Holiday rentals with outdoor seating 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, 201 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

An open loft bedroom features a large queen bed adorned with crisp linens and vibrant accent pillows, situated on a geometric-patterned area rug. Two bedside tables with lamps flanking the bed provide illumination, while a small desk and chair are positioned nearby, enhancing the room's functionality.

4.94 out of 5 average rating, 135 reviews

Old North End Carriage Home: Grill, Playroom, Roku

★LOCATION - This rental is in the upscale, historic Old North End. Walkable to CC. 1.3 mi from downtown. Short drive to USAFA, UCCS + Garden of the Gods. Easy access to I-25 as well as shopping + dining. ★String lights over outdoor dining area with Grill ★King bedroom w/ 55” Roku TV + Living room w/ 46" TV. Roku access to log into Hulu/Netflix. ★Equipped kitchen w/waffle maker, blender + more! ★Families welcome! Playroom with toys + books, children's dishware, high chair, pack n play & baby gate

Guest suite in Colorado Springs

A serene bedroom features a spacious bed adorned with neutral bedding and a textured throw blanket. Natural light enters through sheer curtains, illuminating a stylish mirror and a small plant on a bedside table. An open doorway leads to a kitchenette area in the background.

4.92 out of 5 average rating, 238 reviews

Stylish & Serene Escape | Hiking, Dining, & More!

Escape to a peaceful hideaway in the heart of Colorado Springs. Nestled on a forested hill, our suite offers a quiet retreat just minutes from top restaurants, trails, and parks. Sip coffee on your private deck while spotting local wildlife, then set out to explore the Pikes Peak region with ease. Enjoy the perfect blend of nature and city convenience in a safe, quiet neighborhood. ✔ Private entrance ✔ Full bathroom ✔ Kitchenette ✔ Dedicated workspace with high-speed WiFi ✔ Private laundry room

4.95 out of 5 average rating, 174 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

Guesthouse in Colorado Springs

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

Guesthouse in Colorado Springs

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!

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.

4.92 out of 5 average rating, 224 reviews

Contempo Downtown COS condo. Deck*Yard*Fire pit

This newly remodeled condo is located close to downtown, Old Colorado City, trails and sightseeing. Features include 2 bedrooms, 2 full baths, comfy beds with fresh white cotton sheets, fully stocked kitchen with quartz countertop and stainless appliances, walk-in shower plus a tub for your kids, electric fireplace, large deck with lighted gazebo, sectional patio couch, lounge chairs, back yard with artificial grass and grill, while hosted by an accommodating, responsive, experienced host!

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, 273 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

Cottage in Old Colorado City

The exterior of a quaint cottage is shown, featuring a light grey and blue color scheme. A welcoming front porch is adorned with a blue bench. A brick patio area, equipped with a small table and chairs, is surrounded by greenery and fencing, offering a sense of privacy.

4.96 out of 5 average rating, 878 reviews

The Bird’s Nest – Tiny Home – Big Location!

Be our guest at the Birds Nest! This historic 1909 “shotgun” tiny house is just two blocks from historic Old Colorado City and central to the best attractions in Colorado Springs. Colorado Springs' Westside is where all the sights, attractions and natural beauty are located. Enjoy quick access to the city’s best restaurants, stores and coffee shops. You will be just down the road from Pikes Peak, Garden of the Gods, Downtown, Manitou Springs and close to great walking and hiking trails!

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, 137 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.

Farm stay in Colorado Springs

A bright bedroom is furnished with a spacious white bed framed in decorative wood. Soft bedside lamps provide gentle lighting. A potted plant adds a touch of greenery, while sheer curtains allow natural light to fill the space. A walk-in closet is visible in the corner.

4.95 out of 5 average rating, 203 reviews

Boho Basement Beyond the Bridge with Private Patio

Our Boho Basement is a great accommodation at an affordable price. Conveniently located 1 mile off interstate, our walkout basement is a unique place to rest and enjoy. Come up our country driveway, pass the barnyard and park by the old pioneer wagon wheel. You'll go in the walkout basement through your own private entrance, and you'll love coming back out to sit on the peaceful patio or to stretch your legs on the Santa Fe Trail. We look forward to hosting you here!

Guesthouse in Colorado Springs

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, 611 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.

Popular amenities for Security-Widefield outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.96 out of 5 average rating, 283 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

A private outdoor patio is furnished with Adirondack chairs arranged around a fire pit table. The dark exterior of the house is accented by warm wood details, and the space is surrounded by lush greenery, offering a peaceful atmosphere for gatherings.

4.96 out of 5 average rating, 207 reviews

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

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 spacious living room is illuminated by natural light from large windows. Comfortable leather seating is arranged around a glass coffee table, with a gas fireplace as the focal point. A flat-screen TV is mounted above the fireplace, enhancing the relaxed atmosphere.

4.97 out of 5 average rating, 290 reviews

Cozy Home w/ Pikes Peak Views

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, 324 reviews

Cozy Bungalow, Pet friendly, big backyard, Trail!

4.97 out of 5 average rating, 186 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

A bright and inviting living area showcases a spacious, dark gray sectional sofa adorned with decorative cushions. A mid-century style armchair complements a light wood coffee table, which sits atop a light area rug. Natural light floods in from two wide windows, enhancing the cozy ambiance.

4.97 out of 5 average rating, 528 reviews

Sunny House in Bonnyville

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, 349 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

Apartment rentals with outdoor seating

Apartment 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.

4.82 out of 5 average rating, 188 reviews

Charming basement apartment in perfect location!

Apartment in Garden of the Gods

The dining area features a large live edge table with four metal chairs, illuminated by vintage-style light fixtures. An adjacent kitchen equipped with modern appliances, including a stove and countertop, is visible. Potted succulents decorate the table, adding a touch of greenery.

4.96 out of 5 average rating, 268 reviews

The Apartment Suite! Private Hot Tub w/ 🏔Mnt Views

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 bright living area features a light blue couch positioned in the foreground, complemented by a small dining table with red chairs in the background. Cheerful curtains adorned with vibrant patterns frame the windows, allowing ample natural light to fill the space.

4.92 out of 5 average rating, 429 reviews

Creek's Edge Apt & Big Mtn Views rare for downtown

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 wooden dining table is set at the forefront, accompanied by two finely crafted chairs. The backdrop features a staircase with wooden banisters and ornate detailing, leading to an upper level. A large mirror hangs on the wall, reflecting the warm tones of the space.

4.97 out of 5 average rating, 180 reviews

Penrose suite, by Colorado College

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, 566 reviews

The Hillside Hideout

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

Condo rentals with outdoor seating

4.95 out of 5 average rating, 75 reviews

The image captures a private balcony with ornate railings, offering views of lush mountains and trees. French doors open to the patio, allowing natural light to flood in, while the vibrant greenery contrasts with the buildings below.

Condo in Manitou Springs

The Owl's Nest @ Manitou: Mtn Views on Main Street

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, 305 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.

Condo 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

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