Vacation rentals in Gleneagle

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Top-rated vacation rentals in Gleneagle

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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, 105 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 favorite
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.
Guest suite in Colorado Springs
4.97 out of 5 average rating, 261 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.

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, 210 reviews

Winter special! 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 wo

Guest favorite
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.
Home in Colorado Springs
4.97 out of 5 average rating, 166 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.

Top guest favorite
Home in Colorado Springs
4.99 out of 5 average rating, 440 reviews

Romantic Nights at Pine Haven Mountain|Hot Tub

Escape to a tranquil, smoke-free romantic haven nestled in the serene CE mountainside area. Discover local dining, the AF Academy, concert venues, and the stunning Garden of the Gods. Picture yourself lounging beneath the dazzling night sky, relaxing in your private jacuzzi , and sinking into the plush comfort of a king-size bed. Enhance your experience with an exciting new cold plunge, promising a revitalizing sensory treat. Your idyllic, zen-romantic, and invigorating getaway begins here.

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
4.88 out of 5 average rating, 209 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.

Top guest favorite
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.
Earthen home in Colorado Springs
4.99 out of 5 average rating, 187 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

Top guest favorite
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.
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 598 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 favorite
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.
Apartment in Briargate
4.91 out of 5 average rating, 321 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 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, 132 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
4.99 out of 5 average rating, 180 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!

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, 297 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 vacation rentals

When is the best time to visit Gleneagle?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,153 ZARR3,170 ZARR3,118 ZARR3,031 ZARR4,278 ZARR4,278 ZARR4,608 ZARR4,538 ZARR3,863 ZARR3,499 ZARR3,897 ZARR3,915 ZAR
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Frequently Asked Questions

  • Do house rentals in Gleneagle have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Gleneagle. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gleneagle have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Gleneagle. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Gleneagle?

    Yes! Work meets play with ease at over 30 vacation rentals in Gleneagle featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Gleneagle have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Gleneagle. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Gleneagle?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Gleneagle have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Gleneagle. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Gleneagle?

    Experience the best of Gleneagle with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Gleneagle?

    Four-legged friends are welcome in Gleneagle. Choose from more than 10 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in Gleneagle

  • Total vacation rentals

    Explore 50 vacation rentals in Gleneagle

  • Nightly prices starting at

    Gleneagle vacation rentals start at R693 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!

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