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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Guest favourite
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
4.92 out of 5 average rating, 236 reviews

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-25-0737 per Ordinance 7.5.1706 Rules and Regulations

Top guest favourite
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, 183 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 favourite
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
4.92 out of 5 average rating, 237 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 favourite
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.
Home in Colorado Springs
4.88 out of 5 average rating, 467 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!

Superhost
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.

Guest favourite
A stone pathway meanders through a grassy yard, bordered by flowering plants. Lush greenery complements the landscape, with two clusters of blooming irises standing out. Residential homes are visible to the right, creating a peaceful neighborhood setting.
Guest suite in Colorado Springs
4.83 out of 5 average rating, 339 reviews

Private Studio on urban homestead Central #0633

This great space has all the comforts you need for a enjoyable home away from home. There is a sleeping, lounging and dining area as well as a kitchenette, bathroom and a lovely patio space. We have established and grow a large variety of edible plants. On our 1/4 acre lot we use a compost and a rain catching system to support our food forest, spiral herb garden and annual beds. We raise chickens and have been attempting to start an apiary. I am happy to give garden tours if interested.

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, 213 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 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, 278 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 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, 358 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
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guest house in Colorado Springs
4.95 out of 5 average rating, 606 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

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
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.

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$305 SGD$303 SGD$407 SGD$333 SGD$393 SGD$350 SGD$264 SGD$288 SGD$318 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!