Kid-friendly holiday rentals in Security-Widefield

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Security-Widefield

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

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Guest favourite

Flat

4.93 out of 5 average rating, 429 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

★5 Star cleaning team trained in disinfecting & sanitation ★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 ★Backyard fire pit & 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 ★42” TV w/Amazon firestick (Hulu/Netflix)

Guest favourite

Guest suite

4.96 out of 5 average rating, 299 reviews

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

Superhost

Home

4.8 out of 5 average rating, 108 reviews

Hot Tub | 4 BR | 2 Bath | Sleeps 8 | Central

This family friendly home is centrally located and equipped with everything you need for a fun vacation! You'll love the hot tub, stylish mid century decor, playroom, outdoor hang out space, fully fenced private backyard, and full kitchen. Located in a quiet neighborhood, this 4 bed, 2 bath home has plenty of space for your whole family to spread out and relax. You'll be just minutes from Garden of the Gods, hiking trails, downtown, Old Colorado City, and other attractions. A-STRP-23-0141

Superhost

Flat

4.86 out of 5 average rating, 382 reviews

☀Downtown☀ Hot tub┃Fire pit┃Fenced backyard┃Murals

★Five Star cleaning team trained in disinfecting and sanitation ★1 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS ★Brand new 4-person HOT TUB ★LANDSCAPED backyard w/FIREPIT & GRILL ★50” Smart TV w/ Samsung+ (basic channels + apps) ★Comfortable new KING bed ★Family friendly: Pack 'n play, high chair, toys, baby monitors + bath ★FAST WIFI & G00gle Home for BUSINESS TRAVEL ★Fully equipped updated kitchenette ★Driveway parking ★Free Colorado beer

Guest favourite

Guest house

4.86 out of 5 average rating, 295 reviews

Guests Love Our Sweet Downtown Escape

Have you been searching through endless listings to seeking your perfect home away from home? Be fearless of enjoying your stay in Colorado when you arrive at our furnished 2 BR/1 BA tiny home is ready for you. Located 4 blocks east of downtown and 10 min close to most activities, you will be poised to create lasting memories and enjoy the region's attractions. Reserve your stay today and relax in this beautiful comfortable indoor space to stream TV or chill on the private back patio.

Guest favourite

Apartment

4.88 out of 5 average rating, 144 reviews

Getaway Condo: Spacious + View + Laundry + Quiet

Discover pure comfort in our condo with a private entrance! Two bedrooms, a full bath, a well-equipped kitchen with dining table, & a cozy living room with SmartTV. Free parking, easy neighborhood access, & a central location near many local attractions. Safety is paramount in this peaceful haven, surrounded by hiking trails. This is truly your home away from home with all the amenities you'll need. This is a smoke free unit. Your perfect getaway starts here! Permit #: A-STRP-23-1086

Guest favourite

Cabin

4.97 out of 5 average rating, 127 reviews

Hot tub, 2 living rooms, Dogs allowed, Sleeps 7

Your family and friends will be close to major destinations while staying at this centrally-located home. - Hot tub - Sleeps 6 - Kid-friendly - Dogs allowed - In town, close to multiple coffee shops, grocery stores, hiking trails, and other restaurants - Free coffee & shampoo - 10-35 minutes away from popular attractions (Cave of the Winds, Garden of the Gods, Pikes Peak, Manitou Springs, Wolf Sanctuary, hiking trails, and Cripple Creek casinos) - 35 minutes from the airport

Guest favourite

Cabin

4.98 out of 5 average rating, 151 reviews

Mydnyt Mtn Cabin w/Loft Private Hot Tub/No Fees

Why we are different? Our private road ends at the cabin (not in a neighborhood). You will be all alone on the top of a forest mountain to connect with nature. You will feel like you are all alone in the world (and town is only 5 minutes away). If you want to escape, you found it! 360 views overlooking several famous peaks. Purple night skies are incredible with amazing star gazing. The cabin sleeps 6 comfortably. Mydnyt Mountain awaits you and promises the escape you deserve.

Guest favourite

Home

4.88 out of 5 average rating, 203 reviews

The Charming Cascade Casa- 4bed, Mt View, Hot tub!

Renovated 2 story house plus finished basement on 1/2 acre lot close to downtown with mountain views, a rooftop deck and private hot tub! 4 bedrooms, 3 baths, gorgeous kitchen, dining, and sitting area! Great outdoor space for games. This beautifully decorated home in the heart of the city is close to I-25 and all the attractions of Colorado Springs. Walking distance to the coffee shop, brewery, cafe and restaurants of The Lincoln Center. Perfect for a family getaway!

Guest favourite

Home

4.91 out of 5 average rating, 413 reviews

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5BR vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110

Superhost

Home

4.9 out of 5 average rating, 281 reviews

*Broadmoor Basecamp* family friendly, hiking, zoo

Welcome to the Broadmoor Basecamp, where your adventure begins! * Family friendly with zoo-themed cove with bunkbeds * 2 bedrooms, 2 bathrooms * Close to the historic Broadmoor Hotel and Cheyenne Mountain Zoo * Nearby hiking, shopping, restaurants, and local breweries * Spacious 2 story unit with room to sleep 8 This is the perfect location to experience the best Colorado Springs has to offer. ***We are NOT 420 friendly*** #STR-0239

Superhost

Home

4.88 out of 5 average rating, 141 reviews

Luxurious, Quiet, Families, Hot Tub, Location

Our remodeled home is perfectly located, a home base for roaming all the remarkable sites and scenery of the Pikes Peak region. Located in quiet neighborhood between Downtown and Old Colorado City everything is close. Old Colorado City blends it's historic character with modern boutiques, award winning restaurants and local art galleries. Venturing downtown, to the Broadmoor, Garden of Gods, or the mountains is very easy to do.