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, 252 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

PetsAccuracyGetting around

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.

4.95 out of 5 average rating, 410 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!

WalkabilityOutdoor spacesCheckout

Townhouse in Colorado Springs

4.93 out of 5 average rating, 269 reviews

Downtown home. 2 Full Baths*Deck*Yard*Fire pit

This newly remodeled townhome with no shared spaces is located close to downtown, Old Colorado City, trails and sightseeing. Features include 2 bedrooms, 2 full baths, comfy beds with fresh white cotton sheets, fully stocked kitchen with quartz countertop and stainless appliances, walk-in shower plus a tub for your kids, electric fireplace, large deck with lighted gazebo, sectional patio couch, lounge chairs, back yard with artificial grass and grill. Hosted by a friendly and experienced host!

WalkabilityPetsAir conditioning

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.

4.87 out of 5 average rating, 137 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.

WalkabilityPetsBathroom

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.

4.98 out of 5 average rating, 120 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.

PetsOutdoor spacesWi-Fi

4.86 out of 5 average rating, 109 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.

Outdoor spacesPetsKitchen

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, 259 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.

PetsWalkabilityQuiet

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, 354 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

WalkabilityOutdoor spacesLayout

Home in Old Colorado City

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.

4.92 out of 5 average rating, 381 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

Outdoor spacesWalkabilityView

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, 123 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

Outdoor spacesPetsQuiet

4.96 out of 5 average rating, 251 reviews

Centrally Located with 180° Mountain Range Views

Welcome to this centrally located unit with 180° Mountain Views! The unit has 2x private decks, a fenced in yard for your dogs, and is business travel ready. The kitchen is stocked with everything you need to enjoy meals together, from a coffee pot to a waffle maker. Also, we provide some children's items to ease travel You are only: 5 minutes to restaurants, movie theaters, parks, and shopping 10 mins to Colorado Springs Airport and 13 mins to Downtown Colorado Springs!

Outdoor spacesPetsView

4.96 out of 5 average rating, 174 reviews

Couples Getaway w/ Hot Tub, Fire Pit, Grill

✔ King bed ✔ Hot tub, fire pit, and grill (not shared) ✔ Fenced-in yard, suitable for dogs and children ✔ 2 miles from Downtown Colorado Springs ✔ Near Olympic Training Center ✔ In-home washer & dryer ✔ Electric fireplace -Ideal for couples, vacationers, honeymooners, college visitors, Air Force families, business travelers, and small families or friends. -Private side of a single-level duplex—interior, yard, and amenities are not shared. -Easy access to Denver.

WalkabilityOutdoor spacesQuiet

Popular amenities for Security-Widefield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 153 reviews

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

Outdoor spacesPetsLocation

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, 214 reviews

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

Outdoor spacesPetsCheck-in

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.

4.89 out of 5 average rating, 283 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

PetsOutdoor spacesTV

4.89 out of 5 average rating, 741 reviews

The Ironwood & Lilac Cottage

PetsOutdoor spacesAmenities

4.97 out of 5 average rating, 332 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

PetsOutdoor spacesCheck-in

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

4.94 out of 5 average rating, 558 reviews

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

PetsOutdoor spacesBreakfast

4.95 out of 5 average rating, 390 reviews

Pet-Friendly - Game Room+Arcade - Mountain Views

PetsOutdoor spacesKitchen

Home in Old Colorado City

A spacious outdoor deck is shaded by a large fabric canopy, featuring comfortable wicker seating and a grill. The surrounding area includes gravel landscaping with flower planters and a privacy fence, creating a cozy and inviting space for relaxation.

4.84 out of 5 average rating, 331 reviews

The Clubhouse

WalkabilityPetsLong stay

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, 195 reviews

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

WalkabilityPetsCleanliness

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, 296 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

Outdoor spacesPetsKitchen

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, 49 reviews

King's Oasis

Outdoor spacesPetsAir conditioning

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.

4.91 out of 5 average rating, 67 reviews

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

Outdoor spacesWalkabilityCheckout

4.98 out of 5 average rating, 48 reviews

Cabin in Cripple Creek

Secluded Cabin, Overlooking a Creek on 4 Acres

WalkabilityOutdoor spacesNearby

Cabin in Green Mountain Falls

A bird's eye view captures the welcoming ambiance of Green Mountain Falls, featuring a charming, low-rise building alongside a well-maintained road. Vehicles are parked conveniently nearby, and the surrounding hills are lush, offering a picturesque backdrop of nature.

5.0 out of 5 average rating, 49 reviews

Mountain Cottage | 13 Min to Manitou

PetsWalkabilityParks

Apartment in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

WalkabilityDecorHospitality

Cabin in Cascade-Chipita Park

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

Private, pet-friendly home rentals

4.87 out of 5 average rating, 101 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

Outdoor spacesPetsHospitality

Guesthouse in Colorado Springs

4.94 out of 5 average rating, 161 reviews

A-Frame Country Cabin

PetsOutdoor spacesBarbecue

4.94 out of 5 average rating, 772 reviews

A charming log cabin is framed by lush greenery, displaying a welcoming front porch with hanging plants. The structure features natural wooden logs, a gray roof, and a stone pathway leading to it. Nearby trees provide a sense of privacy and seclusion.

Cabin in Manitou Springs

Keithley Pines Bristlecone Cabin

PetsOutdoor spacesCheck-in

4.92 out of 5 average rating, 194 reviews

Hot Tub • Fenced Yard • Pet Friendly • Downtown

Outdoor spacesWalkabilityLocation

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 471 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

Outdoor spacesPetsKitchen

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, 613 reviews

Private Studio Comfort with a view

WalkabilityOutdoor spacesDecor

An open loft bedroom features a large queen bed adorned with crisp linens and vibrant accent pillows, situated on a geometric-patterned area rug. Two bedside tables with lamps flanking the bed provide illumination, while a small desk and chair are positioned nearby, enhancing the room's functionality.

4.93 out of 5 average rating, 188 reviews

Old North End Carriage Home: Grill, Playroom, Roku

WalkabilityPetsFamily

A bright living area features white leather sofas arranged around a glass coffee table. A ceiling fan is mounted above, and a piece of mountain artwork decorates the wall. The space opens up to a dining area and kitchen visible in the background.