Family-friendly holiday rentals in Colorado Springs

Cabin in Cascade-Chipita Park

4.98 out of 5 average rating, 102 reviews

Cabin with Pikes Views, Fireplace, Walk to Winery

Welcome to Cozinook, a beautiful 100-year-old cabin perched on the edge of a neighborhood in quaint Cascade on the famed Pikes Peak. You'll enjoy breathtaking views and hiking out the front door. Watch hawks circle above the Cascade canyon from the cabin's back patio, gather around a roaring fire in the original masonry fireplace for games or a movie, or retreat to the hammock. Ideal for romantic getaways, quiet retreats, small get togethers, and as a base for all your Rocky Mountain adventures.

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, 198 reviews

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

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

4.92 out of 5 average rating, 108 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

Townhouse in Garden of the Gods

4.98 out of 5 average rating, 282 reviews

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

**20% discount 2+ nights** ***25% discount 7+ nights*** ★Recent Full Remodel Shisharka Lodge is nestled into breathtaking bluffs & prairie, minutes to Garden of the Gods, Pikes Peak & Red Rocks Canyon. Enjoy a private back yard w/ patio, grill & hot tub. Inside is a remodeled/modernized 70's style studio with sunken living room and vaulted ceilings, AC/Heat, new flat screen TVs, kitchenette w/ modern appliances, a work area and fully stocked bathroom. All bedding is new and high quality.

5 out of 5 average rating, 379 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

4.92 out of 5 average rating, 106 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

Welcome to our rustic log cabin in beautiful Florissant, Colorado. Enjoy the spacious treed lot with easy access to the Florissant Fossil Beds, Eleven Mile Canyon, and the town of Cripple Creek. Stay connected with satellite internet, or disconnect and enjoy the cool high-altitude air and gorgeous mountain views. Sip on your favorite drink by the outdoor fire pit while admiring a breathtaking Rocky Mountain sunset that turns into an amazing starlit sky, or cozy up inside by the warm fireplace.

4.99 out of 5 average rating, 192 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. 😊

4.98 out of 5 average rating, 122 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, 110 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.

Bungalow in Colorado Springs

4.99 out of 5 average rating, 228 reviews

Explore Colorado Springs From a Bright, Chic Bungalow

Our bungalow is a cozy, modern 2-bedroom, 1-bath home with a bonus hangout loft, wonderful front porch with swing, & a great living/dining area to relax in after a fun day of sight seeing or business in Colorado Springs. We're just west of downtown Colorado Springs & a short drive away from restaurants, nightlife spots, and shops. You will have a fully equipped kitchen, high speed internet & cable tv, stackable laundry, & all you need to feel at home as you enjoy the Pikes Peak region.

Cabin in Cascade-Chipita Park

4.99 out of 5 average rating, 242 reviews

Scenic Riverside Cabin: Hot Tub, Patio, Fireplace

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!

A hot tub set within a spacious outdoor area, featuring clear, inviting water and multiple jets. Sunlight filters through the surrounding greenery, casting a relaxed ambiance. Visible in the background are the home's wooden deck and nearby outdoor seating, which enhance the inviting outdoor space.

4.98 out of 5 average rating, 209 reviews

Walk to Shops, Restaurants, Bars & Farmers Market

Welcome to our Victorian home, nestled in the heart of historic Old Colorado City and walking distance to the farmers market, restaurants and shops. This beautifully appointed home offers an unforgettable experience for your getaway. Step inside and discover a blend of modern comfort and vintage charm. Immerse yourself in the local ambiance as you stroll to the nearby shops and restaurants. Garden of the Gods, Cog Rail, and the Incline are just minutes away! A-STRP-26-0407

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, 531 reviews

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

A serene creek flows beside a stone path, reflecting soft evening light. A charming house with a sloped roof is visible in the background, framed by tall trees. A wooden bridge crosses the creek, connecting the natural landscape with the dwelling.

4.97 out of 5 average rating, 153 reviews

The Stratton House

The exterior of a two-story home is highlighted by warm lighting along the perimeter. A hot tub is visible on the patio, complemented by outdoor seating. The landscape includes a barren gravel area and trees that add a natural element, creating a welcoming atmosphere.

4.97 out of 5 average rating, 118 reviews

*As Seen on TV* Luxury Home near Downtown & OCC

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.

4.95 out of 5 average rating, 109 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

4.98 out of 5 average rating, 116 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

Cottage in Colorado Springs

A charming historic cottage is framed by a decorative iron fence. The front porch, painted in vibrant blue with red accents, invites guests to relax. Surrounding greenery and seasonal flowers enhance the cottage's appeal, while a tree provides shade to the inviting entrance.

4.98 out of 5 average rating, 199 reviews

Captain Jack's Cottage in Beautiful Cheyenne Cañon

5 out of 5 average rating, 203 reviews

The A-frame cabin is nestled on a hillside, surrounded by tall pine trees. Sunlight filters through the clouds, illuminating the outdoor deck and providing a glimpse of the expansive natural landscape. The structure's triangular roof design stands out amidst the greenery.

Cabin in Divide

Indigo A Frame | Dog Inclusive, Hot Tub, Secluded

An inviting outdoor area features a hot tub surrounded by a private wooden fence. Comfortable seating options, including lounge chairs, are positioned on the neatly maintained grass. The sky above is bright with scattered clouds, enhancing the serene atmosphere.

4.92 out of 5 average rating, 189 reviews

Woodsy Wonder Retreat | Hot Tub & Golf Course View

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 301 reviews

The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.

Cabin in Palmer Lake

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

Guest house 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, 199 reviews

Rustic Bunkhouse in Black Forest

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

4.93 out of 5 average rating, 592 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

The bedroom features a spacious bed adorned with a soft green blanket and decorative pillows. Flanking the bed are two bedside tables with lamps. Above, three framed art pieces depict cacti, complementing the natural light streaming through the window.

4.91 out of 5 average rating, 253 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

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, 370 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

A modern living space features a stylish gray sofa adorned with patterned cushions. A circular, wire base coffee table sits atop a textured area rug, complementing the wood flooring. Light from the window highlights a scenic artwork on the wall and the open kitchen area beyond.

4.93 out of 5 average rating, 339 reviews

Cozy Colo Cottage with love in Old Colorado City

4.97 out of 5 average rating, 231 reviews

Cabin in Florissant

Whimsical Dreams Cabin | Firepit | Kids Fort

4.95 out of 5 average rating, 365 reviews

Pet-Friendly - Game Room+Arcade - Mountain Views

Family-friendly home rentals with a pool

5 out of 5 average rating, 8 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, 262 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

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.

4.91 out of 5 average rating, 138 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

4.94 out of 5 average rating, 18 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

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, 87 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, 28 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!