Kid-friendly vacation rentals in Security-Widefield

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Top-rated kid-friendly rentals in Security-Widefield

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

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Guest favorite

Guest suite in Colorado Springs

4.94 out of 5 average rating, 159 reviews

On mountain time! Pvt King bdrm suite dog friendly

Embrace the southwest in your pvt suite, a soft place to land after traveling, hiking, etc., along the front range. It is a 5 min drive from our quiet neighborhood to everything retail & restaurants, 25-35 mins to dwntn Colorado Sprgs, OCC, Manitou, & the mountains! You have a private entrance and space, amenities to make your stay cozy and comfortable, a *kitchenette stocked with tea, coffee, condiments, spices, and freshly baked goods for breakfast or snacking. *Kitchenette-no sink/dishwasher.

Aug 22 – 29

G$17,347 GYD per night

Guest favorite

Guest suite in Colorado Springs

4.97 out of 5 average rating, 258 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

Oct 13 – 20

G$18,482 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.9 out of 5 average rating, 278 reviews

Private Guest Suite near Downtown, outdoor space

The Guest Suite is conveniently located off Uintah St for you to get to all the fun stuff around the Springs ! We hope your stay here adds to your story of visiting Colorado ! Our space has it all; It's easy to find, free street parking and a lovely shared patio garden area. Inside you have a comfy queen, kitchenette with complimentary coffee and tea. New remodeled bathroom and wifi with streaming TV. We are close to all things Colorado Springs, hiking, breweries, downtown shopping and dining !

Jun 11 – 18

G$18,107 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.99 out of 5 average rating, 103 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 Roku 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 regularly.

Dec 9 – 16

G$19,417 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.91 out of 5 average rating, 198 reviews

Coal Train Inn

Fort Carson! This cute, newly 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 nearby.

Jul 19 – 26

G$26,308 GYD per night

Guest favorite

Bungalow in Colorado Springs

4.98 out of 5 average rating, 120 reviews

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

Mar 9 – 16

G$19,756 GYD per night

Guest favorite

Guesthouse in Old Colorado City

4.97 out of 5 average rating, 812 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

Apr 4 – 11

G$15,690 GYD per night

Guest favorite

Home in Colorado Springs

4.88 out of 5 average rating, 216 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

Aug 15 – 22

G$37,084 GYD per night

Guest favorite

Cottage in Old Colorado City

4.96 out of 5 average rating, 681 reviews

The Bird’s Nest – Tiny Home – Big Location!

Be our guest at the Birds Nest! This historic 1909 “shotgun” tiny house is just two blocks from historic Old Colorado City and central to the best attractions in Colorado Springs. Colorado Springs' Westside is where all the sights, attractions and natural beauty are located. Enjoy quick access to the city’s best restaurants, stores and coffee shops. You will be just down the road from Pikes Peak, Garden of the Gods, Downtown, Manitou Springs and close to great walking and hiking trails!

Oct 3 – 10

G$20,326 GYD per night

Guest favorite

Cottage in Colorado Springs

4.96 out of 5 average rating, 157 reviews

Nestled in scenic Bear Creek Canyon.

This cozy cabin in the foothills is only minutes from Old Coloado City, Manitou Springs, Garden of the Gods and down town Colorado Springs. Located just a few minute walk from section 16 trail head on one side and Bear Creek Regional Park on the other. Built in 1899 this is one of only 22 homes in Bear Creek Canyon. This cabin has high speed internet and cable, 50 inch TV and dvd player for nights inside. A great seating area and green house for enjoying beautiful views outside.

Dec 13 – 20

G$28,826 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 161 reviews

Colorado’s Cozy Corner cottage in mountains

Colorado’s Cozy Corner is a cute home that is close to everything, making it easy to plan your visit. The photos on the walls will inspire you, featuring incredible places in the springs you can visit. While the decorations and modern style of the space will leave you excited to come home after your adventures. This home has two bedrooms, a full bathroom, a full kitchen, a nice living space to relax in, outdoor picnic table and fire pit! It is located in a quiet neighborhood.

Feb 3 – 10

G$22,381 GYD per night

Guest favorite

Cottage in Colorado Springs

4.91 out of 5 average rating, 334 reviews

Hiking & Nature Paradise - Broadmoor/Seven Falls!

Non-smokers only. The Cottage Retreat is nestled in nature with hiking and biking trails directly out the back door. Trailheads to Helen Hunt Falls or Seven Bridges trail directly behind the cottage! Access to Pikes Peak National Forest off-roading trails are just a few blocks away. Walk to the Broadmoor or neighborhood coffee shop for fine dining and drinks. 5 minutes to downtown Colorado Springs for endless entertainment! Lowest cleaning fees in the neighborhood!!

Sep 8 – 15

G$23,462 GYD per night