Family-friendly holiday rentals in Security-Widefield

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.

4.96 out of 5 average rating, 225 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 suite in Colorado Springs

4.99 out of 5 average rating, 158 reviews

Two Bedrooms Plus Full Kitchen—Steps to City Park!

Welcome to Arborview! We love living in the heart of Colorado and would love to share this amazing place with you. Enjoy your morning coffee on the private deck overlooking Cottonwood park, and then walk, ride, or take a short drive to many of the amazing sights Colorado Springs has to offer. At night, come back to your private space to unwind with a favorite dinner prepared in the full kitchen. The apartment takes up the entire lower level of our home and we live on the floors above. #STR-0627

The exterior of a two-story home is shown, featuring a spacious fenced yard with green grass and decorative landscaping. A large patio area is visible, along with a second-story deck accessed by stairs. A shaded area with an umbrella is present, creating inviting outdoor space.

4.91 out of 5 average rating, 187 reviews

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!

A comfortable living space features a blue sectional sofa positioned beside a wooden coffee table. A television is mounted on the wall opposite, with a large window offering views of the surrounding landscape. Natural light fills the room through sheer curtains.

4.95 out of 5 average rating, 109 reviews

Gorgeous Pikes Peak Views, Fireplace & 3-Bedrooms

Your family will be close to everything when you stay at this centrally-located home in a wonderful neighborhood with gorgeous views of Pikes Peak and the entire eastern front of the Rockies! Newly furnished, warm, cozy with a 3-sided gas fireplace, 3-bedrooms (all queen beds). Brand new washer & dryer. Nest heating/AC. Memory foam beds. Pull-out couch. Smart TV's. Keurig system. We have also added a gas grill, a ping pong table, and wicker furniture front and back. All the comforts of home!

The exterior of the home is displayed, featuring a modern two-story design with gray siding and stone accents. A light blue front door is framed by large windows. A neatly paved driveway leads to a two-car garage, surrounded by landscaped greenery.

4.85 out of 5 average rating, 120 reviews

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.

Cabin in Colorado Springs

5 out of 5 average rating, 163 reviews

15 min to Downtown I Romantic I Hiking I Forest

Located beside a babbling creek, our 2-bed, 2.5-bath log cabin offers a unique blend of rustic charm and modern comfort. Whether you're an avid hiker or seeking a tranquil getaway, our cabin's allure lies in its intimate connection with nature. Immerse yourself in the soothing sounds of the river, explore nearby trails and unwind on the creekside deck surrounded by the forest. Warm up by the wood-burning stove in winter. Experience the magic of Cheyenne Canyon-book for an unforgettable stay!

4.94 out of 5 average rating, 140 reviews

A ranch-style home features a beige exterior with brick accents. The driveway leads to a two-car garage. A covered porch displays two plants and a pair of chairs, providing a welcoming spot. Sunlight brightens the scene under a clear blue sky.

Home in Fountain

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.

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.

4.88 out of 5 average rating, 281 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

4.85 out of 5 average rating, 415 reviews

Nature Retreat: Hot Tub, Fire Pit + Projector

★Five Star cleaning team trained in disinfecting and sanitation ★LOCATION: On ten acres in COS towards the Royal Gorge and Canon City. Minutes to Fort Carson & Olympic shooting range. Short drive to downtown, Garden of the Gods, Pikes Peak, USAFA ★Grill & gas firepit ★Hot Tub ★Movie projector w/Apple TV ★Game room w/dart board, games, books and toys ★Wood stove fireplace ★Equipped kitchen: coffee maker, waffle maker, popcorn maker, mixer, blender, pots, pans, toaster & more ★Garage

4.96 out of 5 average rating, 302 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

The closest you'll get to beach vibe with Pikes Peak Views! RARE lakeside home yet only 1 mile from downtown and central to the best in the Springs! 🌟 What you'll love • All king-sized beds • Outdoor glamp bedroom with lake views – guest favorite! • 7person hot tub with Pikes Peak & lake views! • Fully stocked kitchen + BBQ grill + wood-fired pizza oven • Large, fenced yard perfect for families or furry friends • Unlimited paddleboard access on the lake • 420 friendly (outside)

A hot tub bubbles gently under a covered patio, with a sturdy table and benches visible in the background. The inviting water reflects soft light, while the overhead covering provides shade and protection from the elements.

4.94 out of 5 average rating, 173 reviews

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!

4.89 out of 5 average rating, 440 reviews

An exterior view of the cottage features a spacious deck made of warm-toned wood. Outdoor seating, including a rocking chair and a table with an umbrella, is arranged on the patio. Lush green grass surrounds the structure, along with garden beds filled with vibrant foliage.

Cottage in Broadmoor

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!!

Popular amenities for Security-Widefield family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor space features a fire pit surrounded by several adirondack chairs on gravel. A private hot tub is visible in the background alongside a barbecue grill. String lights hang above, illuminating the scene as a pastel sunset colors the sky.

4.94 out of 5 average rating, 134 reviews

Hot Tub + Fire Pit + Grill | Long Stay Discounts

4.89 out of 5 average rating, 708 reviews

The Ironwood & Lilac Cottage

Guest suite in Colorado Springs

A serene mountain landscape captures Pikes Peak, its snow-capped summit glowing in the moonlight. Surrounding homes are visible in the foreground, set against the softly lit evening sky.

4.98 out of 5 average rating, 254 reviews

A Suite with a Sweet View, with Hot Tub

The inviting exterior of the cottage features a blue facade with large windows. A well-maintained lawn is surrounded by gravel pathways and bordered by trees. A driveway and garage are visible on the side, providing convenience and ease of access.

4.97 out of 5 average rating, 274 reviews

Modern Cottage with Hot Tub, close to Downtown

4.95 out of 5 average rating, 133 reviews

A winter scene showcases a rustic wooden gate opening to a snowy landscape. Mountaintops are blanketed in white, while evergreen trees stand among the snow. The foreground features a wooden fence, framing the serene view of the distant hills and clear blue sky.

Home in Broadmoor

Stunning Cañon Retreat, views from backyard

Home in West Colorado Springs

A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.

4.92 out of 5 average rating, 346 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

A private backyard oasis features a relaxed hot tub under a wooden pergola, surrounded by a wooden fence and landscaped with white gravel. Stairs lead up to the entryway of the home, illuminated by natural light.

4.98 out of 5 average rating, 366 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

An outdoor seating area is showcased with modern furniture, featuring four comfortable chairs surrounding a wooden coffee table. The space is anchored by a natural fiber rug, complemented by a greenery wall adorned with cacti, and string lights overhead provide a welcoming ambiance.

4.89 out of 5 average rating, 231 reviews

Outdoor Lounge w/Mtn Views from Hot tub + Firepit

Family- and pet-friendly home rentals

Guest suite in Colorado Springs

A spacious bedroom features a king bed with a premium memory foam mattress, accented by two bedside tables, each with a lamp. A simple desk is positioned nearby, and soft carpeting covers the floor.

4.95 out of 5 average rating, 176 reviews

Private Suite w/ Hot Tub near Downtown COS

Guest house in Colorado Springs

A spacious living area showcases a cozy sofa adorned with colorful textiles, set against wooden log walls and warm lighting. A staircase made of natural wood curves upward, leading to the sleeping loft. Windows allow natural light to fill the space, offering views of the surrounding forest.

4.94 out of 5 average rating, 199 reviews

Rustic Bunkhouse in Black Forest

Guest house in Colorado Springs

4.95 out of 5 average rating, 150 reviews

A-Frame Country Cabin

4.95 out of 5 average rating, 128 reviews

Charming Home with Mountain Views & Sunny Patio

4.98 out of 5 average rating, 244 reviews

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

Guest house in Ivywild

New Luxury 1 - Bed Near Downtown

Flat in West Colorado Springs

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.

4.93 out of 5 average rating, 528 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

A bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.

4.95 out of 5 average rating, 371 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

Townhouse in Garden of the Gods

4.98 out of 5 average rating, 281 reviews

Hot Tub * Patio | 5 mins: Manitou, Garden of Gods

Family-friendly home rentals with a pool

Superhost

A spacious living area is furnished with a leather sofa and two easy chairs adjacent to a wooden accent table. Floor-to-ceiling windows offer expansive views of the surrounding landscape, while sliding glass doors provide direct access to the L-shaped terrace.

Flat in Colorado Springs

4.55 out of 5 average rating, 71 reviews

Overlooking Mountain Views | Terrace | Pool access

5 out of 5 average rating, 6 reviews

The exterior of a rustic adobe cottage is featured, showcasing a shaded porch with seating. Lush greenery surrounds the property, and a neat stone border defines the garden area. The soft sunlight illuminates the peaceful yard, creating a calm outdoor setting.

Cabin in Manitou Springs

2 Bedroom Cottage with Kitchen on 3 acres

4.92 out of 5 average rating, 260 reviews

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

Quite Spacious Apt w/ Game Table, Bball Court

Superhost

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

Guest house in Colorado Springs

4.91 out of 5 average rating, 130 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

4.94 out of 5 average rating, 18 reviews

A well-maintained grassy yard is framed by a white picket fence. A large tree and decorative plants are visible, alongside a small swing set. The exterior of the house features large windows and is accompanied by a storage shed in the background.

Guest suite in Fountain

Settlers Pass apartment to experience Colorado

4.88 out of 5 average rating, 133 reviews

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

Home in Woodland Park

Sunshine Mountain , experience true Colorado!