Family-friendly holiday rentals in Colorado Springs

4.99 out of 5 average rating, 222 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, Cabin Retreat/Hot Tub/w-Views

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 while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine is on us! Hiking trails are only minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

KitchenIndoor spacesQuiet

4.96 out of 5 average rating, 334 reviews

A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.

Cabin in Palmer Lake

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado soda

FamilyKitchenQuiet

4.96 out of 5 average rating, 104 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

Relax with the whole family at this peaceful place to stay. Great views and location. Close to shopping , restaurants, Air Force Academy, trails, and hiking . Easy access to I-25 to get to Colorado Springs or Denver . Master Suite with vaulted ceiling, double sided fireplace, large soaking tub, and walk-in closet. Enjoy the gourmet kitchen and coffee bar. Sit outside on the patio and enjoy the views next to the fire pit. You can walk across the street to walk or run on the trails. Safe area.

FamilyIndoor spacesAir conditioning

Cabin in Colorado Springs

5.0 out of 5 average rating, 201 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!

KitchenFamilyCheckout

An expansive home showcases a contemporary Southwestern design, surrounded by lush greenery. Large windows and multiple deck areas provide scenic views. An inset image reveals an indoor heated pool, framed by large windows that invite natural light and emphasize the tranquil indoor space.

4.98 out of 5 average rating, 133 reviews

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

KitchenFamilyOutdoor spaces

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, 330 reviews

Luxury Treehouse Retreat | 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.

FamilyKitchenQuiet

Guesthouse in Colorado Springs

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.98 out of 5 average rating, 126 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo or couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron is first and foremost, an artist.

FamilyKitchenOutdoor spaces

4.98 out of 5 average rating, 144 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!

Indoor spacesKitchenQuiet

Superhost

4.84 out of 5 average rating, 441 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

FamilyKitchenWalkability

The exterior of a modern two-story home is showcased, featuring a blend of white and natural wood siding. A front porch with seating overlooks a well-maintained lawn, while a gravel driveway leads to a garage. Lush greenery and trees provide additional privacy.

4.96 out of 5 average rating, 125 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

Unwind in style at this modern 2-bedroom, 1-bath home located just 1.2 miles from downtown Colorado Springs. As the last house on a quiet street, you’ll enjoy unmatched privacy and serenity—ideal for a relaxing getaway or a focused work-from-home stay. Savor your morning coffee in the fully equipped kitchen, or take a short stroll to explore charming coffee shops and local restaurants nearby. We take pride in offering a clean, comfortable, and thoughtfully curated stay.

Indoor spacesFamilyCheck-in

4.95 out of 5 average rating, 106 reviews

Cabin in Cripple Creek

Mountain Views | Epic Game Room | Fire Pit Nights

Welcome to our 3 bedroom, 2 bathroom A-frame cabin with mountain views, a private hot tub, and a fun game room. • Hot tub, fire pit, and deck for evenings under the stars • Game room with ping pong, arcade-style games, Nerf gear, and board games • Wood-burning stove, Smart TVs, WiFi, and a fully stocked kitchen • About 15 min to Cripple Creek for gold mines, shops, trails, and casinos Unwind, play, and make the most of the mountain air—we'd love to host you!

Indoor spacesFamilyOutdoor spaces

Guesthouse 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, 217 reviews

Rustic Bunkhouse in Black Forest

Retreat from civilization in this beautiful log bunkhouse in the forest. Stroll among the ponderosa pines or sit by the lake on our sprawling 40 acres. Only 10 minutes northeast of Colorado Springs and 20 minutes to the heart of the Air Force Academy. This 1 bedroom (queen), 1 bath also has a 5-bed sleeping loft that sleeps 8 (one queen futon, two double, two single top bunks) and a full kitchen.

KitchenIndoor spacesAccuracy

Popular amenities for Colorado Springs family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cabin in Cascade-Chipita Park

4.95 out of 5 average rating, 243 reviews

Riverside Escape: Hot Tub, Sauna, & Cold Plunge

KitchenIndoor spacesSkiing

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, 229 reviews

Private House in the Forest

Indoor spacesFamilyParks

Expansive mountain views are showcased, featuring the snow-capped peaks of Pikes Peak against a clear blue sky. The foreground includes rooftops of houses, blending naturally with the surrounding landscape, which highlights rolling hills and lush greenery.

4.99 out of 5 average rating, 257 reviews

Breathtaking Mountain Views | Hot Tub | Near USAFA

FamilyKitchenGetting around

5.0 out of 5 average rating, 310 reviews

A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.

Home in Woodland Park

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

Indoor spacesKitchenDecor

Cabin in Cascade-Chipita Park

The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.

4.99 out of 5 average rating, 269 reviews

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

FamilyKitchenAir conditioning

4.99 out of 5 average rating, 152 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

Modern A-Frame w/ Hot Tub + Stargazing Dome

KitchenFamilyAccuracy

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.

4.94 out of 5 average rating, 223 reviews

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

FamilyIndoor spacesComfort

A charming outdoor deck area features a small table surrounded by two woven chairs, showcasing sweeping views of the surrounding mountains and clear blue sky. Lush greenery frames the scene, enhancing the inviting atmosphere for relaxation.

4.96 out of 5 average rating, 446 reviews

Stunning Mtn Views, Spacious, Hot Tub, Fire Pit!

Indoor spacesKitchenQuiet

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 400 reviews

Pet-Friendly - Game Room+Arcade - Mountain Views

Indoor spacesFamilyLong stay

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.

5.0 out of 5 average rating, 225 reviews

Off-grid, Earthen home in the forest!

KitchenIndoor spacesTV

4.97 out of 5 average rating, 772 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

FamilyIndoor spacesHot tub

An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.

4.95 out of 5 average rating, 185 reviews

Dwntwn Bungalow w/ King Bed, Fenced Yard & Hot Tub

KitchenIndoor spacesView

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, 363 reviews

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

Indoor spacesFamilyNearby

4.94 out of 5 average rating, 122 reviews

Home in Woodland Park

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

KitchenFamilyEV charging

A welcoming living area showcases a large sectional sofa adorned with a variety of cushions in neutral and warm tones. A round coffee table is centered on the light wooden floor, and natural light filters in through the windows, providing a cozy ambiance.

4.94 out of 5 average rating, 305 reviews

Indoor spacesKitchenWi-Fi

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, 398 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

FamilyIndoor spacesBarbecue

Family-friendly home rentals with a pool

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.

4.91 out of 5 average rating, 165 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

KitchenIndoor spacesDecor

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, 304 reviews

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

KitchenFamilyTV

The covered deck features a spacious seating area with comfortable furniture and a large outdoor kitchen equipped with a grill and a 36” griddle. A smart TV is mounted on the wall, and patio heaters are positioned for warmth. The pool and hot tub are visible in the background.

4.97 out of 5 average rating, 155 reviews

Staycation

KitchenIndoor spacesHeating

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, 196 reviews

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

Indoor spacesFamilyQuiet

4.94 out of 5 average rating, 263 reviews

A lit hot tub is nestled on a spacious deck, surrounded by trees. Soft blue lights illuminate the water, and string lights hang overhead, creating a serene evening atmosphere. Furnished lounge areas are visible in the background, inviting relaxation.

Cabin in Divide

Hot tub, mtn views, massage chair, & steam shower!

Indoor spacesKitchenValue

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!

KitchenIndoor spacesBathroom

Home in Garden of the Gods

4.98 out of 5 average rating, 40 reviews

Indoor POOL, Hot Tub, Sauna! Garden of the Gods

KitchenIndoor spacesHot tub

A private above-ground pool is featured in a fenced backyard surrounded by landscaped grass. The two-story home is visible in the background, with a wooden deck and patio furniture nearby. A swing set is also present, creating a family-friendly outdoor space.