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!

Home in Old Colorado City

A bright kitchen features green cabinetry that enhances the space's vibrant atmosphere. Natural light streams through a window above the sink, illuminating tiled surfaces. An organized countertop showcases appliances and decorative items, while a dining table stands nearby, complemented by a potted plant.

4.89 out of 5 average rating, 464 reviews

Recording Studio Duplex in Old Colorado City

This unique home sits right in the heart of the west side, with easy access to any experience the springs has to offer. Walking distance to major and natural food store, shops and restaurants and city trails. The home is remodeled to a recording studio and divided in half, this listing is for the lower living half of the duplex and everything pictured is included and private. It features ample parking, gated large pet friendly back yard, covered patio, BBQ area. Full kitchen, bath and queen bed.

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 ✈

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 warm living area is adorned with a large leather couch and a patterned ottoman. Natural light filters through wooden-blind-covered windows, highlighting the wooden flooring. A dining area is visible in the background, featuring a wooden dining table with chairs.

4.94 out of 5 average rating, 366 reviews

*HOT TUB*King Bed*Outdoor Fireplace*Charm*Designer

►Short drive to Downtown area, Colorado College, Garden of the Gods, USAFA ►HOT TUB, private yard with outdoor fireplace ►Ideal for families (booster, crib, etc), friends, or romantic getaways ►Prepare gourmet meals in the chef's kitchen ►Dog friendly with fully enclosed backyard ►Washer/dryer ►High-end mattress and bedding ►Stocked with: board games, puzzles, books, yoga mats, and more ►Complimentary organic local coffee, tea, and healthy snacks ►Designed by boutique NYC interior design firm

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.

4.97 out of 5 average rating, 181 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

Our property is located right in the middle of almost everything you want to see when you come to Colorado Springs. Besides a beautiful view of Cheyenne Mountain with Pikes Peak visible in the distance, you’ll be a stone’s throw from The Broadmoor World Arena, Fort Carson, Cheyenne Mountain Zoo, The Olympic Training Center, and the Air Force Academy. You’ll want for nothing as there is a full kitchen, washer and dryer, and a shower and bathtub, as well as ample room for your family.

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!

4.91 out of 5 average rating, 278 reviews

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.

Flat in Colorado Springs

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!

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.

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, 702 reviews

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

Unwind in the open concept of our centrally located apartment with mountain views. Close to Downtown and Colorado College. The Olympic Training Center is under 1.5 miles away, too! Take a morning stroll to a nearby café and enjoy the peace and quiet of our neighborhood. You'll have the place to yourself, a full kitchen, a washer and dryer, snacks, plentiful provided toiletries, and more. We hope you enjoy your visit to Colorado Springs!

Popular amenities for Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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 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.

4.99 out of 5 average rating, 179 reviews

Private Guest House in the Forest

4.93 out of 5 average rating, 101 reviews

Downtown Colorado Springs Home

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, 337 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

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

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.

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, 384 reviews

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

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 227 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, 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

4.86 out of 5 average rating, 181 reviews

Stylish NEW Home Close to Downtown

Cabin in Garden of the Gods

An inviting cabin interior features warm wooden walls and a vibrant red accent wall. A cozy sleeping area is furnished with a spacious bed and bedside tables. A kitchenette with modern appliances, including a microwave and refrigerator, is positioned in the corner, enhancing the functionality of the space.

5 out of 5 average rating, 7 reviews

Timber Lodge #18

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

Guest suite in Garden of the Gods

A spacious bedroom area is highlighted by a king bed with soft, neutral bedding and bright yellow accent pillows. A comfortable chair and a small workspace are positioned near a large window, allowing natural light to illuminate the room. Decorative items add a personal touch to the space.

4.89 out of 5 average rating, 237 reviews

Private Guest Suite - walk to Garden of the Gods!

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

Flat in Old Colorado City

A spacious backyard features a fenced area with a children's climbing structure and outdoor dining space. Comfortable chairs are positioned around a grill, alongside a pebbled path leading through the yard, surrounded by greenery and trees.

4.93 out of 5 average rating, 499 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

4.97 out of 5 average rating, 118 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!

4.96 out of 5 average rating, 27 reviews

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.

Flat in Colorado Springs

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 cozy studio space features a queen bed adorned with dark bedding. In the background, a kitchenette is equipped with modern appliances and open shelving. A unique wall art piece injects character, while warm lighting adds to the inviting atmosphere.