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, 184 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, 333 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!

4.83 out of 5 average rating, 219 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 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 ✈

4.96 out of 5 average rating, 122 reviews

Couples Getaway | Hot Tub, Fire Pit, Grill | Dogs

✔ King bed ✔ Fenced in yard; dogs + kids ✔ Private Fire Pit, Hot Tub, Grill (not shared) ✔ 2 miles from Downtown Colorado Springs ✔ Walkable to Olympic Training Center ✔ Electric Fireplace ✔ Washer/Dryer Attention couples, honeymooners, wedding guests, vacationers, road-trippers, college parents, Air Force fams, sports fans, business travelers, small family of 4, or just a couple friends looking for a fun escape – this is your spot. Close to downtown Colorado Springs + Easy access to Denver.

Guest house 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, 215 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 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, 456 reviews

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

★Five Star cleaning team trained in disinfecting and sanitation ★1 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS ★Brand new 4-person HOT TUB ★LANDSCAPED backyard w/FIREPIT & GRILL ★50” Smart TV w/ Samsung+ (basic channels + apps) ★Comfortable new KING bed ★Family friendly: Pack 'n play, high chair, toys, baby monitors + bath ★FAST WIFI & G00gle Home for BUSINESS TRAVEL ★Fully equipped updated kitchenette ★Driveway parking ★Free Colorado soda

A well-appointed kitchen exhibits modern cabinetry in deep green, complemented by a marble backsplash. Stainless steel appliances, including a fridge and dishwasher, provide functionality. A dining table set for four is positioned nearby, enhancing the kitchen's inviting atmosphere with natural light streaming through the window.

4.97 out of 5 average rating, 191 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.

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.

4.83 out of 5 average rating, 338 reviews

Private Studio on urban homestead Central #0633

This great space has all the comforts you need for a enjoyable home away from home. There is a sleeping, lounging and dining area as well as a kitchenette, bathroom and a lovely patio space. We have established and grow a large variety of edible plants. On our 1/4 acre lot we use a compost and a rain catching system to support our food forest, spiral herb garden and annual beds. We raise chickens and have been attempting to start an apiary. I am happy to give garden tours if interested.

Apartment in Colorado Springs

A modern kitchen features stainless steel appliances and natural marble countertops. Red and blue accents decorate the cabinetry, while a spacious island is accompanied by light-colored chairs. A dining table with wooden chairs is positioned nearby, and large windows allow natural light to fill the space.

4.97 out of 5 average rating, 341 reviews

Southwestern 2BDR Condo downtown COS Fire pit Deck

Fully remodeled 2-bedroom, 1 bath apartment (in a duplex) located right on the west side of downtown Colorado Springs. Walk to the downtown shops, restaurants, museums, CU, sport venues, hiking trails while having the coziness of a residential neighbourhood. Some features of the house include island kitchen with natural marble countertops, stainless steel appliances, LVP and tile flooring throughout, walk in shower, 16'x16' back deck plus front deck, comfy beds with dressers, etc!

A bright living area features a gray sofa adorned with a vibrant orange throw and decorative pillows. A cozy armchair in soft pink is positioned nearby, while a small table holds a plant and decorative items. Natural light pours in through a large window, illuminating the space.

4.91 out of 5 average rating, 278 reviews

Airy Boho 2-bedroom flat in the heart of town

Enjoy a stylish & unique experience at this centrally-located place. The flat is set in a vintage Art Deco building built in the 1950s. The property has been completely remodeled on the inside with updated amenities, security features and finishes. The flat itself is Boho with a splash of Art Deco Revival (hint 80s). Most of the accent furniture, decor & accessories has been curated from second-hand shops. It is a true mixture of styles which makes it funky and unique!

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, 538 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

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, 311 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 Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.9 out of 5 average rating, 695 reviews

The Ironwood & Lilac Cottage

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, 439 reviews

Downtown Cottage | Hot Tub | Pets | Fire Pit

The fenced backyard features a fire pit surrounded by four comfortable chairs. Soft string lights hang overhead, illuminating the gravel area that includes a green patch of grass and two hammock chairs for relaxation.

4.89 out of 5 average rating, 126 reviews

Dog ❤️, Gorgeous Yard, 14 min to Garden of the Gods

The exterior of a charming two-story house is visible, featuring green siding and a red accent on the upper level. A welcoming front porch is framed by white railings, with large windows allowing natural light. Surrounding trees provide shade and privacy.

4.88 out of 5 average rating, 208 reviews

Adorable Downtown Colorado Springs Home

Home in Old Colorado City

4.96 out of 5 average rating, 137 reviews

Old Colorado City Gem

An outdoor seating area is showcased with modern furniture, featuring four comfortable chairs surrounding a wooden coffee table. The space is anchored by a natural fiber rug, complemented by a greenery wall adorned with cacti, and string lights overhead provide a welcoming ambiance.

4.88 out of 5 average rating, 206 reviews

Outdoor Lounge w/Mtn Views from Hot tub + Firepit

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.

4.82 out of 5 average rating, 505 reviews

Downtown | Hot Tub | Big Backyard | Pet Friendly

Home in Old Colorado City

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, 440 reviews

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

Pet-friendly home rentals with a pool

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.

4.91 out of 5 average rating, 227 reviews

Quite Spacious Apt w/ Game Table, Bball Court

A cozy cabin interior features wood-paneled walls and warm lighting. A neatly made bed with a patterned quilt is positioned beside a window, offering natural light. A rustic dining table for two sits adjacent, with soft grey chairs complementing the space.

Cabin in Garden of the Gods

4.77 out of 5 average rating, 13 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

4.86 out of 5 average rating, 181 reviews

Stylish NEW Home Close to Downtown

The exterior of the home features a light-colored stucco façade and a welcoming entrance. A vibrant flowering shrub adds a pop of color, while landscaped stone and gravel complement the yard. Two garage doors and a concrete driveway provide convenient access.

4.67 out of 5 average rating, 9 reviews

The Mile High Oasis

Cabin in Green Mountain Falls

A spacious living area features wooden beams and a cozy leather couch, complemented by a round coffee table. Large windows allow natural light to brighten the space, revealing a fully equipped kitchen and dining area with seating for six in the background.

5 out of 5 average rating, 44 reviews

Take a Hike, Kids! Literally. Fun Family Getaway

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.

4.96 out of 5 average rating, 26 reviews

King's Oasis

A scenic view showcases a cabin nestled among lush green pine trees, framed by rolling hills and distant mountains. The landscape features varied foliage with a mix of greenery and rugged terrain, highlighting the natural beauty of the area.

Cabin in Cascade-Chipita Park

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

A spacious vacation home is set against a bright blue sky, showcasing a large patio area with arched columns. Lush green grass surrounds the structure, framed by trees, creating a peaceful outdoor setting for relaxation.

4BR home, dog friendly and has indoor pool

Private, pet-friendly home rentals

4.87 out of 5 average rating, 342 reviews

A spacious living area features a cozy brown leather sectional and a coffee table atop a textured rug. A wooden bookshelf filled with books is visible, along with a dining area that includes a table and chairs. Large windows provide natural light and a view of the outdoors.

Cottage in Broadmoor

Desirable Historic 1899 Cheyenne Canyon Cottage

The living area features a neutral color palette with a green accent wall. A comfortable seating arrangement includes a sofa and two chairs, complemented by decorative cushions. A wooden coffee table sits centrally, and natural light enters through a window with light curtains. A TV is placed on a wooden console.

4.91 out of 5 average rating, 154 reviews

180° Mountain Range Views and Centrally Located

4.78 out of 5 average rating, 9 reviews

Condo in the heart of C. Springs

4.97 out of 5 average rating, 119 reviews

A concrete driveway leads to a modern multi-story home, surrounded by a natural landscape of trees and mountains. The back porch features seating and offers views of the outdoor environment, with clouds visible in the sky above.

Guest suite in Broadmoor

Mountain retreat close to it all! Views & privacy!

The exterior of the house features a neutral color palette with stone accents. A welcoming front door is highlighted by a decorative awning. A porch swing sits on the right, complemented by well-maintained grass and a pathway leading to the entrance.

4.96 out of 5 average rating, 27 reviews

Sakura Springs | Garden of the Gods | Dog Friendly

A comfortable living area features a light beige couch and a round dining table with dark chairs. Natural light fills the space through sliding glass doors leading to an outdoor patio. A microwave and beverage station are visible in the corner, enhancing functionality.

4.96 out of 5 average rating, 55 reviews

Airy Guest Suite - Dog-Friendly!

A well-lit living room features a brown leather sofa facing a modern entertainment unit. Two light-colored armchairs and a wooden side table with a lamp are positioned beside a large window, dressed with sheer curtains. A decorative plant and candles enhance the inviting aesthetic.

4.82 out of 5 average rating, 33 reviews

Comfy 3BR, Near Fort Carson & Airport, Family Fun

A two-story gray house is captured from the front, featuring a covered porch with a welcoming entrance. The garage door is visible on the right, matched with stone accents at the base. Lush green grass borders the pathway, with gravel landscaping adding texture.