Family-friendly holiday rentals in Gleneagle

A dining area is featured, with a wooden table and four chairs set against a stone fireplace. A cozy atmosphere is created by warm lighting and natural wood accents. The kitchenette can be seen in the background, providing easy access to meal preparation.

4.88 out of 5 average rating, 467 reviews

Springs Hideaway 2 BR Spacious suite

Welcome to our lower-level Airbnb retreat! Nestled in a quiet area near most popular attractions, this space offers two bedrooms: one with a full-size bunk bed, the other with a cozy queen bed. Enjoy modern amenities like a washer/dryer, fully equipped kitchenette, and dining area. We have private entry and digital lock for easy check-in/out. Checkin at 4:00 pm, check-out at 11:00 am. We observe quiet time from 10:00 pm to 6:00 am, ensuring a peaceful stay. The kitchen is ready for your needs!

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.

4.9 out of 5 average rating, 109 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.

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, 238 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.

The image displays a panoramic view of a serene landscape with Pikes Peak in the background. Green fields stretch across the foreground, dotted with trees and residential structures. A gravel road meanders through the scene, leading towards the homes amidst natural surroundings.

4.84 out of 5 average rating, 122 reviews

Black Forest- Pikes Peak Views- Private lower unit

Entire lower level of home with private entry. Breathtaking views of Pikes Peak in the Heart of Black Forest. This is a great quiet location with easy access to I-25, Highway 83 and all of the fun things to do in Colorado Springs. View Pikes Peak and the Air Force Academy from the private lower lever patio! Two bedrooms with Queen Beds, Twin Air Mattress also available. Private Bathroom, Couch, Love Seat, Wifi, TV, Refrigerator. Access to Fitness Equipment. The space does not include kitchen.

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.

4.87 out of 5 average rating, 216 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.

A spacious living room features a large blue sectional couch accented with a striped throw. A mounted television is positioned above a brick fireplace, surrounded by natural light from the multiple windows. A decorative plant adds a touch of greenery to the cozy space.

4.91 out of 5 average rating, 137 reviews

Secluded Wooded Hideaway near Hiking and Downtown.

The Wildflower Hideaway is a garden level 2bd/ 1ba basement apartment with all the comforts and privacy of home in the heart of Colorado Springs. Enjoy the tranquil and natural backyard covered with beautiful trees, wildflowers and the occasional wildlife. We are nestled up to a large wilderness park (Palmer Park) with tons of hiking and close to all the attractions in Colorado Springs. After a day of hiking, shopping, sightseeing Colorado -come home to comfort and peacefulness.

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, 611 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 studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.

4.88 out of 5 average rating, 549 reviews

Private Studio Comfort with a view

Studio apartment 350 sq ft. in the rear of a private home . Private entrance. Shared walls with home. Entrance is below a large upper deck. Patio outside unit is reserved for guest use, and provides additional space to relax with a. gas grill and firepit. Kitchen stocked with microwave, toaster oven, blender, toaster, hotplate, pots and pans, 12 cup coffee maker, dishes etc. Private bathroom with spa like shower, washer and dryer in the unit.

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, 133 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, 300 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.

5 out of 5 average rating, 360 reviews

A collage of charming farm animals is displayed, featuring a close-up of a dog, a pig beside a sunflower, a basket filled with eggs, a goat with kids, and a duck swimming peacefully in water. The background reveals scenic views of Pikes Peak.

Apartment in Briargate

URBAN FARM • KING BED • no cleaning fee/no chores

Private entry, to clean and bright, lower level of home! Views of Pikes Peak! Briar Patch Urban Farm welcomes guests to a quaint homestead on 1/3 acre. Dwarf Goats, Chickens, Call Ducks, and Piggy, are some of the charming characters here - plus our Great Danes Benny & Cowboy! 👉🏻READ ENTIRE LISTING 👉🏻ALL ADULT GUESTS MUST BE LISTED ON RESERVATION BY NAME 👉🏻$20/ADDITIONAL GUEST after 1st two 👉🏻CHECK-IN directions REQUIRES RESPONSE

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 spacious bedroom features a king bed with a premium memory foam mattress, accented by two bedside tables, each with a lamp. A simple desk is positioned nearby, and soft carpeting covers the floor.

4.95 out of 5 average rating, 165 reviews

Private Suite w/ Hot Tub near Downtown COS

A charming yellow cottage features a welcoming front porch with a small table and two chairs. The landscaped yard is highlighted by stones and borders, while a wooden fence provides privacy. Nearby trees add to the serene outdoor setting.

4.87 out of 5 average rating, 450 reviews

Downtown Cottage | Hot Tub | Pets | Fire Pit

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.

4.99 out of 5 average rating, 187 reviews

Private Guest House in the Forest

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, 276 reviews

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

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 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.

4.89 out of 5 average rating, 438 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

A private hot tub is featured, with clean water and air jets visible. The lid is partially open, inviting a relaxing experience. Controls and built-in speakers can be seen, enhancing convenience for guests.

4.88 out of 5 average rating, 147 reviews

Private basement, hot tub, kitchen, coffee & tea

The lodge is illuminated at night, showcasing its inviting outdoor seating area under a canopy of trees. The architectural design features a combination of rustic charm and modern elements, with warm light filtering through large windows.

4.91 out of 5 average rating, 143 reviews

The Lodge at Easy Manor

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 698 reviews

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

Guest suite in Broadmoor

Canon Getaway- Cabin inspired home

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, 255 reviews

Quaint and Historic Studio Cabin

4.94 out of 5 average rating, 118 reviews

Christmas with Mountain Views & Colorado Charm

4.85 out of 5 average rating, 293 reviews

A scenic view captures the surrounding landscape, featuring rolling hills and distant mountains under a partly cloudy sky. Lush greenery and wild grasses fill the foreground, with trees framing the edges of the image. A peaceful natural setting is evident.

Cottage in Palmer Lake

Completely Remodeled Historical Cottage

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, 227 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, 252 reviews

Pikes Peak Tiny Home

4.89 out of 5 average rating, 126 reviews

A stone fire pit is surrounded by several lounge chairs on a sunlit patio. The area features lush landscaping and a turf putting green with expansive mountain views in the background under a clear blue sky.

Home in Monument

Falcon's Nest | hot tub/games/mins to USAFA&hiking

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.

4.81 out of 5 average rating, 198 reviews

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

Family-friendly home rentals with a pool

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, 114 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, 245 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

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

4.91 out of 5 average rating, 85 reviews

Cheerful home w/pool & hot tub in quiet area

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!

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak