Family-friendly holiday rentals in Colorado Springs

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, 172 reviews

Old North End Carriage Home: Grill, Playroom, Roku

★LOCATION - This rental is in the upscale, historic Old North End. Walkable to CC. 1.3 mi from downtown. Short drive to USAFA, UCCS + Garden of the Gods. Easy access to I-25 as well as shopping + dining. ★String lights over outdoor dining area with Grill ★King bedroom w/ 55” Roku TV + Living room w/ 46" TV. Roku access to log into Hulu/Netflix. ★Equipped kitchen w/waffle maker, blender + more! ★Families welcome! Playroom with toys + books, children's dishware, high chair, pack n play & baby gate

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, 254 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

Bungalow in Colorado Springs

A serene bedroom features a spacious bed adorned with neutral linens and decorative pillows. Two windows provide natural light, complemented by light-filtering curtains. A bedside table with a lamp and a cozy area rug enhance the warm atmosphere. A potted plant adds a touch of greenery.

4.92 out of 5 average rating, 284 reviews

Dwntwn home w/playroom, Walk to coffee shop & park

★Close to downtown 3 blocks to local coffee, Switchback ★Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ★Family friendly: Pack n play, baby bath, high chair, baby monitors, toy room, board games + more! ★BUSINESS TRAVEL: Fast WIFI, desk, keyless entry & G00gle home ★65” Roku TV in family rm, 54" Roku TV in master ★Fenced in yard w/fire pit & grill ★Fully equipped kitchen w/Keurig & drip coffee maker, waffle maker, blender & more ★BRAND NEW★ comfy beds ★Free Colorado soda

4.98 out of 5 average rating, 394 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

5 out of 5 average rating, 287 reviews

An aerial view of the house reveals its stylish black exterior nestled among lush green pine trees. A spacious deck and hot tub are visible, highlighting the natural surroundings and mountainous backdrop.

Home in Woodland Park

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

🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!

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, 156 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, 313 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.

4.98 out of 5 average rating, 124 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

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

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.

4.93 out of 5 average rating, 364 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

4.99 out of 5 average rating, 248 reviews

Serene Riverside Cabin: Hot Tub, Patio, Fire Pit

With a river in the backyard next to the private hot tub and massive gas fire pit for all of your party, what more could you need?! If you love watching local wildlife cross over a creek on a luxurious back patio that’s perfect for all seasons, then you should book here. Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, gas grill, 2023 top-to-bottom remodel. Book RiverHouse North, by Forest & Peak Retreats, today!

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, 167 reviews

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

►Less than 1 mile from downtown ►Minutes to OTC, Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ►3 blocks to local coffee ►Fenced in yard with dining furniture, yard games, FIREPIT & GRILL ►Smart TVs in living room & bedroom ★BRAND NEW★ comfortable king & queen bed! ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►Fully equipped kitchen ★WAFFLE MAKER★ ►BUSINESS TRAVEL: Fast WIFI, keyless entry, desk ►Free Colorado soda

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, 205 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

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

5 out of 5 average rating, 257 reviews

Home in Divide

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

The exterior of a multi-story cabin features a mix of natural stone and wood siding, surrounded by trees. A set of stairs leads to the main entrance, while large windows provide views of the surrounding landscape. The welcoming design blends seamlessly with the forested setting.

4.96 out of 5 average rating, 113 reviews

Serene Mountain Retreat: Fireplace, Hot Tub, Views

A fenced backyard offers a view of the surrounding mountains and autumn foliage. The grassy area is framed by trees, with a wooden gate visible, leading out to nature trails. The sky is partly cloudy, adding depth to the scenic landscape.

4.95 out of 5 average rating, 147 reviews

Stunning Cañon Retreat, views from backyard

The exterior of a multi-story Victorian home is captured, highlighting its grey siding and white trim. A covered porch features comfortable seating, while a brick pathway leads to a landscaped yard. A patio area with seating can be seen in the background.

4.98 out of 5 average rating, 210 reviews

Walk to Shops, Restaurants, Bars & Farmers Market

5 out of 5 average rating, 108 reviews

Guest suite in Monument

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

5 out of 5 average rating, 586 reviews

A bright and airy dining area features large glass doors opening to a scenic balcony. Two bar stools are positioned at a wooden counter, offering views of the surrounding trees and neighborhood. Natural light enhances the warm tones of the interior.

Flat in Colorado Springs

The Hillside Hideout

4.96 out of 5 average rating, 116 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

4.85 out of 5 average rating, 425 reviews

Nature Retreat: Hot Tub, Fire Pit + Projector

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 170 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!

4.96 out of 5 average rating, 443 reviews

A three-story home featuring a unique eyebrow design is surrounded by greenery and tall trees. The exterior showcases a blend of stone and wood accents, with two garage doors and a round, welcoming front door that leads into the property.

Home in Palmer Lake

★Comfortable Nature Retreat★ Trails, Lake & Dining

4.89 out of 5 average rating, 726 reviews

The Ironwood & Lilac Cottage

A private outdoor patio is furnished with Adirondack chairs arranged around a fire pit table. The dark exterior of the house is accented by warm wood details, and the space is surrounded by lush greenery, offering a peaceful atmosphere for gatherings.

4.97 out of 5 average rating, 240 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

4.98 out of 5 average rating, 179 reviews

The image collage features four areas of the Tecumseh Lodge. A living room showcases a leather sectional, a stone gas fireplace, and large windows displaying snowy trees outside. The loft bedroom displays a queen bed with a cozy couch, while the downstairs master bedroom features a king-size bed and beautifully arranged bedding.

Chalet in Woodland Park

Cozy Forest Escape w/ Hot Tub & Scenic Views

4.97 out of 5 average rating, 233 reviews

Cabin in Florissant

Whimsical Dreams Cabin | Firepit | Kids Fort

Townhouse in Garden of the Gods

4.97 out of 5 average rating, 288 reviews

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

4.95 out of 5 average rating, 375 reviews

Pet-Friendly - Game Room+Arcade - Mountain Views

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

4.56 out of 5 average rating, 73 reviews

Overlooking Mountain Views | Terrace | Pool access

4.92 out of 5 average rating, 272 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, Pool, Bball court

Guest house 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, 146 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

4.91 out of 5 average rating, 88 reviews

Cheerful home w/pool & hot tub in quiet area

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, 29 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 Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

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.