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Vacation rentals in Gleneagle

Find and book unique accommodations on Airbnb

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
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 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.

Guest favorite
An open-concept space connects to a spacious deck featuring outdoor furniture and a grill, offering unobstructed mountain views. Natural light floods the living area through large glass doors, creating a bright and airy atmosphere. The interior showcases a blend of comfort and functionality.
Apartment in Monument
4.96 out of 5 average rating, 186 reviews

Serene Stay w/ Mountain Views in Downtown Monument

Welcome to your serene private apartment overlooking the mountains in Historic Downtown Monument. This updated, upper unit has 2 bedrooms each with its own en-suite bath, and an open-concept living room/ kitchen. The deck is spacious w/ beautiful Mountain views, perfect for enjoying the Colorado sunshine! Within walking distance of Downtown Monument’s shops and restaurants as well as the Santa Fe Hiking Trail! While USAFA, N CO Springs & other attractions are all a short drive away!

Guest favorite
A living room features a plush sofa with a round coffee table and a large Smart TV. Natural light fills the space through a nearby window, complemented by tasteful wall decor. The cozy bedroom showcases a comfortable bed with a patterned coverlet and bedside lamps.
Condo in Colorado Springs
4.93 out of 5 average rating, 133 reviews

Mountain Springs Condo - Stocked Kitchen & Laundry

Enjoy this exclusive condo with 2 bedrooms, a full bathroom, and a furnished kitchen. Relax in the living room with a 55" Smart TV. Free parking is available, centrally located near popular sites. Safety and nature converge in this quiet neighborhood with nearby hiking trails. Enjoy amenities: in-unit washer/dryer, WiFi, Youtube TV, & full kitchen. Enjoy our patio with 2 BBQ's. Private access to your condo & no public hallways ensures your safety. A-STRP-25-0869

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, 597 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.

Top guest favorite
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, 217 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!

Guest favorite
An open living space features a spacious bed against a wall, complemented by a cozy seating area with a dark sofa. A wooden dining table with two chairs occupies one corner, while a well-equipped kitchenette is visible in the background.
Guesthouse in Colorado Springs
4.92 out of 5 average rating, 113 reviews

Charming Cabin Studio• steps to Cafe! Fenced patio

Take it easy at this unique and cozy getaway in Black Forest. Just across the driveway is the beloved Mountain View cafe. The cafe is open Wednesday thru Sunday for the best breakfast and lunch in town. Call for room service. Located just minutes from Colorado Springs, the Air Force Academy, and restaurants and theaters on Interquest Pkwy. Hike the beautifully forested Section 16 trail down the street.

Popular amenities for Gleneagle vacation rentals

When is the best time to visit Gleneagle?

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Avg. priceG$38,073 GYDG$38,283 GYDG$37,655 GYDG$36,609 GYDG$51,671 GYDG$51,671 GYDG$55,646 GYDG$54,809 GYDG$46,650 GYDG$42,257 GYDG$47,069 GYDG$47,278 GYD
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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 G$8,368 GYD 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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