Holiday rentals with outdoor seating in Security-Widefield

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.

4.92 out of 5 average rating, 115 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with a private indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby. Book your unforgettable Colorado Springs escape today!

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, 202 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, 352 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!

4.95 out of 5 average rating, 175 reviews

The entrance features a bright yellow exterior with blue accents, including a door framed by two potted plants. A spacious wooden deck with stairs is shown, bordered by a white railing and surrounded by greenery, creating a welcoming outdoor space.

Bungalow in Broadmoor

The Cozy Yellow Cottage

Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.99 out of 5 average rating, 227 reviews

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

A well-lit seating area features a gray armchair beside double glass doors allowing natural light. A decorative pillow rests on the chair, and a framed moose print hangs on the wall. A small table with a sign is positioned nearby.

4.9 out of 5 average rating, 216 reviews

Rocky Mountain Love

Fort Carson is nearby!! Super cute, remodeled, 1 bedroom guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I-25, the gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do!

Guest suite in Old Colorado City

The modern exterior of a single-story home is showcased, featuring a neutral color palette of white and black accents. A driveway leads to a garage, while a wooden fence borders the front yard. Surrounding mountains and a partly cloudy sky enhance the scenic environment.

4.83 out of 5 average rating, 167 reviews

*Old Town* Separate suite* Queen bed* Smart TV*

one guest's description:"This spot was perfect for my stay in Colorado Springs! I was in town for a conference and spent the days tied up in meetings and found the patio spot the perfect space to "come home to" at the end of the day. Great place to watch the sunset with easy access to Garden of the Gods, Manitou Springs, and Cave of the Winds. Morning walks were perfect due to the safe neighborhood and beautiful views". NO PETS OR SERVICE ANIMALS THE OWNER IS ALLERGIC: permit A-STRP-25-0360

Guest suite in Colorado Springs

A spacious living room features a large blue sectional couch accented with a striped throw. A mounted television is positioned above a brick fireplace, surrounded by natural light from the multiple windows. A decorative plant adds a touch of greenery to the cozy space.

4.91 out of 5 average rating, 138 reviews

Secluded Wooded Hideaway near Hiking and Downtown.

The Wildflower Hideaway is a garden level 2bd/ 1ba basement apartment with all the comforts and privacy of home in the heart of Colorado Springs. Enjoy the tranquil and natural backyard covered with beautiful trees, wildflowers and the occasional wildlife. We are nestled up to a large wilderness park (Palmer Park) with tons of hiking and close to all the attractions in Colorado Springs. After a day of hiking, shopping, sightseeing Colorado -come home to comfort and peacefulness.

The image collage shows various spaces within the apartment. The inviting living area features a comfortable seating arrangement and a television. A spacious, light-filled bedroom highlights a large bed with neutral bedding. The kitchen showcases modern appliances, while the outdoor area includes a relaxing hammock in a scenic yard.

4.87 out of 5 average rating, 185 reviews

Lovely Apartment! Central - Sleeps 4

Our adorable 745 SQFT apartment is tucked away at the end of a cul de sac with a beautiful Pikes Peak view & is near many CO Springs attractions, grocery stores & shopping. You will be welcomed with a sparkling clean space & thoughtful touches including coffee, spices, & oil. The 2 bedrooms & 1 full bath have been freshly remodeled. Keeping your comfort in mind, we have included an LED Smart TV, radiant heat, private parking, & laundry (coin-op). We are excited to host your stay!

The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.

4.95 out of 5 average rating, 615 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Guest suite in Colorado Springs

A studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.

4.88 out of 5 average rating, 549 reviews

Private Studio Comfort with a view

Studio apartment 350 sq ft. in the rear of a private home . Private entrance. Shared walls with home. Entrance is below a large upper deck. Patio outside unit is reserved for guest use, and provides additional space to relax with a. gas grill and firepit. Kitchen stocked with microwave, toaster oven, blender, toaster, hotplate, pots and pans, 12 cup coffee maker, dishes etc. Private bathroom with spa like shower, washer and dryer in the unit.

Home in Old Colorado City

The living room features two light blue sofas facing a wooden coffee table on a patterned rug. Natural light fills the space through large windows adorned with light curtains. A decorative wall art piece is seen nearby, alongside a side table with a lamp and a woven basket.

4.96 out of 5 average rating, 144 reviews

Prime Location! Blue Bungalow

Get ready to relax at your perfectly located Colorado Springs basecamp! 4 minutes off I-25 in a peaceful neighborhood you’ll find this well-appointed two bedroom with everything needed so you can focus on whatever brought you here. TV, designated working space, fenced yard, laundry, fully stocked kitchen, and more! Colorado Springs short term rental permit number STRP-24-0414

Popular amenities for outdoor seating rentals in Security-Widefield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.96 out of 5 average rating, 284 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

A modern kitchen features a large island with three wooden bar stools. Sleek cabinetry surrounds the area, complemented by stainless steel appliances. Natural light illuminates the space through a window, while an open layout connects to a cozy living area with comfortable seating.

4.94 out of 5 average rating, 160 reviews

New Construction/Modern/Downtown

A living area features a comfortable sofa and a wooden coffee table. A flat-screen TV is placed on a white entertainment unit. Walls are adorned with decorative art, and natural light filters through the windows covered by orange curtains. Adjacent rooms are visible in the background.

4.9 out of 5 average rating, 101 reviews

Lower level home away from home

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.

4.98 out of 5 average rating, 189 reviews

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

A living area features warm wooden flooring with a neutral color palette. An orange armchair complements a white sectional sofa adorned with textured pillows. A wooden cabinet is positioned beside a plant in a decorative pot, and wall art adds a modern touch to the space.

4.84 out of 5 average rating, 325 reviews

Cozy Bungalow, Pet friendly, big backyard, Trail!

4.93 out of 5 average rating, 125 reviews

A cozy living room is presented with two comfortable sofas adorned with a variety of decorative pillows. A low wooden coffee table is positioned on a vibrant area rug, with a television mounted on the wall opposite. Natural light filters through the window, enhancing the welcoming atmosphere.

Home in Broadmoor

Spacious 4 Bed, Central AC, Fire Pit, Grill, Games

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, 295 reviews

•Clean & Cozy Cottage • Trail front

4.97 out of 5 average rating, 189 reviews

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.

Home in Broadmoor

Cheyenne Mountain Getaway-Entire Lower Level

Apartment rentals with outdoor seating

Flat in Garden of the Gods

The open living area features a comfortable seating arrangement with two armchairs and a floral-patterned couch. A television is positioned on a brick fireplace. A dining table is set with a floral tablecloth, surrounded by black chairs. Indoor plants add a touch of greenery.

4.83 out of 5 average rating, 189 reviews

Charming basement apartment in perfect location!

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, 245 reviews

Quite Spacious Apt w/ Game Table, Bball Court

A Victorian-era house is displayed with a gated entrance featuring black iron railings. A flag is positioned on the porch, with a bold heart sign visible. The area is shaded by trees and includes a stone-lined garden, enhancing the outdoor space for relaxation.

4.87 out of 5 average rating, 205 reviews

The Boulder Place

A bright and airy dining area features large glass doors opening to a scenic balcony. Two bar stools are positioned at a wooden counter, offering views of the surrounding trees and neighborhood. Natural light enhances the warm tones of the interior.

5 out of 5 average rating, 567 reviews

The Hillside Hideout

Flat in Old Colorado City

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

4.94 out of 5 average rating, 780 reviews

Downtown Old Colorado City with Panoramic Views

A private hot tub is positioned in the backyard, illuminated in soft purple light. The surrounding area features decorative string lights in nearby trees, enhancing the ambiance. A wooden fence provides privacy, while stone pathways connect to the inviting outdoor space.

4.96 out of 5 average rating, 406 reviews

✦The Vintage Tudor✦ Firepit┃TVs┃Hot tub┃Downtown

A two-story house with a red exterior and white accents is displayed. The front door is centered, flanked by windows. A garage with double doors is visible on the right, and a landscaped area with gravel and mulch is situated at the front.

4.96 out of 5 average rating, 148 reviews

Quiet apartment with a view! STR-0944

A private backyard features a circular firepit surrounded by four outdoor chairs on a gravel surface. Warm lighting from string lights overhead illuminates the space, complemented by a wooden fence and ample greenery in the backdrop.

4.86 out of 5 average rating, 465 reviews

☀Downtown☀ Hot tub┃Fire pit┃Fenced backyard┃Murals

Apartment rentals with outdoor seating

A modern kitchen is equipped with essential appliances, including a refrigerator and stove. A sleek breakfast bar with two stools offers casual seating. Natural light enters through a nearby window, illuminating the space. White cabinetry and warm wooden countertops create a bright atmosphere.

4.85 out of 5 average rating, 306 reviews

Comfortable / Cozy / Near Downtown

A spacious dining area is highlighted by a large wooden table set with placemats. In the background, a cozy living space includes a television mounted above a stone fireplace and comfortable seating, blending warmth and functionality.

4.96 out of 5 average rating, 124 reviews

Hot Tub | King Bed | Walk to Trails | Downtown

5 out of 5 average rating, 6 reviews

A traditional wooden snooker table occupies the center of the room, featuring a green cloth surface and a cue stick resting beside a white ball. Warm wooden floors complement a light yellow wall, while a large artwork is displayed in the background.

Apartment in Broadmoor

Mountain billiard luxury apartment.

An airy kitchen and dining area showcases a modern design with a round wooden dining table and two blue chairs. Stainless steel appliances are present, including a refrigerator and microwave. A stacked washer and dryer unit is visible, contributing to the apartment's functionality.

4.79 out of 5 average rating, 14 reviews

*Newly Reno'd Private Suite | Full Kitchen | W/D

A spacious deck features a lighted gazebo shaded by draped fabric. Two lounge chairs with red cushions are positioned nearby, along with a sectional couch arranged around a dark coffee table. The backdrop includes wooden fencing and greenery beyond.

4.93 out of 5 average rating, 227 reviews

Contempo Downtown COS condo. Deck*Yard*Fire pit

The open layout reveals a bright living space with a comfortable light-colored sofa, a patterned area rug, and a coffee table. A dining area with wooden chairs is visible nearby, and the kitchen features modern appliances, enhancing the functional design.

4.5 out of 5 average rating, 8 reviews

Cozy One Bedroom Condo

4.88 out of 5 average rating, 16 reviews

Modern with Breathtaking Views