
Family-friendly vacation rentals in Security-Widefield
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Top-rated family-friendly rentals in Security-Widefield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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

The Cozy Yellow Cottage
Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

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

Spacious Modern Central Private Basement Suite
Beautiful, newly renovated, private guest suite in the heart of Colorado Springs. Share our love for travel & national parks with modern, chic, travel-inspired decor. Enjoy privacy with a separate back entrance that leads downstairs to a large living area. You will have your own private bedroom & full bathroom. Kitchenette is perfect for simple meals with a fridge/ freezer, microwave, keurig coffee maker & kettle. Pets are not allowed & smoking is strictly prohibited. Permit #: STR-2383

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.

Rocky Mountain Love Minutes to Ft Carson Broadmoor
Fort Carson / Broadmoor minutes away! Super cute, remodeled guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I- gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do!

Stay for the Space Symposium! 5 mi Away
*Queen bed with memory foam *Lounging couch converts to Queen Bed *Full kitchen & appliances *Walk-in shower *No Pets, No Smoking *5 Blocks to local coffee cafe *Exercise & Recovery: mat, bands, roller, yoga *Washer & dryer *Patio w/ gas grill *Families: pack n play, booster seat & More Nearby: -5 blocks to Memorial Hosp Central -1 mi NE of Downtown -2 blocks to Boulder Park -10 mi to COS Airport -6 mi to GofGods -7 mi to Manitou Sprgs Hosted by local owners STR Permit A-STRP-25-1003

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.

A-Frame Country Cabin
A-frame cabin is situated on a 5-acre rural property just beyond the city limits - it is a detached mother-in-law suite, located 200 ft from our main residence. The cabin includes a loft w/a queen-sized bed, a single pullout couch, & a mini kitchen. It faces eastward, away from the mountains. Ideal for those seeking a peaceful countryside retreat, note that access to the bedroom is via a spiral staircase, and the property is serviced by well water. Owner maintained & operated.

The Bonnyville Suite
Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Mountain Majesty
Nestled against the majestic backdrop of the Rockies, our home boasts a cozy ambiance infused with farmhouse mountain decor. Relax in spacious bedrooms with black out blinds with their own tvs, unwind in the well-appointed living spaces, and savor the breathtaking views from our mountain-inspired haven. Perfect for families or groups seeking a serene escape with easy access to the wonders of Colorado Springs. Your mountain adventure begins here!

Cheyenne Canyon Getaway
This cosy space is the happy in-between of a quiet getaway and a centrally located space near most of Colorado Springs' major attractions. Within walking distance to hiking & bike trails, hop and skip from the Broadmoor, and a 10 minute drive to downtown Colorado Springs. Explore Cheyenne Mountain Zoo, Seven Falls, and Stratton Open Space all in one day!
Popular amenities for Security-Widefield family-friendly rentals
Family-friendly home rentals with a hot tub

3C's cottage

Hot Tub + Fire Pit + Grill | Long Stay Discounts

Stunning Cañon Retreat, views from backyard

Tesla's Cottage

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Private 2BR Hideaway Suite w/ Hot Tub & Firepit!

Across from the Park with Fenced Yard and Hot Tub

Rockrimmon Retreat Hottub - FirePit - Dog Friendly
Family- and pet-friendly home rentals

Feel elevated! Mountain view rooftop patio abode

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

Cheyenne Mountain Getaway-Entire Lower Level

Downtown Old Colorado City with Panoramic Views

Cozy Colo Cottage with love in Old Colorado City

Airy Boho 2-bedroom flat in the heart of town

Convenient Old Colorado City Apartment

Entire Single Family Home
Family-friendly home rentals with a pool

Overlooking Mountain Views | Terrace | Pool access

Urban Float - Private Heated Pool/HotTub & Firepit

Quite Spacious Apt w/ Game Table, Bball Court

Settlers Pass apartment to experience Colorado

Sunshine Mountain , experience true Colorado!

Rustic Historic Colorado Mountain Cabin Pikes Peak

*King Bed*2CarGarage*Gym*Workspace*EVCharger*

1 Bedroom Spotless Condo with King Bed!
When is the best time to visit Security-Widefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ419 | ﺩ.ﺇ375 | ﺩ.ﺇ437 | ﺩ.ﺇ441 | ﺩ.ﺇ503 | ﺩ.ﺇ533 | ﺩ.ﺇ544 | ﺩ.ﺇ547 | ﺩ.ﺇ492 | ﺩ.ﺇ481 | ﺩ.ﺇ485 | ﺩ.ﺇ514 |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Quick stats about vacation rentals that are family-friendly in Security-Widefield

Total vacation rentals
Explore 80 vacation rentals in Security-Widefield

Nightly prices starting at
Security-Widefield vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Security-Widefield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Security-Widefield rentals

4.8 Average rating
Security-Widefield stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a hot tub Security-Widefield
- Pet-friendly rentals Security-Widefield
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- Rentals with a fire pit Security-Widefield
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- Rentals with a patio Security-Widefield
- Family-friendly rentals El Paso County
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- Family-friendly rentals United States
- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Mueller State Park
- Cave of the Winds Mountain Park
- Colorado Wolf and Wildlife Center
- Castlewood Canyon State Park
- Roxborough State Park
- Red Rock Canyon Open Space
- Lake Pueblo State Park
- The Broadmoor Golf Club
- Colorado Springs Pioneers Museum
- Helen Hunt Falls
- Rocky Mountain Dinosaur Resource Center
- Florissant Fossil Beds National Monument
- Royal Gorge Route Railroad
- Royal Gorge Rafting And Zip Line Tours
- Pikes Peak - America's Mountain
- Colorado College
- The Broadmoor World Arena
- Seven Bridges Trail
- Memorial Park
- Miramont Castle Museum




