Family-friendly holiday 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 favourite
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, 185 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 favourite
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
4.91 out of 5 average rating, 227 reviews

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-25-0737 per Ordinance 7.5.1706 Rules and Regulations

Guest favourite
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.
Flat in Old Colorado City
4.93 out of 5 average rating, 499 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

★Attractively located on the west side, 1 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in Backyard with fire pit, children's climbing structure, outdoor dining & grill ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: FAST WIFI, Alexa, phone charging station, keyless entry ★FAMILY FRIENDLY: Pack N Play, Toys/Games & High chair ★TV w/Amazon firestick (Hulu/Netflix)

Guest favourite
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.
Flat 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

Top guest favourite
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 favourite
A spacious living area is visible with a large sectional sofa, a coffee table, and a flat-screen TV. Natural light is allowed in through the windows, enhancing the welcoming environment. An elegant dining area is adorned with a wooden table and tasteful decor.
Home in Colorado Springs
4.89 out of 5 average rating, 270 reviews

"Central Springs" 4BR/2Bath Home GREAT Location

You will LOVE your stay in this 4 bedroom, 2 bathroom, fully furnished, clean home. This house is perfect for big groups or small. It has Central Heat & Air, full kitchen, BBQ in back, & is in a safe neighborhood. ~11 mins: COS airport ~18 min: downtown Colorado Springs ~25 mins: Garden of the Gods ~25 mins: Manitou Springs ~3 mins: shopping/grocery ~35 mins: Air Force Academy ~18 mins: Cheyenne Mt State Park ~15 mins: Fort Carson ~15 min: Peterson Air Force Base ~2.5 hours: Ski Resorts

Guest favourite
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 favourite
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.
Guest house 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 favourite
Bungalow in Colorado Springs
4.98 out of 5 average rating, 165 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 favourite
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.
Guest house in Colorado Springs
4.95 out of 5 average rating, 597 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 favourite
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 favourite
A cozy living room area features a gray sectional sofa and a work desk, positioned near two large windows with warm curtains. A small wooden table holds a potted plant, while a patterned rug adds texture to the space. Soft lighting illuminates the room.
Home in Colorado Springs
4.88 out of 5 average rating, 109 reviews

Cozy 1-Bedroom Townhouse Downtown Colorado Springs

Enjoy easy access to everything from this perfectly located home base. This private one bedroom, one bath, is located downtown Colorado Springs. This cozy retreat sleeps four guests, making it a great space for two, or a few. We offer modern and convenient amenities to ensure a cozy and memorable stay near the heart of the city. This space is great for the business person, couples getaway, a visiting or vacationing family, and the solo traveler.

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

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Avg. price$147 SGD$132 SGD$154 SGD$155 SGD$177 SGD$188 SGD$195 SGD$190 SGD$169 SGD$155 SGD$150 SGD$162 SGD
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Quick stats about holiday rentals that are family-friendly in Security-Widefield

  • Total holiday rentals

    Explore 80 holiday rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,540 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 of Security-Widefield holiday rentals include wifi 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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