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

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, 574 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

4.82 out of 5 average rating, 269 reviews

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

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 ✈

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

Recently updated, mountain cottage, perfect for relaxing as a couple or a small family retreat. Located in the north downtown area and has convenient access to all of the best attractions in the city. Easily get to Garden of the Gods, Manitou Springs, Old Colorado City, world class Springs Pickleball facility, or the South gate of the Air Force Academy in minutes. Hot tub, cable, pets welcome. Superchargers across the street! If you are local, contact us before booking please. STRP-23-0768

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.

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.

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.

4.96 out of 5 average rating, 206 reviews

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

✔Attractively located on the east side, in a cozy neighborhood near parks, restaurants, shopping, & grocery stores ✔Walking distance to Vibes' field (local COS baseball team) ✔Short drive to Pikes Peak, USAFA, Fort Carson, Fort Peterson, UCCS, COS Airport ✔Private yard with hot tub ✔Private entrance & keyless entry ✔AC ✔70” & 42" Roku TVs in living & bedroom ✔Washer & Dryer ✔Full kitchen: Keurig, oven & range, microwave, dishwasher, toaster, etc. Short Term Rental Permit #: A-STRP-23-0389

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.

A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.

4.93 out of 5 average rating, 367 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

★Attractively located on the west side, 0.7 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard with fire pit & grill and hot tub ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: Desk area, FAST WIFI, Alexa, charging cables, keyless entry ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, monitors, toys + more! ★Large Smart TVs ★FREE Colorado soda

Guest house in Colorado Springs

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.

Popular amenities for Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 185 reviews

A spacious living room is accented by warm leather seating and natural light streaming through large windows. A decorative stone fireplace stands opposite a flat-screen TV, while artwork and a cozy rug add inviting touches to the neutral-toned decor.

Home in Broadmoor

Canyon Retreat! 3min to Broadmoor. Hot Tub!

A fully fenced backyard features a stone fire pit surrounded by red Adirondack chairs. Sunlight filters through the trees, highlighting the spacious outdoor area, which includes a gravel path and a grassy section, with mountains visible in the distance.

4.93 out of 5 average rating, 297 reviews

Mountain views! Hot Tub! Downtown! Pet friendly!

The exterior of a multi-story Victorian home is captured, highlighting its grey siding and white trim. A covered porch features comfortable seating, while a brick pathway leads to a landscaped yard. A patio area with seating can be seen in the background.

4.98 out of 5 average rating, 212 reviews

Walk to Shops, Restaurants, Bars & Farmers Market

A private backyard oasis features a relaxed hot tub under a wooden pergola, surrounded by a wooden fence and landscaped with white gravel. Stairs lead up to the entryway of the home, illuminated by natural light.

4.98 out of 5 average rating, 381 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

A fenced backyard showcases a cozy firepit surrounded by six woven chairs. A playset with a slide is visible, and warm patio lights add ambiance. The space is adorned with lush turf, providing a comfortable area for outdoor activities.

4.83 out of 5 average rating, 425 reviews

»Good Vibes Villa« HotTub┃Waffle Maker┃Fenced Yard

A charming blue house built in 1896 features a welcoming front porch with rocking chairs. Surrounding greenery includes a large tree and landscaped yard with a gravel pathway leading to the entrance. A private fenced area is visible in the foreground.

4.96 out of 5 average rating, 470 reviews

FRIENDLY: pets/420. Whole house w priv fencd yard.

A spacious game room features a pool table with cues and balls positioned for play. Large windows provide views of the mountains and outdoor space, while colorful walls add a vibrant touch. The room is well-lit, creating an inviting space for socializing.

4.97 out of 5 average rating, 157 reviews

Interstellar Villa with 180° Mountain Range Views

An outdoor fire pit surrounded by multiple adirondack chairs is visible on a patio. The area offers expansive views of the mountains and the landscape below, showcasing a variety of trees and homes bathed in warm evening light.

4.88 out of 5 average rating, 110 reviews

Mountain View Ranch with Hot Tub, Games

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 29 reviews

Cabin in Manitou Springs

Timber Lodge #22

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 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

4.81 out of 5 average rating, 16 reviews

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

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

A serene lake scene showcases a central fountain spray amidst a backdrop of gently sloping mountains. Four ducks swim leisurely near the shore, while a pavilion with a peaked roof is visible along the bank, surrounded by trees and picnic areas.

Cabin in Cascade-Chipita Park

4.67 out of 5 average rating, 12 reviews

FOUR SEASON MOUNTAIN RETREAT W/VIEW BY CO SPRINGS

Private, pet-friendly home rentals

4.56 out of 5 average rating, 9 reviews

Ideal New Home for Family of 4!

4.87 out of 5 average rating, 98 reviews

A compact kitchen area features modern appliances, including a stove and oven, alongside white cabinetry. Cooking utensils are neatly arranged on hooks. A rustic wooden table is set with plates and woven placemats, while the living area offers a cozy couch under warm wood paneling.

Tiny home in Fountain

<3Underneath the Stars Romantic Retreat<3TinyHome

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.

4.95 out of 5 average rating, 810 reviews

Downtown Old Colorado City with Panoramic Views

Guest suite in Colorado Springs

An open-concept living area is showcased, featuring a dark leather sofa and a stylish wooden coffee table centered on a patterned area rug. Large windows allow natural light to fill the space, while light curtains provide privacy. A comfortable chair adds to the inviting seating arrangement.

4.94 out of 5 average rating, 770 reviews

Cozy Suite w/ Kitchen, Laundry | Downtown, CC, OTC

4.75 out of 5 average rating, 16 reviews

Affordable and pet friendly!

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.

4.94 out of 5 average rating, 88 reviews

Trailside Getaway | Pet-Friendly + Fenced Yard

The exterior of a two-story home is presented, showcasing a welcoming front entrance with a covered porch. A neatly landscaped yard features green grass and shrubbery. The driveway leads to a two-car garage, while a blue sky with scattered clouds adds to the setting.

4.94 out of 5 average rating, 17 reviews

Airport Dream! 4 Bdrm Sleeps 10!