

FamilyLocationAccuracy

An outdoor heated pool is surrounded by a wooden deck, with stepped entry leading into inviting clear water. A covered seating area is visible, featuring bright red chairs and a lounge space under a shelter, with mountains in the background.

5.0 out of 5 average rating, 22 reviews

Pool/Slide/Hot Tub-Close to Zoo, Broadmoor,7 Falls

FamilyLocationPool

Weekly house rentals

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, 110 reviews

Hot Tub • Fire Pit • Mini Golf | Downtown Escape

ValueLocationAccess

Superhost

A ranch-style home features a beige exterior with brick accents. The driveway leads to a two-car garage. A covered porch displays two plants and a pair of chairs, providing a welcoming spot. Sunlight brightens the scene under a clear blue sky.

Home in Fountain

4.92 out of 5 average rating, 149 reviews

Family friendly, 4 bedroom, 2 bathroom retreat.

ValueLocationParking

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

LocationValueBathroom

4.97 out of 5 average rating, 140 reviews

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

ValueLocationHeating

Lush mountains capped with snow are visible in the background, framed by a suburban neighborhood. Several houses and vehicles are present along a quiet street, with patches of snow scattered on the ground, suggesting a peaceful winter setting.

4.93 out of 5 average rating, 123 reviews

Pikes Peak Panorama

LocationFamilyNearby

A two-story house features a combination of stone and stucco exterior, standing prominently against a cloudy sky. A three-car garage is integrated into the facade, with a porch area highlighted by decorative stonework. The surrounding yard includes low-maintenance landscaping with gravel accents.

4.96 out of 5 average rating, 101 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

LocationFamilyAmenities

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

FamilyValueAir conditioning

4.89 out of 5 average rating, 164 reviews

Luxury 4,000 sf Canyon Estate Views near Broadmoor

FamilyValueIndoor spaces

Private house rentals

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, 157 reviews

Modern Cottage Vibe | Springs Retreat + Hot Tub

ValueFamilyOutdoor spaces

Superhost

A single-story home is depicted, showcasing a light-colored exterior with a two-car garage. The driveway is bordered by gravel and landscaping, while a tree adds greenery to the front yard. The well-maintained property features a wooden fence for added privacy.

4.92 out of 5 average rating, 37 reviews

Cheyenne Meadows Getaway 4 Bed/2 bath Pets OK YARD

FamilyLocationAccuracy

A walkout porch features a round bistro table accompanied by two chairs, adorned with floral cushions. Natural light floods the space, highlighting the scenic views of the lush green landscape and mountains in the distance, under a clear blue sky.

4.95 out of 5 average rating, 95 reviews

Trailside Getaway | Pet-Friendly + Fenced Yard

LocationFamilyView

4.93 out of 5 average rating, 59 reviews

Ultimate Retreat Near Ft. Carson & Peterson

LocationFamilyDecor

4.86 out of 5 average rating, 28 reviews

Airplane-Themed Retreat: Hot Tub, Gym, Downtown

ValueFamilyHospitality

The exterior of the house is shown, featuring a two-story structure with a light-colored façade and stone accents. A staircase leads to the front entrance, and a large garage door is visible, flanked by a well-maintained lawn and blue sky with scattered clouds.

4.94 out of 5 average rating, 53 reviews

Entire Home - Newly Remodeled!

FamilyLocationLong stay

The two-story home is set on a spacious lot with a well-maintained lawn. The front features a driveway leading to an attached garage. A porch with railings offers a welcoming entry, surrounded by greenery and nearby residences.

4.91 out of 5 average rating, 35 reviews

Front Range Get Away-Hot Tub-South COS-NearAirport

LocationFamilyAccuracy