Kid-friendly vacation rentals in Security-Widefield

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Top-rated kid-friendly rentals in Security-Widefield

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Guest favorite

Tiny home in Colorado Springs

4.99 out of 5 average rating, 411 reviews

Reconnect in the Heart of Downtown. STR-1046

Welcome to The Golden Egg Cottage! The bright 320 sq ft backyard cottage is within walking distance to The Olympic Training Center, Memorial Central Hospital, and only 1.5 miles to downtown! Besides being centrally located, the cottage is thoughtfully furnished making it the perfect place to stay in Colorado Springs. So come and enjoy the taste of the tiny life and be surprised by how peaceful downtown can be. * Just as a note, we are a tobacco-free and 420-free property. * From the alley, guests may park (1 vehicle) behind the cottage and have direct access through their own private entrance. Access to the cottage itself is done with a keypad lock, and a unique code that is only valid during your stay will be provided to you prior to check in. The space is yours, so please make yourself at home! The cottage is located in the second half of our spacious yard and overlooks our garden and hen house. We live in the main house and are available for you during your stay, but our level of interaction is up to you. We are only a message and/or footsteps away. We adore Colorado Springs, as well as our neighborhood, and love sharing what it all has to offer. The cottage is tucked into the central Divine Redeemer neighborhood, bordered by the Olympic Training Center and Memorial Central Hospital. The neighborhood is quite peaceful and is best enjoyed by a relaxing stroll or bike ride to the coffee shops and Boulder Park. We are conveniently located near a major bus line and a PikeRide, in which you are able to rent a cruiser bike. Since the cottage is located in a family friendly neighborhood, please no parties. We also ask for no smoking on the property. We would like to keep our home completely smoke free for all our guests.

Oct 22 – 29

$95 per night

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.

Oct 3 – 10

$70 per night

Guest favorite

Guest suite in Colorado Springs

4.95 out of 5 average rating, 118 reviews

Garden of the Gods Getaway Private Suite w/Patio

A private, cozy getaway on the west side of Colorado Springs close to Garden of the Gods and U.S. Air Force Academy with easy access to all the great hiking/biking trails, attractions and entertainment options available to Colorado Springs. Guests will have private entry access to an entire basement complete with 1 bedroom(w/ 2 beds), 1 full bath, living room, dining area, and patio. There is also a walking/bike path that connects the neighborhood with the greater Colorado Springs trail system.

Jun 14 – 21

$107 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.

Jan 21 – 28

$109 per night

Guest favorite

Bungalow in Colorado Springs

4.98 out of 5 average rating, 121 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

Oct 26 – Nov 2

$77 per night

Guest favorite

Guest suite in Colorado Springs

4.95 out of 5 average rating, 191 reviews

The Black Forest Estate

Come relax on our private 5 acre property with its hot tub, beautiful grounds, gourmet kitchen and luxury linens. Your space is completely private. We provide the best amenities with distinct upgrades not normally found in an airbnb. Take a walk on the private ¼ mile trail where you’ll see deer and our local black squirrels. Cook a gourmet meal in the fully appointed private kitchen with premium cutlery. Relax under the stars and amongst the pine trees in the hot tub just outside your door.

Mar 14 – 21

$100 per night

Guest favorite

Townhouse in Colorado Springs

4.91 out of 5 average rating, 163 reviews

❀ Stunning ❀ Townhouse with A/C! Sleeps 5 People

This stunning 2 Bedroom Townhouse is sure to bring the ultimate relaxation. Recently renovated , this 916 sf unit sleeps 6 people & features washer/dryer, sleeper sofa, wifi, King size bed in master, A/C, 1.5 bathrooms, full kitchen (dishwasher, oven/stove, fridge) in a safe neighborhood. Beautifully decorated, this unit provides all linens making this ideal for business travel, vacations or stays in between homes. We also provide cable TV (YoutubeTV) along with DVD player/DVD's & Smart TV.

Sep 24 – Oct 1

$99 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.

Sep 17 – 24

$120 per night

Guest favorite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 164 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.

Dec 26 – Jan 2

$105 per night

Guest favorite

Cottage in Colorado Springs

4.91 out of 5 average rating, 335 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!!

Aug 31 – Sep 7

$98 per night

Guest favorite

Guesthouse in Colorado Springs

4.94 out of 5 average rating, 437 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.

Jan 10 – 17

$55 per night

Guest favorite

Home in Colorado Springs

4.92 out of 5 average rating, 125 reviews

Entire Single Family Home

Newly remodeled single-family home located near the Colorado Springs Airport. Relax and enjoy your privacy in a modern living room that has theater seating. There’s a fully equipped kitchen as well as a patio and grill. The second bedroom has bunk beds available. This home is situated in an ideal Colorado Springs location! Just 5 minutes from the Power’s Corridor, 15 minutes from the Historic Downtown Area, and 25 minutes from The Garden of the Gods.

May 16 – 23

$125 per night