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Family-friendly vacation rentals in Gleneagle

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Gleneagle

  • Total vacation rentals

    Explore 30 vacation rentals in Gleneagle

  • Nightly prices starting at

    Gleneagle vacation rentals start at G$10,463 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,390 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Gleneagle vacation rentals include wi-fi 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!

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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Top guest favorite
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.
Home in Colorado Springs
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!

Top guest favorite
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.
Guest suite in Colorado Springs
4.99 out of 5 average rating, 250 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

Top guest favorite
A serene bedroom features a spacious bed adorned with neutral bedding and a textured throw blanket. Natural light enters through sheer curtains, illuminating a stylish mirror and a small plant on a bedside table. An open doorway leads to a kitchenette area in the background.
Guest suite in Colorado Springs
4.93 out of 5 average rating, 254 reviews

Stylish & Serene Escape | Hiking, Dining, & More!

Escape to a peaceful hideaway in the heart of Colorado Springs. Nestled on a forested hill, our suite offers a quiet retreat just minutes from top restaurants, trails, and parks. Sip coffee on your private deck while spotting local wildlife, then set out to explore the Pikes Peak region with ease. Enjoy the perfect blend of nature and city convenience in a safe, quiet neighborhood. ✔ Private entrance ✔ Full bathroom ✔ Kitchenette ✔ Dedicated workspace with high-speed WiFi ✔ Private laundry room

Top guest favorite
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.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 110 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.

Top guest favorite
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.
Guesthouse in Colorado Springs
4.87 out of 5 average rating, 231 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 favorite
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
4.92 out of 5 average rating, 284 reviews

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.

Top guest favorite
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.
Camper/RV in Colorado Springs
4.9 out of 5 average rating, 358 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 favorite
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, 330 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.

Guest favorite
An enclosed back patio features a hot tub beside a lush green plant. The canvas tent interior is visible, showcasing a queen bed with soft bedding and a view of the outdoor scenery through the open flap.
Tent in Monument
4.86 out of 5 average rating, 283 reviews

'Sunshine' Premium Glamping Safari Tent w/ Hot Tub

Sunshine is designed for couples who want the peace of nature without the hassle of camping. No setup. No discomfort. Just arrive, settle in, and enjoy your time together. If one of you loves the outdoors and the other… not so much—you’re in the right place. Soak in your private hot tub, sit by the fire, walk the creek, and sleep in a real bed. Enjoy $450+ in free enhancements—propane, cooler & ice, kombucha, early check-in/out, pet & cleaning, and more.

Top guest favorite
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, 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!

Top guest favorite
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
5 out of 5 average rating, 207 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 favorite
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.
Guest suite in Colorado Springs
4.99 out of 5 average rating, 128 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.

Popular amenities for Gleneagle family-friendly rentals

When is the best time to visit Gleneagle?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,199 GYDG$41,642 GYDG$48,338 GYDG$48,547 GYDG$65,287 GYDG$53,360 GYDG$62,985 GYDG$56,080 GYDG$42,269 GYDG$47,082 GYDG$54,615 GYDG$71,146 GYD
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