Family-friendly holiday rentals in Colorado Springs

4.99 out of 5 average rating, 190 reviews

A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.

Cabin in Monument

Cozy A-Frame Retreat “Hot Tub”w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian 🇸🇪 inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Springs & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

5 out of 5 average rating, 375 reviews

A collage of charming farm animals is displayed, featuring a close-up of a dog, a pig beside a sunflower, a basket filled with eggs, a goat with kids, and a duck swimming peacefully in water. The background reveals scenic views of Pikes Peak.

Flat in Briargate

URBAN FARM • KING BED • no cleaning fee/no chores

Private entry, to clean and bright, lower level of home! Views of Pikes Peak! Briar Patch Urban Farm welcomes guests to a quaint homestead on 1/3 acre. Dwarf Goats, Chickens, Call Ducks, and Piggy, are some of the charming characters here - plus our Great Danes, Benny & Cowboy! 👉🏻READ ENTIRE LISTING 👉🏻ALL ADULT GUESTS MUST BE LISTED ON RESERVATION BY NAME 👉🏻$20/ADDITIONAL GUEST after 1st two 👉🏻HOST WILL CONTACT YOU UPON BOOKING 👉🏻”CHECK-IN” REQUIRES RESPONSE DAY BEFORE CHECKING IN

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!

Guest house in Garden of the Gods

A welcoming sitting area features two cozy chairs and a central wooden table, framed by large windows that showcase stunning mountain views. A telescope is positioned near the window, and potted plants add greenery to the bright space.

5 out of 5 average rating, 140 reviews

Walk to Garden of the Gods | Hot Tub | Epic Views!

Enjoy stunning views of the sun setting behind Pikes Peak through floor-to-ceiling windows! Sip your morning coffee on the private patio as a family of deer wander by. Walk into the Garden of the Gods and then relax in the hot tub beneath the stars. Prepare a delicious meal with everything you need already provided for you; cookware, oils, and spices - and enjoy it with mountain views as your backdrop Discover your ideal Colorado Springs retreat in my lovingly renovated historic guesthouse!

Treehouse in Cascade-Chipita Park

The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.

4.99 out of 5 average rating, 304 reviews

Luxury Treehouse Escape | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Cabin in Cascade-Chipita Park

A hammock is positioned under tall trees, providing a view of the cabin beyond. The backyard features a grassy area with cornhole boards set up for leisure activities. The surrounding trees and mountains add to the serene atmosphere.

4.95 out of 5 average rating, 213 reviews

RiverHouse South w/ Sauna, Hot Tub & Fireplace

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!

4.98 out of 5 average rating, 120 reviews

A shaded porch is highlighted with wooden rocking chairs facing scenic mountain views. The cabin's wooden exterior features log paneling and a stylish wall light. The expansive deck allows for easy transition between indoor and outdoor spaces.

Cabin in Divide

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!

4.95 out of 5 average rating, 108 reviews

A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.

Tent in Monument

Luxury Creekside Glamping Tent w/ Hot Tub & Views

A glamping retreat—no extra fees! "King's Quarters" includes a king bed and outdoor bathroom, nestled right beside the creek, with a pergola deck and private backroom with hot tub. Enjoy $450 in free enhancements—propane, cooler & ice, homemade wine or kombucha, early check-in/out, pet & cleaning, and more. NOTE: King's Quarters has been winterized for the season. The hot tub is still hot, but water has been unhooked. Heaters, extra blankets, and a water thermos will be added for you.

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!!

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.

4.99 out of 5 average rating, 198 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

4.99 out of 5 average rating, 198 reviews

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

A spacious living area is highlighted by a large area rug, featuring a black coffee table and comfortable leather sofas. Natural light enters through large windows, while wall art and plants add warmth to the inviting space. The dining area is visible in the background.

4.93 out of 5 average rating, 258 reviews

Perfectly Located Freshly Updated!

Newly remodeled 4 bedroom home in quiet cul-de-sac that can sleep up to 10 people. Always a proffesional cleaning team between guests. Take a beautiful hike only .8 miles away at Palmer Park, quick 2.5 miles to UCCS, and visit Garden of the Gods, Air Force Academy, Old Colorado City, and Manitou Spring, Downtown all within a 15-20 minute drive. In the evening you can grill outside watch a movie or just relax! STR permit #651

Popular amenities for Colorado Springs family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 523 reviews

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

A spacious backyard is visible, featuring a rustic stone firepit surrounded by tree stump seats. A large green slide extends from an elevated wooden deck, which is complemented by a grassy area and wooden fencing. The house has a modern design, with a blue exterior.

4.95 out of 5 average rating, 220 reviews

Hillcrest Chalet | Spa | Slide | King Bed | USAFA

4.97 out of 5 average rating, 299 reviews

A bright seating area features large windows that offer mountain views. Two modern chairs, one in yellow and another in red, are positioned beside a small white table. A decorative plant sits on the table, with pendant lighting hanging from the wooden ceiling.

Home in Manitou Springs

Tree Retreat & Soaking Tub by Garden of the Gods

5 out of 5 average rating, 101 reviews

Guest suite in Monument

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

Guest suite in Colorado Springs

A hot tub is illuminated with soft blue light, set on a private patio. String lights decorate the area, enhancing the outdoor atmosphere. In the background, a staircase leads to a spacious wooden deck surrounded by trees, creating a serene setting at dusk.

4.96 out of 5 average rating, 277 reviews

The Black Forest Estate

4.95 out of 5 average rating, 419 reviews

A private hot tub is positioned in the backyard, illuminated in soft purple light. The surrounding area features decorative string lights in nearby trees, enhancing the ambiance. A wooden fence provides privacy, while stone pathways connect to the inviting outdoor space.

Flat in Shooks Run

✦The Vintage Tudor✦ Firepit┃TVs┃Hot tub┃Downtown

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 444 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

Superhost

Two shared hot tubs are situated on a concrete patio, surrounded by lush greenery. A patterned outdoor mat lies between them, enhancing the serene environment. The stone exterior of the property is visible in the background, complementing the natural setting.

Home in Cascade-Chipita Park

4.75 out of 5 average rating, 109 reviews

Upper Stone Lodge | Hot Tub| Game Room| Upper Unit

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 168 reviews

A spacious living room is accented by warm leather seating and natural light streaming through large windows. A decorative stone fireplace stands opposite a flat-screen TV, while artwork and a cozy rug add inviting touches to the neutral-toned decor.

Home in Broadmoor

Canyon Retreat! 3min to Broadmoor. Hot Tub!

4.92 out of 5 average rating, 105 reviews

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

Cabin in Florissant

Timberwood Cabin

4.98 out of 5 average rating, 112 reviews

The exterior of the chalet is illuminated by warm string lights at dusk, showcasing a wood and glass structure surrounded by trees. A soothing hot tub is visible on the deck, offering a perfect spot for relaxation under the evening sky.

Cabin in Woodland Park

Dogs YES, Scenic Vws, Fireplace, Hot Tub, 2 Decks

4.91 out of 5 average rating, 101 reviews

A spacious deck features a modern propane firepit surrounded by several blue chairs. The cabin is visible in the background, nestled among trees with a clear sky above. The deck provides an inviting spot for gathering and enjoying nature.

Home in Divide

A-Frame Cabin w/Game Room, Fire Pit + Sauna

4.98 out of 5 average rating, 186 reviews

Cabin in Florissant

Elwood A-frame | Hot tub | Fire Pit | Pike's Peak

4.95 out of 5 average rating, 790 reviews

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

Flat in Colorado Springs

Downtown Old Colorado City with Panoramic Views

Cabin in Cascade-Chipita Park

A warm living area features large windows framing scenic views of surrounding trees. The space includes a leather sofa, a loveseat, and an accent chair arranged around a coffee table, complemented by a patterned area rug and a lamp that adds soft lighting.

4.92 out of 5 average rating, 133 reviews

The HeartRock House in Cascade

An open loft bedroom features a large queen bed adorned with crisp linens and vibrant accent pillows, situated on a geometric-patterned area rug. Two bedside tables with lamps flanking the bed provide illumination, while a small desk and chair are positioned nearby, enhancing the room's functionality.

4.94 out of 5 average rating, 154 reviews

Old North End Carriage Home: Grill, Playroom, Roku

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, 261 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

4.88 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!

5 out of 5 average rating, 25 reviews

The exterior of a two-story home is displayed, showcasing a well-maintained backyard with a semi-inground heated pool surrounded by white lounge chairs. A deck with stairs leads to the entrance, while a sunroom is visible beneath the windows. Neatly trimmed greenery frames the area.

Home in Woodmoor

Spacious, Mountain Views, Heated Pool, & Sunroom!

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak