Pet-friendly 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, 243 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

The bedroom features a spacious bed adorned with a soft green blanket and decorative pillows. Flanking the bed are two bedside tables with lamps. Above, three framed art pieces depict cacti, complementing the natural light streaming through the window.

4.91 out of 5 average rating, 268 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

Welcome to the Alpaca Adobe! ✩Fenced in DREAM yard with bistro table, firepit, IG wall, grill, hot tub with mountain views, couples hammock + outdoor games ✩1 mile to Dwntwn ✩Walk to OTC; Short drive to CC, Pikes Peak, USAFA, UCCS, Garden of the Gods ✩48" TV w/Roku + access to apps ✩BRAND NEW comfy bed ✩FAMILY FRIENDLY: PackNplay, baby bath, high chair, baby monitors, toys + more! ✩BUSINESS: Fast wifi, keyless entry, G00gle Minis ✩Equipped kitchen: coffee, waffle maker, blender etc ✩Washer/Dryer

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.

4.95 out of 5 average rating, 393 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.

Home in Broadmoor

4.82 out of 5 average rating, 269 reviews

Walk|Shop|Dine Ivy Wild 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 ✈

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, 129 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.

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.99 out of 5 average rating, 109 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

4.94 out of 5 average rating, 101 reviews

2BR Cozy Basement Suite with Garage Parking

GORGEOUS Mountain View’s from front yard. Cozy basement apartment just minutes from UCCS and downtown Colorado Springs. Includes 1 king and 1 queen bedroom, 3/4 bath, full kitchen, private entrance, and garage parking. Twin Mattress pad and Pack ’n Play provided. *Please Note*: This is an owner-occupied property with separate entrances; children and pets reside upstairs. We try to stay as quiet as possible, but may hear noises coming from upstairs so please try to be understanding of that.

4.87 out of 5 average rating, 108 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

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

The exterior of a modern black house is shown, featuring a metal roof and large windows. A concrete driveway leads up to the entrance, accompanied by an outdoor seating area with chairs and a fire pit. Surrounding greenery adds a natural touch.

4.97 out of 5 average rating, 246 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

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.

4.97 out of 5 average rating, 292 reviews

Cabin in Divide

Secluded Mtn Cabin: Hot Tub, Large Deck & Fire Pit

Escape to the Timber A-Frame, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

4.95 out of 5 average rating, 158 reviews

A-Frame Country Cabin

A-frame cabin is situated on a 5-acre rural property just beyond the city limits - it is a detached mother-in-law suite, located 200 ft from our main residence. The cabin includes a loft w/a queen-sized bed, a single pullout couch, & a mini kitchen. It faces eastward, away from the mountains. Ideal for those seeking a peaceful countryside retreat, note that access to the bedroom is via a spiral staircase, and the property is serviced by well water. Owner maintained & operated.

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.

4.88 out of 5 average rating, 110 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

Popular amenities for Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious living room features a large sectional sofa with a warm brown hue, situated next to a modern stone fireplace. Natural light fills the room through large windows adorned with blinds, complemented by framed mountain artwork on the walls.

4.98 out of 5 average rating, 131 reviews

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

A charming yellow cottage features a welcoming front porch with a small table and two chairs. The landscaped yard is highlighted by stones and borders, while a wooden fence provides privacy. Nearby trees add to the serene outdoor setting.

4.87 out of 5 average rating, 491 reviews

Pet-friendly Downtown Cottage with Hot Tub

4.95 out of 5 average rating, 136 reviews

Charming Home with Mountain Views & Sunny Patio

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.

5 out of 5 average rating, 206 reviews

Private Guest House in the Forest

Home in Old Colorado City

A spacious outdoor deck is shaded by a large fabric canopy, featuring comfortable wicker seating and a grill. The surrounding area includes gravel landscaping with flower planters and a privacy fence, creating a cozy and inviting space for relaxation.

4.85 out of 5 average rating, 311 reviews

The Clubhouse

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, 175 reviews

Old North End Carriage Home: Grill, Playroom, Roku

A light-filled living area features a gray sofa accompanied by a round coffee table, with lush greenery adorning the walls. A wooden dining table is surrounded by four chairs, with a piano adding a musical element to the space.

4.89 out of 5 average rating, 110 reviews

Mountain Views and Close to Downtown Home

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, 425 reviews

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

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 273 reviews

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.

Flat in Colorado Springs

Quite spacious Apt w/Game Table, Pool, Bball court

A wooden deck extends from a cozy cabin, offering views of the surrounding mountains. Large windows provide natural light indoors, while a stone chimney adds a rustic touch. The area is framed by tall pine trees, blending harmoniously with the natural landscape.

Cabin in Cascade-Chipita Park

4.67 out of 5 average rating, 3 reviews

CASCADE RETREAT AT THE BASE OF PIKES PEAK MTN VIEW

Cabin in Manitou Springs

4.81 out of 5 average rating, 21 reviews

Timber Lodge #5

A spacious living area features a comfortable dark sofa and two patterned armchairs surrounding a glass coffee table. Natural light fills the room through large windows, highlighting the open concept layout that connects to the dining area and kitchen in the background.

Townhouse in Colorado Springs

4.87 out of 5 average rating, 191 reviews

Resort-Style Townhome | Pool, Hot Tub & Gym Access

Superhost

Flat in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

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

4.81 out of 5 average rating, 16 reviews

Stunning Calhan Home w/ Indoor Pool!

Cabin in Green Mountain Falls

The open-concept kitchen and dining area feature a rustic wooden dining table surrounded by chairs, complemented by a fully equipped kitchen with modern appliances. Exposed beam ceilings and natural light from large windows create a welcoming environment, connecting the dining space to the cozy living area.

5 out of 5 average rating, 47 reviews

Mountain Cottage | 13 Min to Manitou

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.

4.98 out of 5 average rating, 44 reviews

King's Oasis

Private, pet-friendly home rentals

4.98 out of 5 average rating, 105 reviews

Flat in Colorado Springs

The Loft-House on Yampa

4.91 out of 5 average rating, 44 reviews

Ultimate Retreat Near Ft. Carson & Peterson

A spacious living area showcases a cozy sofa adorned with colorful textiles, set against wooden log walls and warm lighting. A staircase made of natural wood curves upward, leading to the sleeping loft. Windows allow natural light to fill the space, offering views of the surrounding forest.

4.94 out of 5 average rating, 200 reviews

Rustic Bunkhouse in Black Forest

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.

4.91 out of 5 average rating, 33 reviews

Cheyenne Meadows Getaway 4 Bed/2 bath Pets OK YARD

Guest suite in Colorado Springs

A stone pathway meanders through a grassy yard, bordered by flowering plants. Lush greenery complements the landscape, with two clusters of blooming irises standing out. Residential homes are visible to the right, creating a peaceful neighborhood setting.

4.82 out of 5 average rating, 350 reviews

Private Studio on urban homestead Central #0633

Superhost

A comfortable bedroom features a spacious bed adorned with decorative pillows and a soft blanket in shades of blue. Nightstands with lamps provide soft lighting. A framed artwork of a longhorn is displayed above the headboard, adding a distinctive touch to the room.

4.8 out of 5 average rating, 320 reviews

Pet friendly | King bed | Mountain Views | central

The backyard features a spacious hot tub with steps leading up to it, surrounded by lush greenery and a wooden fence for privacy. The patio area allows for relaxation and enjoyment outdoors, making it an inviting retreat.

4.94 out of 5 average rating, 235 reviews

Across from the Park with Fenced Yard and Hot Tub

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.