Family-friendly holiday rentals in Security-Widefield

Ivywild Boutique Cottage with Patio

Discover urban living in this inviting home with chic furnishings and decor, a cozy fireplace, and an outdoor living space resembling a French park with a gazebo, arbor, gravel pathways leading to a flagstone terrace, and al fresco dining. The cottage is committed to Airbnb's Enhanced Cleaning Protocol. Because of this please adhere to the posted check -in and check -out times. Alterations to these times cannot be allowed in order to follow protocol procedures and to make your stay safe and healthy. Ivywild is fast becoming the coolest neighborhood in Colorado Springs. Your Boutique Cottage is situated in the heart of this area and has many unique amenities such as full laundry room and flagstone patio for morning coffee or evening cocktails. Redesigned down to the studs with the latest technology and comforts such as WiFi, USB plugs , air conditioning and flat screen TV with HBO and Netflix. Enter the cottage with a simple access code - no key needed! The Cottage includes a full kitchen and laundry room with washer and dryer. The entire cottage is fully renovated and remodeled yet retains its original 1940s charm. There is a flagstone patio in front as well as designated guest parking provided. Since it is a single level duplex , the owner is close by should you need anything extra or would like recommendations for shopping or dining in the area . The cottage is located in the Ivywild neighborhood of the Creek District. The property is an 8 minute walk to shops, restaurants, and the local performing arts theater. The area is very walkable . Walk or bike to the Creekside District. Bikes available on request and provide a great way to get to nearby bars and restaurants with out driving.l The Cottage is equipped with extras to make your stay relaxed and enjoyable such as; Keurig coffee pods, fire logs for fireplace and laundry products for full laundry room. The kitchen is equipped with everything you'll need for preparing snacks or meals. Bathroom includes amenities such as designer shampoo, conditioner , body soap, lotion and Turkish cotton towels.

Urban Float - Private Heated Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with a private indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby. Book your unforgettable Colorado Springs escape today!

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

Perfect for Families Fire Pit BBQ & Mountain Views

★Quiet Peaceful Centrally located ★Fast Wifi, keyless entry with cable TV ★5 Star cleaning disinfecting sanitation ★Short drive to Fort Carson, Cheyenne Zoo, Cheyenne State Park etc ★Walmart 10 min ★5 min. Drive to 1-25 ★Fenced in yard on Corner lot with great neighbors. ★Parking up to 6 vehicles ★Enjoy the park right across the street for morning or evening walks ★Fully equipped spacious kitchen with everything you'll need. ★Fire Pit! ★2nd story deck with amazing views of Cheyenne Mountains!

4 Bdrm/Beautiful/Cozy/Family Getaway

You will bring the whole family to this beautiful home with lots of room for fun. This 4 bedroom, 2.5 bath home offers plenty of space and convenience for you and your 7 guests. You will be located in a sought after neighborhood with miles of dirt trails for bikes, runs, or walks. The neighborhood offers 4 playgrounds, all within walking distance. Home has close access to trails and sidewalks. Your home is located 15 minutes away from Colorado Springs Airport, Peterson SFB, and Fort Carson.

Family friendly, 4 bedroom, 2 bathroom retreat.

This spacious 4 bedroom, 2 bathroom ranch style home with basement is the perfect Colorado getaway for you! It is equipped with many necessities like Wi-Fi, central air, washer-dryer, BBQ grill, color stamped concrete patio with outdoor furniture, fire pits, 65-inch TV with PS4, and much more. This retreat is located in Fountain, CO which is minutes away from Colorado Springs and other local attractions. Each room is fully furnished. We also have a futon and stored pull out beds if needed.

"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

Alpine Escape: Family-Friendly w/ Gorgeous Scenery

Escape to a stunning mountain retreat where families can relax, unplug, and create lasting memories. Breathe in the crisp alpine air as you sip coffee on the wraparound deck, while the kids enjoy the tree swing. This spacious cabin offers a full kitchen, cozy lounge areas, and a dedicated workspace. Explore scenic trails just minutes away, with Mueller State Park only 6 minutes from your door and Cripple Creek within 19 minutes. Your perfect family getaway starts here—learn more below!

Cheyenne Mountain Getaway-Entire Lower Level

Our property is located right in the middle of almost everything you want to see when you come to Colorado Springs. Besides a beautiful view of Cheyenne Mountain with Pikes Peak visible in the distance, you’ll be a stone’s throw from The Broadmoor World Arena, Fort Carson, Cheyenne Mountain Zoo, The Olympic Training Center, and the Air Force Academy. You’ll want for nothing as there is a full kitchen, washer and dryer, and a shower and bathtub, as well as ample room for your family.

Private, Unique, Romantic & near Downtown/Hiking

The Jungle Hut is an unique, immersive and romantic experience for lovers, adventurers, or anyone wanting to escape. The sounds of the jungle will welcome you as enter the property while the decor sets the scene. The Jungle Hut is an exotically and uniquely furnished 5-star property offering an unforgettable stay. It inspires romance and adventures in the Springs while being private and serene. It is located close to downtown and only minutes away from hiking and various attractions!

Cozy Family Home near Ft Carson/Broadmoor

Inviting & cozy family home + hot tub just 8 minutes from Fort Carson and 15 minutes to the beautiful Broadmoor area! Jump on I-25 and in just a short drive, get to Garden of Gods, Cave of Winds, Old Colorado City, Cheyenne Mtn Zoo & Manitou Springs (and more) This Single level 2 King Bedrooms/2 Full Bathroom home is perfect for your entire family! Jump in the Hot Tub or enjoy the firepit after a fun day outdoors! See www.visitcos for all the fun things during your stay!

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!!