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.

4.96 out of 5 average rating, 214 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

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.

4.94 out of 5 average rating, 359 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!

Home in Old Colorado City

The dining area features an antique wooden table surrounded by six elegantly designed chairs. A patterned rug adds warmth to the space, while a large window allows natural light to brighten the room. A guitar rests against the wall, accompanied by a decorative lamp and a potted plant.

4.94 out of 5 average rating, 546 reviews

Bohemian Dream ★Hot Tub★Bike Downtown★Fire pit★

★Five Star cleaning team trained in disinfecting & sanitation ★Attractively located on the west side, 1 mi to downtown ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in backyard w/pergola, firepit, hot tub & grill ★Vintage typewriter & record player w/record selection ★BRAND NEW★ comfortable beds! ★Equipped kitchen w/blender, toaster, coffee maker, etc ★FAST WIFI & bluetooth speaker for BUSINESS TRAVEL ★50” Roku TV in living room, Hulu, Netflix, DVD ★Free Colorado soda

A welcoming living room features a comfortable gray sofa with accent pillows, a wooden coffee table, and a decorative rug. A large circular mirror hangs on the wall, and windows provide natural light to the space. An adjoining area with a hanging chair is visible.

4.83 out of 5 average rating, 241 reviews

Walk|Shop|Dine Ivywild Bungalow

☞ Walk Score 85 (Walk to Creekwalk shopping center, cafes, dining, etc.) ☞ Pet friendly (fenced in side-yard!) + views of Pikes Peak ☞ 50" Smart TV ☞ Primary King Bedroom ☞ Pull out sofa in livingroom (full size). Chair in Office Converts to Twin Sleeper ☞ Fast wifi & Private workspace 5 mins → Broadmoor Hotel 7 mins → Downtown Colorado Springs/Colorado College 10 mins → Hiking trails at Cheyenne Canyon 15 mins → Garden of the Gods / Manitou Springs / USAFA 20 mins →Colorado Springs Airport ✈

A charming cottage is nestled among lush greenery and vibrant flowers, showcasing a brick exterior that complements the natural surroundings. Large windows invite ample sunlight, and a private entrance is visible. Mature trees provide shade, enhancing the tranquil ambiance of the garden path leading to the home.

4.89 out of 5 average rating, 509 reviews

SunGarden Nook - Clean, Private, Relaxing

Close to AAF, CC, downtown, great trails in the foothills, and within walking distance of UCCS, you're close while away! Nestled in the historic Cragmor Village Neighborhood, this cottage is a newly remodeled, wooded retreat in the middle of the city, with majestic views of Pikes Peak. Surrounded by a developing garden, it is a peaceful and comfy spot to recoup. The SunGarden Nook is one of two private apartments in the cottage. Colorado Springs Short Term Rental Permit #A-STRP-24-1274.

A comfortable living area features a spacious gray sofa paired with a wooden coffee table, set on a textured rug. A dining table with black chairs offers an inviting space for meals. Bright artwork adorns the walls, while greenery in a pot adds a touch of nature.

5 out of 5 average rating, 145 reviews

Blissful Basecamp: Relaxing Modern Retreat

Welcome to Blissful Basecamp! Experience comfort, convenience, and a touch of modern luxury in our completely private basement suite. Nestled in a quiet neighborhood, this newly renovated retreat offers a bright and clean space for your stay in Colorado Springs, complete with whirlpool tub and wood burning fireplace . Whether you're seeking outdoor adventures, a peaceful retreat, or a blend of city exploration and relaxation, Blissful Basecamp is the perfect choice. Permit #: A-STRP-23-0722

The living room features a wrap-around reclining sectional sofa in warm brown tones, positioned around a light coffee table. Natural light enters through ample windows adorned with light curtains. A wall-mounted TV and artwork add functional and decorative elements to the space.

4.98 out of 5 average rating, 127 reviews

Family Home| 3Bdrm+Loft|Kitchen|Deck+Firepit|Games

Welcome to Colorado Springs, enjoy our AirBnb house like it’s your own vacation getaway. You will find this 2-story family home just outside our thriving downtown scene! A short drive from Colorado Springs Airport, downtown, all the military bases, shopping, restaurants, entertainment, and all the local attractions. After a day of adventure, return home and enjoy the provided TVs, board games, books, and all the kitchen essentials. Relax out on the deck and end the night around the fire-pit.

4.94 out of 5 average rating, 139 reviews

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

Family friendly, 4 bedroom, 2 bathroom retreat.

This spacious 4 bedroom, 2 bathroom ranch style home with basement is the perfect Colorado getaway for you! It is equipped with many necessities like Wi-Fi, central air, washer-dryer, BBQ grill, color stamped concrete patio with outdoor furniture, fire pits, 65-inch TV with PS4, and much more. This retreat is located in Fountain, CO which is minutes away from Colorado Springs and other local attractions. Each room is fully furnished. We also have a futon and stored pull out beds if needed.

A bright living room is presented with large windows allowing natural light to fill the space. A comfortable grey couch is centered on a light wood floor, complemented by an orange vintage chair and a modern red chair. A simple coffee table sits in front, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 828 reviews

✴Modern Victorian✴ ✔Dwntwn ✔Firepit ✔Waffle maker

★Five Star cleaning team trained in disinfecting and sanitation ★4 blocks to downtown ★Short drive to Garden of the Gods, Pikes Peak, USAFA ★Walkable to Colorado College ★4 blocks to local coffee, Wild Goose ★Spacious backyard w/FIREPIT & GRILL ★Incredibly comfortable beds! ★Fully Equipped kitchen ★BUSINESS TRAVEL: FAST WIFI & KEYLESS ENTRY ★40” Apple TV in living room w/Direct TV, Sling TV, Hulu & Netflix ★Modern, sunny space ★Family friendly ★Washer/dryer ★Free Colorado soda

Home in Garden of the Gods

4.97 out of 5 average rating, 215 reviews

Studio ONE at Garden of the Gods

Minutes from Garden of the Gods, Manitou Springs and Old Colorado City, Studio ONE is a unique and modern space to relax in after a day of exploring all Colorado has to offer! Featuring large sliding glass doors with blackout curtains, king memory foam bed with luxury linens, 2 TVs and smart color changing lights to set the mood! Also included is a kitchenette, 2 spacious bathrooms with Turkish towels and washer / dryer. Reserve your getaway today and experience something truly unique!

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, 193 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.

A panoramic view of snow-capped mountains stretches across the horizon, surrounded by verdant hills and trees. Soft, gray clouds drift above the peaks, suggesting a serene and inviting atmosphere in the backdrop of a scenic landscape.

4.96 out of 5 average rating, 404 reviews

Serendipity House

Come enjoy "Serendipity House" with incredible views and centrally located to all local attractions. Perfect relaxing spot for singles, couples or small family. Our quaint oasis offers full line of amenities such as: full kitchen, full bathroom, laundry, large screen TV, high speed Wi-Fi, sofa sleeper couch, Therapeutic beds w/high end linens, private backyard & BBQ grill. Tastefully decorated & wonderfully convenient space. Free, private off-street parking.

Popular amenities for house rentals in Security-Widefield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Manitou Springs

4 Bedrm Home w/Seasonal Pool in Manitou Springs

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 out of 5 average rating, 17 reviews

PR Pool/Slide/Hot Tub.10 min/Zoo,Broadmoor,7Falls

Two deer are spotted near a landscaped garden, surrounded by various plants and flowers. A decorative fence lines the garden, while a pathway curves through the green lawn. Wind chimes and a bird feeder are visible in the foreground, adding charm to the outdoor scene.

5 out of 5 average rating, 3 reviews

*Broadmoor Serenity Sleeps 8

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, 85 reviews

Cheerful home w/pool & hot tub in quiet area

The exterior of the home features a light-colored stucco façade and a welcoming entrance. A vibrant flowering shrub adds a pop of color, while landscaped stone and gravel complement the yard. Two garage doors and a concrete driveway provide convenient access.

4.67 out of 5 average rating, 9 reviews

The Mile High Oasis

Home in Garden of the Gods

An indoor area features a spacious pool illuminated in blue, complemented by bright skylights above. A jacuzzi is positioned to one side, while a seating area with a sectional sofa and plush chairs is visible, offering a relaxed space for guests.

4.97 out of 5 average rating, 31 reviews

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

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.

5 out of 5 average rating, 136 reviews

Staycation

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.

4.97 out of 5 average rating, 34 reviews

King's Oasis

Weekly house rentals

4.91 out of 5 average rating, 11 reviews

FamilyHome • Fireplace&Movie theater•Pet friendly

A modern living space features a dark wood dining table surrounded by chairs, complemented by a cozy seating area with a white couch and a leather armchair. Natural light enters through large windows, illuminating the room. Decorative artwork adorns the walls, enhancing the stylish ambiance.

4.93 out of 5 average rating, 176 reviews

New Modern Home in S. Downtown w/ Hot Tub/Fire Pit

An outdoor space features a fire pit surrounded by several adirondack chairs on gravel. A private hot tub is visible in the background alongside a barbecue grill. String lights hang above, illuminating the scene as a pastel sunset colors the sky.

4.94 out of 5 average rating, 126 reviews

Hot Tub + Fire Pit + Grill | Long Stay Discounts

A secluded patio area features four Adirondack chairs arranged around a smokeless firepit, with a warm fire burning brightly. A stone wall provides privacy and greenery from nearby trees enhances the tranquil environment.

4.94 out of 5 average rating, 398 reviews

Historic Craftsman ★ Fire pit┃Waffle Maker┃Near CC

The fenced backyard features a fire pit surrounded by four comfortable chairs. Soft string lights hang overhead, illuminating the gravel area that includes a green patch of grass and two hammock chairs for relaxation.

4.88 out of 5 average rating, 141 reviews

Dog ❤️, Gorgeous Yard, 14 min to Garden of the Gods

A cozy living area features a sectional sofa with a decorative pillow. Natural light enters through the large window with drapes, while a glass-top coffee table sits on a round rug. An electric fireplace and wall-mounted TV are mounted nearby.

4.98 out of 5 average rating, 301 reviews

•Clean & Cozy Cottage • Trail front

A modern kitchen features a large island with bar seating for four, accentuated by stylish pendant lights. Stainless steel appliances are arranged alongside wooden shelves displaying kitchen essentials, while natural light brightens the space through the window. An entrance with a welcome sign is visible in the background.

4.98 out of 5 average rating, 214 reviews

Blue Gem in the Heart of COS.

A comfortable living area features a light beige couch and a round dining table with dark chairs. Natural light fills the space through sliding glass doors leading to an outdoor patio. A microwave and beverage station are visible in the corner, enhancing functionality.

4.97 out of 5 average rating, 62 reviews

Airy Guest Suite - Dog-Friendly!

Private house rentals

4.89 out of 5 average rating, 35 reviews

Ultimate Retreat -Friends & Family Near Ft. Carson

4.75 out of 5 average rating, 4 reviews

Ideal New Home for Family of 4!

An open concept living area features a plush gray sectional sofa adorned with decorative pillows, facing a large wall-mounted Roku TV. An abstract mountain mural serves as a backdrop. An extra-long breakfast bar with seating for six separates the living space from the kitchen area.

4.95 out of 5 average rating, 38 reviews

Mountain Views * Newly Furnished * 2-car Garage

A dining area is showcased with a circular table set for four, featuring white plates and wine glasses. Soft gray chairs surround the table, and a large wall clock adds detail to the space. Natural light enters through large windows, illuminating the adjacent living area.

4.98 out of 5 average rating, 44 reviews

Charming Downtown Retreat: Luxe Comfort & Style

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.

4.9 out of 5 average rating, 31 reviews

Cheyenne Meadows Getaway 4 Bed/2 bath Pets OK YARD

The inviting living room is highlighted by large windows that allow ample natural light. A vibrant area rug with floral patterns adds color to the space. A deep burgundy sofa and a comfortable armchair provide seating, while a glass coffee table offers a functional centerpiece.

4.7 out of 5 average rating, 40 reviews

Spacious 2-Bedroom Suite Downtown Colorado Springs

5 out of 5 average rating, 61 reviews

Quaint Space in the Springs