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, 237 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

Townhouse in Garden of the Gods

4.97 out of 5 average rating, 288 reviews

Hot Tub * Patio | 5 mins: Manitou, Garden of Gods

**20% discount 2+ nights** ***25% discount 7+ nights*** ★Recent Full Remodel Shisharka Lodge is nestled into breathtaking bluffs & prairie, minutes to Garden of the Gods, Pikes Peak & Red Rocks Canyon. Enjoy a private back yard w/ patio, grill & hot tub. Inside is a remodeled/modernized 70's style studio with sunken living room and vaulted ceilings, AC/Heat, new flat screen TVs, kitchenette w/ modern appliances, a work area and fully stocked bathroom. All bedding is new and high quality.

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, 126 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.

The bedroom showcases a stylish design with a unique rattan headboard and comfortable bed adorned with plush pillows. Natural light filters through patterned curtains, complemented by a soft area rug. An accent lamp and wall art add subtle touches of charm to the inviting space.

4.97 out of 5 average rating, 627 reviews

☀Eclectic Escape☀ Hot tub ★Firepit★ Roku ★Downtown

★Five Star cleaning team trained in disinfecting and sanitation ★4 blocks from downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Brand new 6-person HOT TUB ★LANDSCAPED backyard w/FIREPIT & GRILL ★Comfortable beds ★Fully loaded kitchen w/kitchen aid mixer, waffle maker & more! ★FAST WIFI, Bluetooth speaker & desk area for BUSINESS TRAVEL ★42” TV in living room & 32” TV in master w/Hulu & Netflix ★Family friendly ★Washer/dryer ★Driveway parking ★Free Colorado soda

Guesthouse in Colorado Springs

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, 104 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.

Apartment in Colorado Springs

4.98 out of 5 average rating, 104 reviews

The Loft-House on Yampa

Welcome to our loft in the treetops. With views of the mountains you can relax in this peaceful neighborhood located near downtown, with local coffee, parks, and eateries just a walk away. Built in 2020, our amenities (Vibe mattresses and deep soaking tub) are brand new, but we love to refurbish antique furniture so you can enjoy our creative vibe in this comfortable, vintage-chic, home away from home. 2 bedrooms, bathroom, living room with mini fridge and coffee maker. No full kitchen.

Superhost

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.

Home in Downtown Colorado Springs

4.82 out of 5 average rating, 552 reviews

Downtown | Hot Tub | Big Backyard | Pet Friendly

A perfect place to unwind after a day exploring Colorado Springs! This 2-bedroom, 1-bath property is completely renovated, featuring modern decor and an outdoor patio complete with a pergola and a grill! Located in the heart of downtown, you can walk to some of the best restaurants in the city. The home is close to Colorado College, the Olympic Museum, and Cheyenne Zoo, Garden of the Gods, and Pikes Peak. There are miles of hiking trails within 15 minutes of the home! A-STRP-25-0965

4.97 out of 5 average rating, 316 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

The closest you'll get to beach vibe with Pikes Peak Views! RARE lakeside home yet only 1 mile from downtown and central to the best in the Springs! 🌟 What you'll love • All king-sized beds • Outdoor glamp bedroom with lake views – guest favorite! • 7person hot tub with Pikes Peak & lake views! • Fully stocked kitchen + BBQ grill + wood-fired pizza oven • Large, fenced yard perfect for families or furry friends • Unlimited paddleboard access on the lake • 420 friendly (outside)

Cottage in Old Colorado City

A modern kitchen features sleek gray cabinetry and a stylish backsplash with a mosaic pattern. An island with seating is complemented by pendant lighting. Appliances include a microwave and refrigerator, and natural light fills the space through a window.

4.98 out of 5 average rating, 580 reviews

Walk | Shop | Dine | Cottage @ Garden of the Gods

★ "Stay here if you are planning on traveling to Colorado Springs! It is so convenient to Garden of the Gods, Manitou Springs and Pikes Peak!" ⇛ Pet Friendly ⇛ Urban Retreat at base of Pikes Peak surrounded by site seeing and tourism destinations ⇛ Walk 5 mins to coffee, dining, bars, and boutiques ⇛ Drive 7 min. to Garden of the Gods, Downtown C Springs, Manitou Springs ⇛ Smart TV and 665 Mbps internet ⇛Washer and Dryer in unit ⇛ Private Parking Pemit Number: A-STRP-24-0006

An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.

4.95 out of 5 average rating, 167 reviews

Dwntwn Bungalow w/ King Bed, Fenced Yard & Hot Tub

►Less than 1 mile from downtown ►Minutes to OTC, Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ►3 blocks to local coffee ►Fenced in yard with dining furniture, yard games, FIREPIT & GRILL ►Smart TVs in living room & bedroom ★BRAND NEW★ comfortable king & queen bed! ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►Fully equipped kitchen ★WAFFLE MAKER★ ►BUSINESS TRAVEL: Fast WIFI, keyless entry, desk ►Free Colorado soda

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, 107 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

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5 out of 5 average rating, 204 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

Popular amenities for Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 442 reviews

A three-story home featuring a unique eyebrow design is surrounded by greenery and tall trees. The exterior showcases a blend of stone and wood accents, with two garage doors and a round, welcoming front door that leads into the property.

Home in Palmer Lake

★Comfortable Nature Retreat★ Trails, Lake & Dining

The exterior view captures a spacious home nestled among the pines, highlighted by a wraparound deck. The design features a combination of red wood and grey siding. Surrounding natural landscapes provide a serene backdrop, enhancing the secluded feel of the property.

4.92 out of 5 average rating, 161 reviews

Sleeps 12 w/ Hot Tub! Hiking!

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.

4.88 out of 5 average rating, 486 reviews

Pet-friendly downtown cottage with hot tub

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.

4.97 out of 5 average rating, 216 reviews

Cheyenne Mountain Getaway-Entire Lower Level

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, 468 reviews

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

4.99 out of 5 average rating, 212 reviews

WALK Downtown|Pet Friendly|Fully Fenced Yard|BBQ

A cozy bedroom features a spacious bed adorned with a textured blanket in warm tones. Two bedside tables with simple lamps are positioned on either side. A woven headboard adds an organic touch, while natural light brightens the inviting space.

4.99 out of 5 average rating, 115 reviews

Downtown Home Smart Car Plugin - 1 block from CC

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, 109 reviews

Mountain View Ranch with Hot Tub, Games

Pet-friendly home rentals with a pool

Apartment in Colorado Springs

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, 269 reviews

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

4.87 out of 5 average rating, 191 reviews

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

5 out of 5 average rating, 3 reviews

4BR home, dog friendly and has indoor pool

Superhost

Apartment in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

A living area features light wooden paneling and a comfortable gray sofa with checked cushions. A wooden coffee table sits in front, and a wall-mounted TV displays a scenic landscape. A bed and doorway to another room provide additional context.

Cabin in Manitou Springs

4.85 out of 5 average rating, 46 reviews

Timber Lodge #1

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

4.8 out of 5 average rating, 15 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, 46 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, 43 reviews

King's Oasis

Private, pet-friendly home rentals

4.9 out of 5 average rating, 41 reviews

Ultimate Retreat Near Ft. Carson & Peterson

Superhost

4.63 out of 5 average rating, 8 reviews

Ideal New Home for Family of 4!

Guesthouse in Colorado Springs

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, 199 reviews

Rustic Bunkhouse in Black Forest

Apartment 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, 539 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

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.

4.98 out of 5 average rating, 252 reviews

New Luxury 1 - Bed Near Downtown

Apartment 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, 805 reviews

Downtown Old Colorado City with Panoramic Views

4.98 out of 5 average rating, 120 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!

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.