Family-friendly holiday 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, 192 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!

A dining area is featured, with a wooden table and four chairs set against a stone fireplace. A cozy atmosphere is created by warm lighting and natural wood accents. The kitchenette can be seen in the background, providing easy access to meal preparation.

4.89 out of 5 average rating, 475 reviews

Springs Hideaway 2 BR Spacious suite

Welcome to our lower-level Airbnb retreat! Nestled in a quiet area near most popular attractions, this space offers two bedrooms: one with a full-size bunk bed, the other with a cozy queen bed. Enjoy modern amenities like a washer/dryer, fully equipped kitchenette, and dining area. We have private entry and digital lock for easy check-in/out. Checkin at 4:00 pm, check-out at 11:00 am. We observe quiet time from 10:00 pm to 6:00 am, ensuring a peaceful stay. The kitchen is ready for your needs!

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.

4.96 out of 5 average rating, 275 reviews

The Black Forest Estate

Come relax on our private 5 acre property with its hot tub, beautiful grounds, gourmet kitchen and luxury linens. Your space is completely private. We provide the best amenities with distinct upgrades not normally found in an airbnb. Take a walk on the private ¼ mile trail where you’ll see deer and our local black squirrels. Cook a gourmet meal in the fully appointed private kitchen with premium cutlery. Relax under the stars and amongst the pine trees in the hot tub just outside your door.

Guest house in Colorado Springs

A charming yellow A-frame structure is seen amidst a snowy environment, surrounded by tall pine trees. A deck with black railing extends from the entrance, leading to a door framed in green. A warm light fixture hangs beside the door, enhancing the welcoming appearance.

4.86 out of 5 average rating, 220 reviews

Cozy, private, serene getaway in the woods

Serene studio apartment, stand alone structure in a beautiful ponderosa pine forest. This quiet apartment has a king sized bed, full bath with bathtub, a kitchenette with Keurig coffee maker, microwave, toaster oven, mini fridge, sink, dishes etc. There is a desk/ dedicated work space and Wifi. A TV, love seat and coffee table. A private neighborhood walking trail one block away that goes to a pond. Free on site parking. Coded door entry. Provided toiletries and snacks. And sunset view.

4.92 out of 5 average rating, 278 reviews

A spacious bedroom features a comfortable queen bed with crisp white linens and a green throw blanket. Natural light floods through a window dressed with sheer curtains. A wooden dresser and a small table are also present in the room, enhancing the inviting atmosphere.

Guest suite in Monument

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

A studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.

4.88 out of 5 average rating, 564 reviews

Private Studio Comfort with a view

Studio apartment 350 sq ft. in the rear of a private home . Private entrance. Shared walls with home. Entrance is below a large upper deck. Patio outside unit is reserved for guest use, and provides additional space to relax with a. gas grill and firepit. Kitchen stocked with microwave, toaster oven, blender, toaster, hotplate, pots and pans, 12 cup coffee maker, dishes etc. Private bathroom with spa like shower, washer and dryer in the unit.

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, 135 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.

4.99 out of 5 average rating, 198 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!

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, 309 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.

A stylish living space is revealed, featuring a light wood floor and a cozy seating area with a gray couch and an accent chair. A dining table for four is situated nearby. Soft curtains frame a window, providing natural light that enhances the inviting ambiance.

4.99 out of 5 average rating, 113 reviews

Cozy Basement Suite: The Little Deluxe

This conveniently and centrally located basement Air BnB unit features a classy yet homey style, timeless art pieces, and an inviting atmosphere. Perfect for traveling business professionals or a couple wanting a short getaway to see the lovely mountains! This unit is located 15 minutes from the Garden of the Gods, US Air Force Academy, Ford Amphitheater, and Downtown Colorado Springs and 10 min from Saint Francis and Memorial North Hospital.

5 out of 5 average rating, 368 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 👉🏻CHECK-IN directions REQUIRES RESPONSE

A cozy living room features a futon, coffee table, and a small lamp, creating a functional and inviting space. The neutral walls are complemented by a decorative rug and artwork. A door provides natural light and access to the outside, enhancing the room's atmosphere.

4.93 out of 5 average rating, 465 reviews

Cozy Private Suite - View of Pikes Peak!

Nestle in at the Stone Falcon private suite with 528 sq ft including kitchenette, living room, bedroom, bathroom and outside sitting area with a view of Pikes Peak all within minutes of the Air Force Academy, Garden of the Gods and Black Forest. Enjoy all the amenities of the city on a one acre lot and you won't even know you're in the middle of a bustling town! Permit # A-STRP-25-0058

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, 254 reviews

A Suite with a Sweet View, with Hot Tub

4.99 out of 5 average rating, 183 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

4.96 out of 5 average rating, 108 reviews

Huge family Home w/Hot Tub/Views/Location!

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 443 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

4.95 out of 5 average rating, 141 reviews

Couples Getaway | Hot Tub, Fire Pit, Grill | Dogs

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, 227 reviews

Breathtaking Mountain Views | Hot Tub | Near USAFA

The lodge is illuminated at night, showcasing its inviting outdoor seating area under a canopy of trees. The architectural design features a combination of rustic charm and modern elements, with warm light filtering through large windows.

4.92 out of 5 average rating, 154 reviews

The Lodge at Easy Manor

4.95 out of 5 average rating, 381 reviews

Guest suite in Briargate

Peace, Privacy, Perfection! Hot Tub, Kitchenette

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 296 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 Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.95 out of 5 average rating, 260 reviews

Quaint and Historic Studio Cabin

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.

4.9 out of 5 average rating, 115 reviews

Air Force proximity, fire pit, pool table

4.85 out of 5 average rating, 299 reviews

A scenic view captures the surrounding landscape, featuring rolling hills and distant mountains under a partly cloudy sky. Lush greenery and wild grasses fill the foreground, with trees framing the edges of the image. A peaceful natural setting is evident.

Cottage in Palmer Lake

Completely Remodeled Historical Cottage

Guest house in Colorado Springs

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.98 out of 5 average rating, 242 reviews

New Luxury 1 - Bed Near Downtown

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, 582 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

4.92 out of 5 average rating, 103 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. Comfortable seating is positioned near the windows, while a round dining table is set for meals. A well-equipped kitchen is visible in the background, featuring modern appliances.

Loft in Palmer Lake

Crow's Nest

Flat in Old Colorado City

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

4.95 out of 5 average rating, 787 reviews

Downtown Old Colorado City with Panoramic Views

Family-friendly home rentals with a pool

5 out of 5 average rating, 5 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

5 out of 5 average rating, 35 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

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, 126 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

4.92 out of 5 average rating, 256 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

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

4.88 out of 5 average rating, 132 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, 24 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!