Family-friendly vacation rentals in Security-Widefield

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Security-Widefield

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Home in Colorado Springs
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

Guest favorite
A charming yellow Victorian home features a welcoming archway at the entrance, leading to a path surrounded by well-maintained landscaping. Multiple mailboxes can be seen near the front, and mature trees provide a touch of greenery against the bright blue sky.
Apartment in Colorado Springs
4.85 out of 5 average rating, 239 reviews

Downtown/Colorado College 1 bedroom Victorian

This Victorian charmer is an easy 4 block walk to Downtown and Colorado College. Walk 2 houses down and you can stroll through walking/jogging paths in Shook Run Park. Downtown boasts great restaurants and night life. Our one bedroom apartment is good for couples, solo adventurers, and business travelers. It is not large; however, it is in a darling neighborhood close to many of the best site seeing locations, hiking, mountain biking, Garden of the Gods, Pikes Peaks, CC and much more! STR:0027

Guest favorite
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.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 216 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

Top guest favorite
A spacious living area features a comfortable sofa and a large, wooden dining table surrounded by four chairs. A television is positioned on a low stand, while a kitchenette and workspace are visible in the background. The space is well-lit with recessed lighting.
Guest suite in Colorado Springs
4.96 out of 5 average rating, 222 reviews

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

Guest favorite
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.
Guest suite in Colorado Springs
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.

Guest favorite
A well-lit seating area features a gray armchair beside double glass doors allowing natural light. A decorative pillow rests on the chair, and a framed moose print hangs on the wall. A small table with a sign is positioned nearby.
Guesthouse in Colorado Springs
4.9 out of 5 average rating, 216 reviews

Coal Train Inn

Fort Carson is nearby!! Cute, remodeled, 1 bedroom 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-25, the 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!

Top guest favorite
The kitchen features white cabinetry and stainless-steel appliances, including a microwave and gas stove. A brick archway leads to the dining area, which contains a round table surrounded by aqua-colored chairs. A patterned tile floor adds visual interest to the space.
Bungalow in Colorado Springs
4.98 out of 5 average rating, 164 reviews

Walk-in Shower, Patio, Off Street Parking, Grill

The Airbnb experience you’re looking for! *Queen bed & Sofa Bed with memory foam *Full sized kitchen & appliances *Tiled walk-in shower, Fiber WiFi *Washer/Dryer, Central Heat & A/C *Families: pack n play, booster seat, & more *Exercise & Recovery: mat, bands, roller, yoga gear Nearby: -5 blocks to Memorial Hospital Central -1 mi E of downtown -1.5 mi to CO College -5 blocks to local coffee shop -2 blocks to Boulder Park Hosted by local owners. STR Permit A-STRP-23-1345

Top guest favorite
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 596 reviews

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.

Guest favorite
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.
Guest suite in Colorado Springs
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.

Guest favorite
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.
Home in Old Colorado City
4.83 out of 5 average rating, 267 reviews

The Clubhouse

Open the gates leading from the alley and step into your mountain retreat without leaving the city. The large front porch has a nice shade, comfy furniture, and a grill. Centrally located in Old Colorado City, you will love hanging out here with your family. Kids will love the crafts, games, and books available inside. There is a small toy truck collection parked outside. Take home a book from our extensive library, Free!

Top guest favorite
A spacious living area features a large, sectional sofa and a cozy armchair in vibrant purple. A round coffee table sits at the center, complemented by warm wood flooring. Natural light filters through the windows, highlighting the welcoming ambiance of the room.
Cottage in Colorado Springs
4.94 out of 5 average rating, 478 reviews

Cozy Cottage Walking Distance to Downtown

Relax and unwind after a long day of taking in the local sites in this bright and airy 1900's cottage. Located just one block from the extensive Shook's Run walking and hiking trail and a quick 10 minute walk from the heart of Downtown Colorado Springs, this charming little house is close to all the numerous outdoor activities and dining and shopping our city has to offer. City permit #A-STRP-24-0774

Top guest favorite
Guest suite in Colorado Springs
4.94 out of 5 average rating, 413 reviews

Garden patio and Guest room near UCCS

Our cozy guest suite with private entrance has a/c (summer), an electric fireplace (winter), a bathroom with shower and a private patio. Located 3 blocks from UCCS, 1 block from bus line and 4 miles from Garden of the Gods. The bed is Queen sized with a memory foam pad. Designated, off-street parking is provided. Permit #1061

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,850 GYDG$21,340 GYDG$24,896 GYDG$25,105 GYDG$28,662 GYDG$30,336 GYDG$31,591 GYDG$30,754 GYDG$27,407 GYDG$25,105 GYDG$24,268 GYDG$26,151 GYD
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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 G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,540 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 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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