Family-friendly holiday rentals in Gleneagle

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Gleneagle

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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.
Home in Colorado Springs
4.9 out of 5 average rating, 106 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.

Top guest favourite
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.
Guest house in Colorado Springs
4.87 out of 5 average rating, 212 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.

Guest favourite
A vintage 1960s camper is positioned amid a forested area, featuring a small outdoor deck with potted plants. A grill is placed nearby, and trees provide a natural backdrop, enhancing the tranquil setting.
Campervan/Motorhome in Colorado Springs
4.9 out of 5 average rating, 351 reviews

Vintage Camping in Black Forest

Escape to the forest & live in a vintage 1960's camper! Featuring a kitchen with fridge, stovetop, full bed, and access to shower and laundry onsite! Conveniently located just minutes north of Colorado Springs. You are only a short drive from everything- Air Force Academy, beautiful hiking trails, & Regional Parks to name a few. Top attractions in Colorado Springs such as, Garden of the Gods, Manitou Springs, Pikes Peak & many more are only a 30 minute drive from your front door.

Top guest favourite
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
5 out of 5 average rating, 357 reviews

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! UV Light for HVAC: kills molds/viruses 👉🏻READ ENTIRE LISTING 👉🏻ALL ADULT GUESTS MUST BE LISTED ON RESERVATION BY NAME 👉🏻$20/ADDITIONAL GUEST after 1st two 👉🏻CHECK-IN directions REQUIRES RESPONSE

Top guest favourite
A bright bedroom is furnished with a spacious white bed framed in decorative wood. Soft bedside lamps provide gentle lighting. A potted plant adds a touch of greenery, while sheer curtains allow natural light to fill the space. A walk-in closet is visible in the corner.
Farm stay in Colorado Springs
4.94 out of 5 average rating, 197 reviews

Boho Basement Beyond the Bridge with Private Patio

Our Boho Basement is a great accommodation at an affordable price. Conveniently located 1 mile off interstate, our walkout basement is a unique place to rest and enjoy. Come up our country driveway, pass the barnyard and park by the old pioneer wagon wheel. You'll go in the walkout basement through your own private entrance, and you'll love coming back out to sit on the peaceful patio or to stretch your legs on the Santa Fe Trail. We look forward to hosting you here!

Top guest favourite
A bright sleeping area features a spacious bed adorned with decorative pillows and a soft throw blanket. Two bedside tables with lamps flank the bed, and a piece of wall art adds an aesthetically pleasing touch. Natural light enters through a window, enhancing the light-colored walls.
Flat in Briargate
4.91 out of 5 average rating, 322 reviews

Simply Gorgeous, Private, Walkout Suite 1 bedroom

A home away from home, this newly renovated, modern 1 bedroom apartment and all the amenities you’d want in your own place. From the peaceful backyard with stunning mountain views, to the gorgeous and comfortable interior equipped with a functional kitchen, this private basement apartment is the perfect getaway. Nestled in a quiet and lovely neighborhood, our central location offers some of the best access to Colorado Springs. City Permit # A-STRP-25-0143

Top guest favourite
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.
Guest suite in Colorado Springs
4.88 out of 5 average rating, 543 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.

Top guest favourite
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.
Guest suite in Colorado Springs
4.96 out of 5 average rating, 133 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!

Top guest favourite
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.
Home in Colorado Springs
4.99 out of 5 average rating, 185 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!

Top guest favourite
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.
Guest suite in Colorado Springs
4.94 out of 5 average rating, 299 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.

Top guest favourite
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.
Home in Colorado Springs
4.99 out of 5 average rating, 218 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!

Top guest favourite
A covered patio area features a built-in grill, a rectangular table with seating for four, and a side table. The seating area is complemented by red and gray accents. A small patch of grass is visible beside the patio, along with a pathway made of pavers.
Home in Briargate
4.87 out of 5 average rating, 127 reviews

Spacious Lower Level of Private Home near USAFA!

Beautiful, clean, peaceful lower level apartment with master suite, full bathroom, living room with gas fireplace, kitchenette and full access to outdoor space and patio. Just minutes from the Air Force Academy, shopping, hiking and restaurants. Minutes from downtown Colorado Springs. Space has a full living room, private bath, kitchenette and private entry!!!

Popular amenities for Gleneagle family-friendly rentals

When is the best time to visit Gleneagle?

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Avg. price$286 SGD$287 SGD$306 SGD$303 SGD$407 SGD$333 SGD$393 SGD$350 SGD$264 SGD$289 SGD$319 SGD$320 SGD
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Quick stats about holiday rentals that are family-friendly in Gleneagle

  • Total holiday rentals

    Explore 30 holiday rentals in Gleneagle

  • Nightly prices starting at

    Gleneagle holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Gleneagle holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gleneagle rentals

  • 4.9 Average rating

    Gleneagle stays are highly rated by guests – averaging 4.9 out of 5!