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.

4.95 out of 5 average rating, 262 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

PetsOutdoor spacesCondition

A cozy living room is presented with two comfortable sofas adorned with a variety of decorative pillows. A low wooden coffee table is positioned on a vibrant area rug, with a television mounted on the wall opposite. Natural light filters through the window, enhancing the welcoming atmosphere.

4.92 out of 5 average rating, 143 reviews

Spacious 4 Bed, Central AC, Fire Pit, Grill, Games

Spacious updated four bedroom home with two bathrooms and large yard with covered back porch, fire pit, & grill. ➜ Fully loaded updated kitchen with dishwasher, blender, mixer, waffle iron, crock pot, etc. ➜ 24 Hour Keyless Entry ➜ Pet Booking - 2x Dogs only (see rules below) ➜ 75" smart TV in living room w/streaming & local channels ➜ Close to I-25, Fort Carson, World Arena and a short drive to Garden of the Gods, Pikes Peak, Zoo and much more! ➜ Stocked with games and puzzles for family fun!.

Outdoor spacesPetsParking

4.95 out of 5 average rating, 103 reviews

Game Room | Colorado Springs Family Stay, Sleeps 6

This home is perfect for families and dog lovers, with kid-friendly amenities and a fenced yard for your furry friends. Enjoy indoor and outdoor entertainment, including a game room with pool, ping pong, and foosball tables. Outside, relax by the fire pit, grill, and gather in the spacious seating area—ideal for family gatherings, friends’ getaways, or a fun vacation. 3 miles to Fort Carson 5 miles to Colorado Springs Airport 10 miles to Downtown Colorado Springs 20 miles to Air Force Academy

PetsOutdoor spacesAccess

The living room features a wrap-around reclining sectional sofa in warm brown tones, positioned around a light coffee table. Natural light enters through ample windows adorned with light curtains. A wall-mounted TV and artwork add functional and decorative elements to the space.

4.96 out of 5 average rating, 157 reviews

Family Home| 3 Bedrooms+Loft| Deck+Firepit|Games

Welcome to Colorado Springs, enjoy our AirBnb house like it’s your own vacation getaway. You will find this 2-story family home just outside our thriving downtown scene! A short drive from Colorado Springs Airport, downtown, all the military bases, shopping, restaurants, entertainment, and all the local attractions. After a day of adventure, return home and enjoy the provided TVs, board games, books, and all the kitchen essentials. Relax out on the deck and end the night around the fire-pit.

Outdoor spacesWalkabilityView

4.88 out of 5 average rating, 104 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

Get cozy and settle into this wonderfully equipped tiny home. This romantic little getaway is the perfect place to relax and unplug from the world. Rustic ranch feeling and is only 15 min. away from the city for night outings. Enjoy all the comforts of a regular home as well as your PRIVATE outdoor patio with a fire pit. Get the smores ready to go with a fuzzy blanket and cuddle up next to your loved one. Or come on over to the shared space where you can enjoy the hot tub underneath the stars.

Outdoor spacesPetsValue

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, 141 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.

PetsWalkabilityBiking

4.86 out of 5 average rating, 110 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.

PetsOutdoor spacesCheck-in

The kitchen features wood cabinetry and granite countertops with a modern stainless-steel refrigerator and microwave. A double oven is installed beneath the countertop. The adjacent dining area showcases a wooden dining table surrounded by curved-back chairs, providing a welcoming space for meals.

4.98 out of 5 average rating, 362 reviews

The Memory Maker! 2 King Beds + Garage & Hot Tub!

Welcome to beautiful Colorado Springs! Step out back onto a charming walking trail Excellent hiking and biking trails are around the corner Relax out back on the deck to grill, gather around the fire pit on the flagstone patio, or soak in the Hot tub Large living areas inside are perfect to make memories with friends and family Cook in the well stocked kitchen and bake in a double oven Close to shops and restaurants Enjoy Streaming, Disney+ & sports on FUBO License #STR-0579

Outdoor spacesPetsLayout

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, 230 reviews

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.

PetsOutdoor spacesGrill

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, 437 reviews

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

STR Permit #A-STRP-23-1485 ★5 Star cleaning team trained in disinfecting + sanitation ★Walk 5 blocks to local Switchback coffee ★1.0 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/FIREPIT + GRILL + HOT TUB ★60" Smart TV in living room & 50" Smart TV in master w/Apps + ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★BUSINESS: Fast wifi, keyless entry + desk area ★Equipped kitchen ★Free Colorado soda

WalkabilityPetsComfort

4.97 out of 5 average rating, 339 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)

Outdoor spacesWalkabilityLong stay

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.

4.97 out of 5 average rating, 608 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

Outdoor spacesPetsSkiing

Popular amenities for Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.9 out of 5 average rating, 121 reviews

Mountain Views and Close to Downtown Home

WalkabilityPetsCheckout

A leather couch with a chaise lounge is positioned in the inviting living area. Soft throws are draped across the seating. Two large windows provide natural light, framing views of the outdoors. A decorative side table complements the space.

4.97 out of 5 average rating, 266 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

Outdoor spacesWalkabilityIndoor spaces

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, 185 reviews

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

Outdoor spacesPetsHot tub

4.97 out of 5 average rating, 140 reviews

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

PetsOutdoor spacesLayout

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.

4.92 out of 5 average rating, 377 reviews

Cozy Colo Cottage with love in Old Colorado City

Outdoor spacesWalkabilityDecor

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, 396 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

PetsWalkabilityBack garden

4.96 out of 5 average rating, 102 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

PetsOutdoor spacesCondition

A cozy living room features a pair of leather sofas with accent pillows, arranged around a wooden coffee table. The space is illuminated by natural light through windows adorned with curtains. Exposed wooden beams and a corrugated metal ceiling add rustic charm.

4.94 out of 5 average rating, 208 reviews

Stay in a Colorado Gold Mine, Hot Tub + Kids Room!

WalkabilityPetsNearby

Pet-friendly home rentals with a pool

Townhouse in Colorado Springs

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.

4.87 out of 5 average rating, 196 reviews

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

PetsOutdoor spacesIndoor spaces

4.92 out of 5 average rating, 304 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

WalkabilityOutdoor spacesGrill

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.

4.94 out of 5 average rating, 51 reviews

King's Oasis

PetsOutdoor spacesComfort

5.0 out of 5 average rating, 4 reviews

Flat in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

WalkabilityLocationNearby

Cabin in Cascade-Chipita Park

An expansive wooden deck features seating with Adirondack chairs, inviting relaxation. A fire pit is positioned nearby, creating a cozy atmosphere for gathering. The cabin exterior showcases a combination of dark siding and stone accents, illuminated by warm outdoor lighting.

4.9 out of 5 average rating, 73 reviews

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

PetsWalkabilityView

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.

4.98 out of 5 average rating, 53 reviews

Mountain Cottage | 13 Min to Manitou

WalkabilityOutdoor spacesKitchen

Cabin in Cascade-Chipita Park

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

4.92 out of 5 average rating, 37 reviews

Cabin in Manitou Springs

Timber Lodge #22

WalkabilityOutdoor spacesAccess

Private, pet-friendly home rentals

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.

4.94 out of 5 average rating, 841 reviews

Downtown Old Colorado City with Panoramic Views

WalkabilityPetsValue

Guest house 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.

4.98 out of 5 average rating, 125 reviews

The Enchanted Hobbit Cottage

Outdoor spacesPetsNearby

4.9 out of 5 average rating, 459 reviews

A rustic living area features a stone fireplace, showcasing a warm fire. A wooden chair and shelves are positioned nearby, while soft grey curtains frame the windows. A lamp with a white shade provides additional lighting, complemented by a colorful woven blanket draped over the couch.

Cabin in Manitou Springs

Keithley Pines Silver Spruce Cabin

PetsOutdoor spacesAir conditioning

Guest suite in Colorado Springs

A spacious bedroom features a king bed with a premium memory foam mattress, accented by two bedside tables, each with a lamp. A simple desk is positioned nearby, and soft carpeting covers the floor.

4.95 out of 5 average rating, 199 reviews

Private Suite w/ Hot Tub near Downtown COS

PetsWalkabilityLocation

Bungalow in Colorado Springs

4.98 out of 5 average rating, 169 reviews

Luxury Escape at 5-Star Madison House in Colorado

PetsWalkabilityLayout

4.97 out of 5 average rating, 770 reviews

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

Guest suite in Broadmoor

Cheyenne Canyon Getaway

Outdoor spacesWalkabilityParking

Townhouse 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, 408 reviews

Southwestern 2BDR home downtown COS Fire pit Deck

PetsWalkabilityTV