Holiday rentals in Gleneagle

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Top-rated holiday rentals in Gleneagle

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

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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, 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 favourite
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, 251 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 favourite
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
4.91 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 favourite
A serene outdoor space is presented, featuring a landscaped yard with a gentle stream flowing through lush greenery. Rocky paths lead through the well-maintained garden, and distant mountains create a scenic backdrop under a clear blue sky.
Guest suite in Colorado Springs
4.94 out of 5 average rating, 77 reviews

Stunning views, location & trails! 5 min to USAFA

Wake up every morning to mountain views & 80 acres of open space awaiting you in the backyard! Enjoy a unique combination of Colorado serenity & convenient location. You'll have room to spread out in this private guest suite that includes its own private entrance, fully equipped kitchen & bathroom. NOTE: this separate guest unit is under our living area; we have 2 toddlers & you may hear occasional pitter patter of small feet. Please review house rules to ensure alignment prior to booking :-)

Top guest favourite
A two-story house features a combination of stone and stucco exterior, standing prominently against a cloudy sky. A three-car garage is integrated into the facade, with a porch area highlighted by decorative stonework. The surrounding yard includes low-maintenance landscaping with gravel accents.
Home in Colorado Springs
4.96 out of 5 average rating, 92 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

Relax with the whole family at this peaceful place to stay. Great views and location. Close to shopping , restaurants, Air Force Academy, trails, and hiking . Easy access to I-25 to get to Colorado Springs or Denver . Master Suite with vaulted ceiling, double sided fireplace, large soaking tub, and walk-in closet. Enjoy the gourmet kitchen and coffee bar. Sit outside on the patio and enjoy the views next to the fire pit. You can walk across the street to walk or run on the trails. Safe area.

Top guest favourite
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.
Guest house in Colorado Springs
4.99 out of 5 average rating, 111 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 favourite
Home in Colorado Springs
4.87 out of 5 average rating, 46 reviews

The Lodge In The Pines

Enjoy the comfort of a private guest suite nestled in the woods, yet conveniently located just off a main road for easy access to Colorado Springs’ shopping, dining, & hiking. This retreat includes: •King-size bed + sofa for lounging •Kitchen w/stove, full-size refrigerator, coffee maker, microwave, stove, dishwasher, grill. •Private bathroom with shower •Washer and small dryer available in the unit •Deck with sitting area and gas fire pit, perfect for relaxing evenings under the st

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, 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.

Top guest favourite
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
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 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, 140 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
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, 209 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 favourite
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!

Popular amenities for Gleneagle holiday rentals

When is the best time to visit Gleneagle?

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Avg. price$248 SGD$226 SGD$255 SGD$226 SGD$319 SGD$319 SGD$371 SGD$330 SGD$226 SGD$244 SGD$322 SGD$370 SGD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Gleneagle?

    Gleneagle has more than 30 family-friendly house rentals. 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 holiday rentals in Gleneagle

  • Total holiday rentals

    Explore 50 holiday rentals in Gleneagle

  • Nightly prices starting at

    Gleneagle holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 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!

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