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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Top guest favorite
A comfortable seating area is arranged on a deck, showcasing a fire pit at its center. A guitar rests against the wall. The space is accentuated by vibrant cushions and large windows that provide views of the surrounding forest and mountains.
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
An outdoor patio area is illuminated by string lights, showcasing a gas grill and a metal chair. The landscape is surrounded by lush mountains, and a hanging chair is positioned nearby. A starry night sky adds a serene ambiance to the setting.
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

Guest favorite
Home in Colorado Springs
4.91 out of 5 average rating, 122 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 paddleboat is anchored by the water’s edge, featuring two comfortable seating areas under a protective canopy. In the background, a charming cottage is illuminated with warm lights, nestled among trees and overlooking a serene pond.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 109 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.

Guest favorite
An outdoor patio features a spacious hot tub surrounded by natural stone walls and a landscaped area. Adirondack chairs are placed nearby, and red umbrellas provide shade. Pine trees in the background enhance the serene atmosphere of this inviting outdoor space.
Home in Colorado Springs
4.94 out of 5 average rating, 188 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
A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.
Cabin in Monument
4.99 out of 5 average rating, 202 reviews

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Spring & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

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, 326 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.

Top guest favorite
An off-grid Earthship home is showcased with a unique earth-toned exterior. Large windows allow natural light to fill the space, while solar panels sit on the roof. The home is surrounded by expansive greenery and dense trees, providing a serene natural backdrop.
Earthen home in Colorado Springs
5 out of 5 average rating, 209 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
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
A large hot tub is positioned beneath a wide window, offering views of the surrounding trees and greenery. The interior is well-lit, with recessed lighting highlighting the smooth surfaces and clean lines of the space.
Home in Colorado Springs
5 out of 5 average rating, 206 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
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, 245 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
Tent in Monument
4.96 out of 5 average rating, 117 reviews

Luxury Creekside Glamping Tent w/ Hot Tub & Views

King’s Quarters is for couples who want the peace of the outdoors without the hassle of camping. Just arrive and unwind. Settle into the tent closest to the creek, soak in your private hot tub, sit by the fire, and sleep in a real bed with your own off-grid bathroom nearby. Enjoy $250+ in free enhancements—propane, cooler & ice, kombucha, early check-in/out, pet & cleaning, and more.

Popular amenities for Gleneagle vacation rentals

When is the best time to visit Gleneagle?

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Avg. priceG$40,165 GYDG$36,609 GYDG$41,211 GYDG$36,609 GYDG$51,671 GYDG$51,671 GYDG$60,039 GYDG$53,344 GYDG$36,609 GYDG$39,538 GYDG$52,089 GYDG$59,829 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Gleneagle?

    Gleneagle has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • 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 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.

  • 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.

  • 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.

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 2,050 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

    30 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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