Family-friendly vacation rentals in Security-Widefield

4.98 out of 5 average rating, 119 reviews

The open living area showcases a stylish leather sofa paired with a wooden coffee table, complemented by decorative cushions. Natural light floods the space through skylights and windows. A fully equipped kitchen is visible in the background, along with a cozy dining area.

Guesthouse in Broadmoor

Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a newly-built, stylish, cozy, 1 bed/1 bath home. Perfectly nestled near the mountains in a vibrant, historic neighborhood in a prime location. Whether you are looking for ideal hikes, historic landmarks, or want to indulge in the best local cuisine, you are near it all. Ideal for couples, business visitors, or solo travelers—this inviting space offers the perfect blend of convenience and tranquility. Cheyenne Casita is a safe space for everyone. Permit ASTRP23-1224

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, 247 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

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, 401 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

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, 191 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!

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.

4.87 out of 5 average rating, 135 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, 185 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!

4.86 out of 5 average rating, 109 reviews

A spacious living area features a large, light-colored couch and love seat, complemented by a coffee table with a cozy throw. Large windows allow natural light to fill the room, and the open kitchen showcases modern appliances and a dining table with chairs.

Home in Fountain

Game Room and Rooftop Deck, Stylish 3 Bedroom Home

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

Cabin in Cascade-Chipita Park

4.95 out of 5 average rating, 232 reviews

Riverside Retreat: Hot Tub, Sauna, & Fire Pit

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

A spacious living room is presented, featuring high vaulted ceilings and large windows allowing natural light to fill the space. The area includes gray sofas with vibrant blue and green accents, a decorative area rug, and original artwork on the walls, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 116 reviews

Mandala Manor Hot Tub Oasis

This stunning vacation home features super stylish decor, vaulted ceilings, custom paintings, covered patio, fenced backyard with built in dog-run, and extra amenities for families with children, pets* and 420 vacationers. Located minutes from the Colorado Springs Airport, Schriever and Peterson Air Force Bases, and 20 minutes to downtown Colorado Springs, this location is out of the way but still a great gateway to everything Colorado Springs has to offer. *pet fee applies

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, 177 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!

Tiny home in Colorado Springs

A comfortable studio space is shown, featuring a cozy couch and a wooden dresser under a light fixture. Large windows offer natural light and views of the surroundings. A wall-mounted TV is positioned across from a desk, enhancing the inviting ambiance.

4.94 out of 5 average rating, 105 reviews

Tiny Home Studio, Centrally Located Near Downtown

Studio with one full size bed, couch, updated bathroom, fully updated kitchen, desk, washer/dryer, and 47in TV with Roku and high speed wifi. The studio has fenced yard that is shared with the main house. There is one dedicated drive way parking spot. With views of Pikes Peak and tree lined streets this private studio is surrounded by beauty. Located near downtown Colorado Springs, Old Colorado City , Garden of the Gods, Fort Carson, and Peterson Air Force Base.

4.93 out of 5 average rating, 187 reviews

Hot Tub • Fenced Yard • Pet Friendly • Downtown

Escape to The Spruce House, a pet-friendly retreat just minutes from downtown dining, shopping, and local attractions. Relax in the private hot tub, gather around the outdoor fire table, or unwind with gig-speed Wi-Fi and Smart TVs. Enjoy a fully equipped kitchen, new appliances, stacked washer/dryer, and a peaceful fenced yard. Whether you're here for work, adventure, or a family getaway, we've created a stay that's comfortable, modern, and memorable.

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

A fenced outdoor space features a wooden hot tub positioned on a stone surface. A crushed rock pathway leads toward a red cottage with a window, surrounded by greenery and a clear blue sky. The area offers seating, providing a relaxing environment.

5 out of 5 average rating, 108 reviews

New build, private yard, CEDAR hot tub

A modern living area features a sectional couch facing a wall-mounted television. A sleek fireplace below adds warmth, while natural light enters through glass doors leading to the outdoor space. Decorative plants are placed on shelves, enhancing the ambiance.

4.97 out of 5 average rating, 149 reviews

Cheerful 2 bedroom suite with hot tub.

Cottage in Colorado Springs

A vibrant blue house features a private outdoor hot tub, shaded by a large umbrella. Comfortable seating areas are positioned nearby on the decking, surrounded by a tall wooden fence providing privacy and a green backdrop of trees.

4.98 out of 5 average rating, 239 reviews

The Loft House *Downtown*HOT TUB*A/C*Private House

An outdoor patio area is featured, showcasing a hot tub and a gas firepit surrounded by comfortable seating. Soft lighting enhances the atmosphere, while wooden fencing provides privacy. The space invites relaxation in a serene setting, suitable for evening gatherings.

4.97 out of 5 average rating, 334 reviews

*Top 1% Stay | 2 King Beds + Private Hot Tub*

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

4.95 out of 5 average rating, 211 reviews

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

4.85 out of 5 average rating, 430 reviews

Nature Retreat: Hot Tub, Fire Pit + Projector

4.96 out of 5 average rating, 167 reviews

Couples Getaway w/ Hot Tub, Fire Pit, Grill

The kitchen features wood cabinetry and granite countertops with a modern stainless-steel refrigerator and microwave. A double oven is installed beneath the countertop. The adjacent dining area showcases a wooden dining table surrounded by curved-back chairs, providing a welcoming space for meals.

4.98 out of 5 average rating, 346 reviews

The Memory Maker! 2 King Beds + Garage & Hot Tub!

Family- and pet-friendly home rentals

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

4.94 out of 5 average rating, 550 reviews

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

4.95 out of 5 average rating, 273 reviews

A wooden sign labeled 'Blue Spruce' stands in front of a log cabin, surrounded by tall trees and natural greenery. The cabin features a green roof and large windows, allowing a view of the serene outdoor environment. A path leads from the sign to the entrance.

Cabin in Manitou Springs

Keithley Pines Blue Spruce Cabin

4.97 out of 5 average rating, 756 reviews

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

Guest suite in Broadmoor

Cheyenne Canyon Getaway

A comfortable living space features a brown leather sofa and a recliner, arranged around a wooden coffee table. A patterned area rug lies beneath, while wall art and decorative items enhance the ambiance. A corner fireplace adds warmth to the room.

4.97 out of 5 average rating, 224 reviews

Cheyenne Mountain Getaway-Entire Lower Level

Guest suite in Colorado Springs

A stone pathway meanders through a grassy yard, bordered by flowering plants. Lush greenery complements the landscape, with two clusters of blooming irises standing out. Residential homes are visible to the right, creating a peaceful neighborhood setting.

4.83 out of 5 average rating, 355 reviews

Private Studio on urban homestead Central #0633

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, 387 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

Guesthouse in Colorado Springs

A cozy cabin features a distinctive sloped roof and is surrounded by tall trees. The exterior is constructed from natural wood, complementing the forest setting. A stone fire pit and several outdoor benches are positioned in front of the cabin, providing a welcoming outdoor space.

4.95 out of 5 average rating, 135 reviews

Cozy Fishing Cabin in Black Forest

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5 out of 5 average rating, 215 reviews

Off-grid, Earthen home in the forest!

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 15 reviews

Cabin in Manitou Springs

2 Bedroom Cottage with Kitchen on 3 acres

Guesthouse in Colorado Springs

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.

4.9 out of 5 average rating, 156 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

Apartment in Colorado Springs

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.

4.92 out of 5 average rating, 283 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

4.95 out of 5 average rating, 22 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

Superhost

A spacious living area features a comfortable dark sofa and two patterned armchairs surrounding a glass coffee table. Natural light fills the room through large windows, highlighting the open concept layout that connects to the dining area and kitchen in the background.

Townhouse in Colorado Springs

4.87 out of 5 average rating, 194 reviews

Resort-Style Townhome | Pool, Hot Tub & Gym Access

Superhost

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

4.88 out of 5 average rating, 133 reviews

Sunshine Mountain , experience true Colorado!