Family-friendly holiday rentals in Gleneagle

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.

4.95 out of 5 average rating, 186 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!

A spacious living room features a modern sectional couch in a neutral tone, arranged for comfort. A large TV is placed on a small console, while natural light floods the space through dual glass doors, which open to an outdoor area. A potted plant adds a touch of greenery.

4.99 out of 5 average rating, 242 reviews

Family-Friendly | Cozy Modern | Convenient | USAFA

Beautifully renovated, spacious private basement suite w/ high ceilings! ☆ Enjoy two bedrooms w/ comfortable sleeping for six (king bed, queen bed & twin bunks) when you book with us! ☆ Clean & family-friendly; safe/quiet neighborhood ☆ Convenient to restaurants, shopping, attractions, & USAFA w/ easy access to I-25. Air Force Academy South Gate - 7 mins Garden of the Gods - 18 mins Cheyenne Mountain Zoo - 25 mins ☆ We are 1 mile from Chapel Hills Mall as a landmark for planning your stay.

4.98 out of 5 average rating, 122 reviews

A spacious, modern home with a combination of white siding and stone accents is visible. The structure features a three-car garage and an attractive, manicured front yard with landscaping elements. The surrounding area showcases wide driveways and open spaces, contributing to a serene atmosphere.

Loft in Colorado Springs

Appointed loft apt|Stunning Views|Close to USAFA

Relax in this calm, stylish space. It has its own separate entrance and is above the garage of the house. It is inviting and charming with all the comforts of home. Fully appointed with the needed items for a full kitchen, bathroom, living room and bedroom with a washer and dryer. This location is just a couple of miles from the North Gate entrance to the Air Force Academy with great views of Pikes Peak, Rampart Range, Academy Chapel. Very convenient to lots of Co Springs activities!

Bungalow in Old Colorado City

4.99 out of 5 average rating, 227 reviews

Explore Colorado Springs From a Bright, Chic Bungalow

Our bungalow is a cozy, modern 2-bedroom, 1-bath home with a bonus hangout loft, wonderful front porch with swing, & a great living/dining area to relax in after a fun day of sight seeing or business in Colorado Springs. We're just west of downtown Colorado Springs & a short drive away from restaurants, nightlife spots, and shops. You will have a fully equipped kitchen, high speed internet & cable tv, stackable laundry, & all you need to feel at home as you enjoy the Pikes Peak region.

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.

4.86 out of 5 average rating, 218 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.

4.92 out of 5 average rating, 278 reviews

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

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.

4.95 out of 5 average rating, 193 reviews

Apartment in Monument

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!

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.

4.95 out of 5 average rating, 617 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.

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.

4.96 out of 5 average rating, 135 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!

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.

4.94 out of 5 average rating, 304 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.

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.

4.99 out of 5 average rating, 224 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!

4.87 out of 5 average rating, 128 reviews

A covered patio area features a built-in grill, a rectangular table with seating for four, and a side table. The seating area is complemented by red and gray accents. A small patch of grass is visible beside the patio, along with a pathway made of pavers.

Home in Briargate

Spacious Lower Level of Private Home near USAFA!

Beautiful, clean, peaceful lower level apartment with master suite, full bathroom, living room with gas fireplace, kitchenette and full access to outdoor space and patio. Just minutes from the Air Force Academy, shopping, hiking and restaurants. Minutes from downtown Colorado Springs. Space has a full living room, private bath, kitchenette and private entry!!!

Popular amenities for Gleneagle family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A serene mountain landscape captures Pikes Peak, its snow-capped summit glowing in the moonlight. Surrounding homes are visible in the foreground, set against the softly lit evening sky.

4.98 out of 5 average rating, 254 reviews

A Suite with a Sweet View, with Hot Tub

4.98 out of 5 average rating, 106 reviews

The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.

Cabin in Woodland Park

Fireplace, Dogs YES, Hot Tub, 2 Decks, Scenic Vws

The bedroom features a spacious bed adorned with a soft green blanket and decorative pillows. Flanking the bed are two bedside tables with lamps. Above, three framed art pieces depict cacti, complementing the natural light streaming through the window.

4.91 out of 5 average rating, 243 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

4.97 out of 5 average rating, 103 reviews

Huge family Home w/Hot Tub/Views/Location!

The living area features a comfortable teal sofa adorned with various pillows, complemented by a rustic wooden accent wall. Natural light streams through large windows, while a fan provides air circulation. A coffee table with a glass top sits in front of the sofa.

4.89 out of 5 average rating, 517 reviews

Private 2BR Hideaway Suite w/ Hot Tub & Firepit!

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.

4.97 out of 5 average rating, 269 reviews

The Black Forest Estate

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 441 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

4.96 out of 5 average rating, 135 reviews

Couples Getaway | Hot Tub, Fire Pit, Grill | Dogs

Family- and pet-friendly home rentals

Guesthouse in Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.95 out of 5 average rating, 257 reviews

Quaint and Historic Studio Cabin

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.99 out of 5 average rating, 233 reviews

New Luxury 1 - Bed Near Downtown

Tiny home in Woodland Park

A charming tiny home is shown, featuring a welcoming front porch with white railings and steps leading up to the entrance. A gravel driveway accommodates two cars, and natural surroundings with trees enhance the property’s serene setting.

4.95 out of 5 average rating, 255 reviews

Pikes Peak Tiny Home

A spacious hot tub is situated under a wooden pergola, surrounded by a wooden deck. Bubbling water reflects natural light, and distant mountain views are visible through trees in the background, providing a serene atmosphere.

4.9 out of 5 average rating, 279 reviews

✔Pets✔ ♕King Bed/Bath/Kitchen ♨Hot Tub♨ w views 🏞

An open-concept living area is showcased, featuring a dark leather sofa and a stylish wooden coffee table centered on a patterned area rug. Large windows allow natural light to fill the space, while light curtains provide privacy. A comfortable chair adds to the inviting seating arrangement.

4.94 out of 5 average rating, 731 reviews

Cozy Suite w/ Kitchen, Laundry | Downtown, CC, OTC

Apartment in Old Colorado City

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

4.94 out of 5 average rating, 781 reviews

Downtown Old Colorado City with Panoramic Views

Home in Old Colorado City

A spacious outdoor area features a patio with a stone pathway leading to a fire pit surrounded by adirondack chairs. String lights hang from trees, illuminating the space. A hammock is tucked by the side, while a landscaped yard adds a touch of greenery.

4.99 out of 5 average rating, 227 reviews

MTN View I Walk Downtown | 3 King | AC | Fireplace

A cozy studio space features a queen bed adorned with dark bedding. In the background, a kitchenette is equipped with modern appliances and open shelving. A unique wall art piece injects character, while warm lighting adds to the inviting atmosphere.

4.82 out of 5 average rating, 202 reviews

NO FEE - Unique Studio by UCCS, Grdn Gods, Dwntwn

Family-friendly home rentals with a pool

Superhost

A spacious living area is furnished with a leather sofa and two easy chairs adjacent to a wooden accent table. Floor-to-ceiling windows offer expansive views of the surrounding landscape, while sliding glass doors provide direct access to the L-shaped terrace.

Apartment in Colorado Springs

4.55 out of 5 average rating, 69 reviews

Overlooking Mountain Views | Terrace | Pool access

5 out of 5 average rating, 32 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

4.92 out of 5 average rating, 120 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

Apartment in Colorado Springs

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.

4.92 out of 5 average rating, 248 reviews

Quite Spacious Apt w/ Game Table, Bball Court

4.94 out of 5 average rating, 17 reviews

A well-maintained grassy yard is framed by a white picket fence. A large tree and decorative plants are visible, alongside a small swing set. The exterior of the house features large windows and is accompanied by a storage shed in the background.

Guest suite in Fountain

Settlers Pass apartment to experience Colorado

4.88 out of 5 average rating, 132 reviews

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

Home in Woodland Park

Sunshine Mountain , experience true Colorado!

5 out of 5 average rating, 23 reviews

The exterior of a two-story home is displayed, showcasing a well-maintained backyard with a semi-inground heated pool surrounded by white lounge chairs. A deck with stairs leads to the entrance, while a sunroom is visible beneath the windows. Neatly trimmed greenery frames the area.

Home in Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!