Family-friendly holiday rentals in Colorado Springs

4.99 out of 5 average rating, 218 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 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. 😊

Guest suite in Colorado Springs

The image showcases a rustic mountain retreat nestled in a colorful landscape of autumn foliage. The structure features a red roof and is surrounded by rolling hills and sparse trees, with a winding dirt path leading to the property.

4.99 out of 5 average rating, 264 reviews

Fall Special! Epic Views-Unique Mtn Getaway!

Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

Home in Old Colorado City

The dining area features an antique wooden table surrounded by six elegantly designed chairs. A patterned rug adds warmth to the space, while a large window allows natural light to brighten the room. A guitar rests against the wall, accompanied by a decorative lamp and a potted plant.

4.94 out of 5 average rating, 589 reviews

Bohemian Dream ★Hot Tub★Bike Downtown★Fire pit★

★Five Star cleaning team trained in disinfecting & sanitation ★Attractively located on the west side, 1 mi to downtown ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in backyard w/pergola, firepit, hot tub & grill ★Vintage typewriter & record player w/record selection ★BRAND NEW★ comfortable beds! ★Equipped kitchen w/blender, toaster, coffee maker, etc ★FAST WIFI & bluetooth speaker for BUSINESS TRAVEL ★50” Roku TV in living room, Hulu, Netflix, DVD ★Free Colorado soda

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, 266 reviews

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

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

4.93 out of 5 average rating, 130 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

↠Prime Location: Directly across from Mueller State Park for hiking, wildlife & stunning views ↠Outdoor perks: Nearby biking, snowshoeing, horseback riding, cross country skiing, rock climbing, rafting ↠Spacious Deck: grill, firepit & private sauna for ultimate relaxation ↠Arcade Fun: Game room with classic arcade games, SkeeBall & more ↠Movie room with a 58" smart TV & cozy seating ↠Family Friendly: Kids' books, board games, pack 'n play, high chair & bunk bedroom ↠Wood Stove ↠Equipped Kitchen

Apartment in Old Colorado City

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, 564 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

★Attractively located on the west side, 1 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in Backyard with fire pit, children's climbing structure, outdoor dining & grill ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: FAST WIFI, Alexa, phone charging station, keyless entry ★FAMILY FRIENDLY: Pack N Play, Toys/Games & High chair ★TV w/Amazon firestick (Hulu/Netflix)

4.98 out of 5 average rating, 404 reviews

An A-frame cabin exterior is visible at dusk, with a sloping black facade contrasting against the colorful sunset. A neatly stacked pile of firewood is situated in a circular holder on the deck, alongside a potted plant for a touch of greenery.

Cabin in Woodland Park

Romantic AFrame*Private Trail*Wood Fire*Stargazing

► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

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, 122 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still 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 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‘s first and foremost, an artist.

4.95 out of 5 average rating, 243 reviews

Riverside Retreat: Hot Tub, Sauna, & Cold Plunge

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!

4.92 out of 5 average rating, 696 reviews

The exterior of a charming A-frame cabin is showcased, featuring a wooden deck with a railing. Large floor-to-ceiling windows allow ample natural light into the space, providing a view of the surrounding trees and outdoor seating area.

Cabin in Florissant

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

Home in Old Colorado City

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, 383 reviews

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

★Attractively located on the west side, 0.7 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard with fire pit & grill and hot tub ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: Desk area, FAST WIFI, Alexa, charging cables, keyless entry ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, monitors, toys + more! ★Large Smart TVs ★FREE Colorado soda

4.97 out of 5 average rating, 250 reviews

Cabin in Florissant

Whimsical Dreams Cabin | Firepit | Kids Fort

Unwind in this modern cozy cabin in the Colorado woods! Recently remodeled inside and out. Recently added is a Kids Fort right in the backyard! Come to fish at the local lake, hike hundreds of nearby trails, play the slots at Cripple Creek, and end your day relaxing on the secluded back deck. In the nearby town of Woodland Park, you can do your grocery shopping, have a beer, or grab a coffee and homemade donut! Or take the drive to Colorado Springs (50 minutes) to visit much more!

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, 562 reviews

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

5 out of 5 average rating, 271 reviews

Home in Divide

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

4.97 out of 5 average rating, 335 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

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, 157 reviews

Dog Friendly Home w/ Hot Tub, Fire Pit, Grill

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, 249 reviews

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

4.9 out of 5 average rating, 101 reviews

Joy House | Hot Tub + Outdoor Movies | Gym & Fun

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, 224 reviews

Private House in the Forest

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, 120 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 184 reviews

The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.

Cabin in Cripple Creek

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

4.95 out of 5 average rating, 284 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

4.98 out of 5 average rating, 210 reviews

Cabin in Florissant

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

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, 415 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

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, 264 reviews

Outdoor Lounge w/Mtn Views from Hot tub + Firepit

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, 219 reviews

Off-grid, Earthen home in the forest!

Townhouse in Colorado Springs

A modern kitchen features stainless steel appliances and natural marble countertops. Red and blue accents decorate the cabinetry, while a spacious island is accompanied by light-colored chairs. A dining table with wooden chairs is positioned nearby, and large windows allow natural light to fill the space.

4.97 out of 5 average rating, 404 reviews

Southwestern 2BDR home downtown COS Fire pit Deck

A spacious living area features a large leather sectional sofa adorned with decorative cushions. A round coffee table is centered on a patterned rug, while expansive windows frame mountain views, allowing natural light to illuminate the wood-paneled walls and ceiling.

4.99 out of 5 average rating, 141 reviews

Updated Pikes Peak Cabin: Views, Hot Tub, King Bed

Family-friendly home rentals with a pool

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, 296 reviews

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

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, 161 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

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, 195 reviews

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

An expansive wooden deck features seating with Adirondack chairs, inviting relaxation. A fire pit is positioned nearby, creating a cozy atmosphere for gathering. The cabin exterior showcases a combination of dark siding and stone accents, illuminated by warm outdoor lighting.

4.9 out of 5 average rating, 69 reviews

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

Superhost

Cabin in Manitou Springs

5 out of 5 average rating, 3 reviews

1 Bedroom Cottage with Kitchen

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!

Home in Garden of the Gods

4.97 out of 5 average rating, 38 reviews

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

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.