Family-friendly vacation rentals in Gleneagle

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, 208 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!

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, 249 reviews

Summer Deall! 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

A welcoming living space features a stone fireplace beneath a mounted television. Comfortable seating is arranged around a wooden table, and the open kitchen is equipped with stainless steel appliances and a large island for group gatherings.

4.91 out of 5 average rating, 122 reviews

Air Force proximity, fire pit, pool table

Every 10th stay is donated to Habitat for Humanity to help build homes across the Country. Have fun with the whole family at this spacious place. There are 7 bedrooms that comfortably sleep 14 people PLUS a crib and pack and play for your little ones. We have stocked the house to include everything you need for a large group to cook, entertain, and enjoy your time together. Enjoy time in our backyard with our fire pit or grill and outdoor dining for your crew. Must be 25+ to book. No parties.

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.

4.99 out of 5 average rating, 108 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.

A spacious dining area features a long wooden table surrounded by six chairs, complemented by a wooden bench. Large windows provide ample natural light and forest views, while a staircase with decorative railings leads to the upper level. A deer mount is displayed on the wall.

4.95 out of 5 average rating, 187 reviews

Majestic Tall Pines Home w/Hot Tub + 3.8m to USAFA

Welcome to the impeccably styled Tall Pines! Located in a quiet neighborhood that offers the full getaway experience, this beautiful home is less than 4 miles to USAFA. Great family activities & restaurants are minutes away plus Fox Run Park is within walking distance. Inside, the spacious residence offers plenty of room for the entire group with a cozy living room, large kitchen, 4 inviting bedrooms and 2.5 baths. Outdoor living includes a hot tub, firepit, Adirondack patio, & forest views.

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.

4.93 out of 5 average rating, 367 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

A cozy basement suite is presented, featuring a sectional couch and a wall-mounted television. Shelves filled with books occupy one wall, while a dry bar with seating is visible nearby. Soft lighting contributes to a relaxed ambiance within the space.

4.94 out of 5 average rating, 323 reviews

Private, Spacious Basement Suite in N CO Springs

Relaxing, affordable, cozy basement suite in private home with dedicated parking spot. Easy access to I-25 that affords direct travel to Colorado Springs, the AF Academy, Manitou, Castlerock and Denver. Furnished bedroom with walk-in closet, queen bed; additional queen inflatable mattress if needed. Full bathroom, tv, sectional couch w/recliners, dry bar incl microwave, water cooler, toaster oven, dorm fridge, electric kettle and coffee maker. No large dogs are allowed.

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, 208 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

A dining table is set with a wooden tray displaying a bottle of wine, glasses, and a small plant. A cozy leather chair is visible in the background, with soft lighting provided by a lamp. Artwork is displayed on the wall beyond.

4.96 out of 5 average rating, 138 reviews

Peaceful Private Basmt Suite - USAFA North Springs

Entire basement suite with private entrance + lake view! This is a beautiful, clean and quiet space with self check-in. Queen size bed in large bedroom with barn door leading to living area with a eating table, mini fridge, microwave & toaster for easy meals + wet bar/sink. Large bathroom with walk-in shower. This space is perfect for 2 adults (+one baby in pack & play, available on request). Just minutes to Air Force Academy & so many restaurants!

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.

5 out of 5 average rating, 206 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!

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, 244 reviews

Breathtaking Mountain Views | Hot Tub | Near USAFA

Amazing mountain views of Pikes Peak and the Air Force Academy Chapel from almost every room in this beautiful home! 7-person hot tub on paver patio! Located at the edge of the forest in Northern Colorado Springs on the border of Monument. 10 minutes from USAFA! Sleeps 12 in beds (up to 16 with queen air mattress and two pack 'n plays). We are family friendly with two pack 'n plays and a highchair. Home is also air-conditioned!

4.96 out of 5 average rating, 117 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

King’s Quarters is for couples who want the peace of the outdoors without the hassle of camping. Just arrive and unwind. Settle into the tent closest to the creek, soak in your private hot tub, sit by the fire, and sleep in a real bed with your own off-grid bathroom nearby. Enjoy $250+ in free enhancements—propane, cooler & ice, kombucha, early check-in/out, pet & cleaning, and more.

Popular amenities for Gleneagle family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A serene mountain landscape captures Pikes Peak, its snow-capped summit glowing in the moonlight. Surrounding homes are visible in the foreground, set against the softly lit evening sky.

4.98 out of 5 average rating, 258 reviews

A Suite with a Sweet View, with Hot Tub

Guesthouse in Palmer Lake

A cozy bedroom features a king size bed with patterned black and white pillows, complemented by a rattan headboard and bench. A decorative antler mount adorns the dark wood wall, while natural light streams in from large windows, enhancing the serene atmosphere.

4.95 out of 5 average rating, 149 reviews

A Retreat in the Woods by a Lake & Mountain Views!

5 out of 5 average rating, 289 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

4.99 out of 5 average rating, 202 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

A spacious hot tub is situated under a wooden pergola, surrounded by a wooden deck. Bubbling water reflects natural light, and distant mountain views are visible through trees in the background, providing a serene atmosphere.

4.91 out of 5 average rating, 302 reviews

✔Pets✔ ♕King Bed/Bath/Kitchen ♨Hot Tub♨ w views 🏞

A spacious great room features a sectional sofa with decorative pillows, positioned around a coffee table. Natural light enters through multiple windows, and a patterned area rug adds texture to the polished wooden floor. A ceiling fan is installed for comfort.

5 out of 5 average rating, 271 reviews

★Tranquil Colorado Lodge★

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.

4.95 out of 5 average rating, 287 reviews

The Black Forest Estate

Superhost

A hot tub is illuminated with soft blue lighting, surrounded by trees and outdoor space. The patio overhead features string lights, enhancing the evening ambiance. A glimpse of outdoor seating is visible in the background.

4.91 out of 5 average rating, 481 reviews

The Nook—Private Studio w/ Full Kitchen & Hot tub!

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 446 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

4.96 out of 5 average rating, 308 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

The exterior view captures a spacious home nestled among the pines, highlighted by a wraparound deck. The design features a combination of red wood and grey siding. Surrounding natural landscapes provide a serene backdrop, enhancing the secluded feel of the property.

4.92 out of 5 average rating, 164 reviews

Sleeps 12 w/ Hot Tub! Hiking!

The exterior of the house showcases a two-story design with a combination of light and dark siding. A two-car garage is visible, and a front porch is highlighted by a simple wreath. Snow is lightly dusted on the ground, indicating the cold season.

4.94 out of 5 average rating, 303 reviews

Briargate Retreat, Minutes USAFA, Food & Shopping

4.95 out of 5 average rating, 136 reviews

Charming Home with Mountain Views & Sunny Patio

Cabin in Colorado Springs

The exterior of a rustic bunkhouse is captured, featuring a covered porch supported by wooden beams. A concrete patio provides outdoor seating options, while a gravel driveway leads to the property. Trees and open landscape can be seen in the background.

4.92 out of 5 average rating, 154 reviews

Still Water Ranch-Private quiet farm house

Guesthouse in Colorado Springs

An aerial view of two red structures highlights the Mountain Retreat guest house adjacent to the host's residence. Both buildings feature green roofs, surrounded by trees and landscaped outdoor areas. Patios with seating and vibrant flowers enhance the inviting outdoor setting.

4.98 out of 5 average rating, 600 reviews

Mountain Retreat - A Place You’ll Love!

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, 391 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

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, 149 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

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, 273 reviews

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

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!

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, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Home in Garden of the Gods

An indoor area features a spacious pool illuminated in blue, complemented by bright skylights above. A jacuzzi is positioned to one side, while a seating area with a sectional sofa and plush chairs is visible, offering a relaxed space for guests.

4.97 out of 5 average rating, 32 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.