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, 198 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 spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

4.95 out of 5 average rating, 183 reviews

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

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, 347 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!

Superhost

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, 230 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, 503 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 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.

4.89 out of 5 average rating, 272 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

A dining table is set with black dishes and sparkling glassware, positioned near a large sliding glass door. Outside, expansive views of Red Rock Canyon and lush greenery are visible, offering a serene outdoor setting. Natural light illuminates the space.

4.99 out of 5 average rating, 210 reviews

The Little House at RRCOS -Escape- Amazing views!

Enjoy this newly remodeled quiet, cozy 1 bedroom that is located next to Red Rock Canyon Open Space. Hiking and biking right out your back door. Relax on the deck with amazing, gorgeous views of nature at its finest or curl up next to the fire table under the stars. 5 minutes to Historic Old Colorado City shopping and dining. 10 minutes to legendary Manitou Springs or Downtown Colorado Springs filled with shopping, dining, nightlife and the Switchbacks Stadium for a game, concert or event.

4.96 out of 5 average rating, 203 reviews

Casita Noir | King Bed, Private Patio w/ Fire Pit

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.

An outdoor hanging bed is framed by a wooden pergola, with slatted sides providing partial privacy. Light streams through the gaps, illuminating soft white bedding. Surrounding greenery adds a tranquil touch to the inviting lounging space.

4.96 out of 5 average rating, 280 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)

The lodge is illuminated at night, showcasing its inviting outdoor seating area under a canopy of trees. The architectural design features a combination of rustic charm and modern elements, with warm light filtering through large windows.

4.91 out of 5 average rating, 143 reviews

The Lodge at Easy Manor

1000 sq ft new house on the edge of Colo Springs. Full Kitchen TV-QLED 55" TV (Rolls to LR, BDRM & spa) 100M fiber Internet Private Spa: Perfect couples retreat Open Air shower 2 pers unique hot-tub/bathtub. 1. Fill to any temp (110F max) 2. temp +/- on the fly 3. Bathe 4. Drain - No Chems Shares 10 quiet acres with 1. 2nd 2-person Airbnb 2. Main House - (Judy & I) Buildings are separated-Lodge is private Trails (on property & state trail close by)

The image showcases a majestic red rock formation against a backdrop of snow-capped mountains and a bright blue sky with scattered clouds. Lush green foliage surrounds the base of the rocks, highlighting the natural beauty of the landscape.

4.98 out of 5 average rating, 338 reviews

Zen Garden At The Garden

Sweet home walking distance into The Garden of Gods and Old Colorado City! Enjoy a Magical Colorado Experience! 420/smoking friendly (outside only) on Big Covered Colorado Deck! Your Home away from Home. Comfy! Spotlessly Clean. . FuN Colorado Vibes offers two bedrooms, one bath, full kitchen, living room, and Colorado themed deck where you will probably want to spend most of your time! This is the perfect spot to renew relax and enjoy all that is Colorado!

Home in Old Colorado City

A modern living space features a stylish gray sofa adorned with patterned cushions. A circular, wire base coffee table sits atop a textured area rug, complementing the wood flooring. Light from the window highlights a scenic artwork on the wall and the open kitchen area beyond.

4.93 out of 5 average rating, 317 reviews

Cozy Colo Cottage with love in Old Colorado City

Want a perfectly cozy place in Colorado Springs? This is it! This is a gem in Old Colorado City that will give you the cozy feeling during your stay. This place is also within a few miles to all the best attractions in Colorado Springs, including the Garden of the Gods, the Manitou Springs, and much more! You will leave the place feeling all refreshed. This house is approved and permit by the city of Colorado Springs. Permit Number: A-STRP-22-0244

Popular amenities for house rentals in Security-Widefield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

4.88 out of 5 average rating, 132 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!

5 out of 5 average rating, 23 reviews

The exterior of a two-story home is displayed, showcasing a well-maintained backyard with a semi-inground heated pool surrounded by white lounge chairs. A deck with stairs leads to the entrance, while a sunroom is visible beneath the windows. Neatly trimmed greenery frames the area.

Home in Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

An indoor pool area is highlighted with a tiled deck and natural stone accents. A mural depicting a serene landscape is mounted on one wall, while a plant adds a touch of greenery. The space is well-lit, creating a relaxing ambiance.

Home in Calhan

4.77 out of 5 average rating, 13 reviews

Stunning Calhan Home w/ Indoor Pool!

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, 133 reviews

Staycation

Weekly house rentals

5 out of 5 average rating, 220 reviews

The exterior view of the home features a stone fire pit surrounded by seating, with flames flickering warmly in the evening. Soft lighting highlights the structure, while tall trees stand in silhouette against a night sky.

Home in Divide

Private Luxury Spa Retreat: Mtn View/Hot Tub/Sauna

4.98 out of 5 average rating, 100 reviews

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

Superhost

4.89 out of 5 average rating, 699 reviews

The Ironwood & Lilac Cottage

A modern living area is presented with large windows allowing natural light to fill the space. Grey upholstered sofas and colorful poufs offer comfortable seating. A glass coffee table sits atop a patterned rug, while decorative artwork adorns the walls, enhancing the contemporary aesthetic.

4.96 out of 5 average rating, 136 reviews

Mountain Views | Central | 4BR/3Ba | Modern Home

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

4.99 out of 5 average rating, 187 reviews

Private Guest House in the Forest

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, 294 reviews

•Clean & Cozy Cottage • Trail front

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, 185 reviews

Cheyenne Mountain Getaway-Entire Lower Level

4.98 out of 5 average rating, 456 reviews

A vibrant living space features rich red walls and a decorative umbrella hanging above a vintage-style sofa. Lush greenery adds a natural element, while colorful floor cushions and intricate rugs invite relaxation. A large window allows natural light to brighten the room, showcasing a beautiful view.

Home in Fountain

The Element House of Wonder & Mystery *NoCleanFee*

Private house rentals

4.97 out of 5 average rating, 267 reviews

Centrally located Craftsman House

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

An outdoor patio area is featured, showcasing a hot tub and a gas firepit surrounded by comfortable seating. Soft lighting enhances the atmosphere, while wooden fencing provides privacy. The space invites relaxation in a serene setting, suitable for evening gatherings.

4.96 out of 5 average rating, 300 reviews

*Private Patio | Hot Tub | King Suite Retreat*

A comfortable living room features a cozy fireplace beneath a decorative mantle. A large television is mounted above the fireplace, while an elegant wooden cabinet and a rustic coffee table complete the space. Soft seating is arranged to encourage relaxation and conversation.

5 out of 5 average rating, 11 reviews

Victory Mountain | Cheyenne Zoo/Parks | Workspace

Superhost

The living room is furnished with a gray sofa, matching chairs, and an accent chair featuring a patterned design. A coffee table serves as the room's focal point, and a 52" smart TV is visible on a wooden stand. Natural light filters through the window, illuminating the space.

4.83 out of 5 average rating, 138 reviews

Modern 7 BR W/ 8 Beds+Games+Theater+Hot Tub+Wine

A spacious bedroom is highlighted by a large bed with crisp white bedding. Flanking the bed are two nightstands with blue lamps. A modern artwork piece hangs above the bed, complementing the muted blue wall. Natural light filters through the nearby window.

4.83 out of 5 average rating, 520 reviews

Downtown | Hot Tub | Big Backyard | Pet Friendly

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.

4.89 out of 5 average rating, 436 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly