Family-friendly vacation rentals in Castle Rock

A bedroom features a spacious bed adorned with vibrant pillows, complemented by a cozy throw. An orange ottoman adds a pop of color in front, while a small desk area with two chairs is positioned against the wall. A wall art piece depicting a buffalo enhances the decor.

4.96 out of 5 average rating, 181 reviews

Turquoise Door, Spacious Duplex, 3 Kings near AFA

Thank you for considering our 3-bedroom duplex conveniently located near the Air Force Academy and other Colorado Springs attractions & restaurants. Sleeps 8 with 3 king and 2 twin beds. Before hitting that "book now" button, pretty please, read the ENTIRE listing. Yep, the whole thing! We promise it’s not War and Peace. As committed hosts, we want your stay in Colorado Springs to be terrific from start to finish. Reading the full listing is key to a relaxing stay and less stress for us both! 😁

Apartment in Colorado Springs

A charming exterior of a single-story home is displayed, featuring a front porch with white railings and steps leading to a welcoming entrance. Lush green grass and well-maintained shrubbery create a pleasant outdoor space, framed by trees under a partly cloudy sky.

4.92 out of 5 average rating, 427 reviews

Inviting English Basement Apartment

Feel very much at home on a quiet street in downtown Colorado Springs. Enjoy your private side door entrance to the apartment, a porch swing and rockers, a fire in the outdoor fireplace or a comfy leather couch in front of the big screen. Easily accommodate five and bring the kids. Parks, trails, a restaurant and coffee houses just steps away! Free and ample street parking for up to 2 vehicles. The apartment is in compliance with the Colo Spgs Short term rental ordinance, permit number STR-0115

The exterior of the duplex-style property is showcased, featuring a welcoming façade with a combination of decorative stone and warm-toned stucco. The front driveway leads to a spacious two-car garage, bordered by well-maintained landscaping and trees against a backdrop of a bright sky with scattered clouds.

5 out of 5 average rating, 147 reviews

Mt Views, Deck & Grill. Walk to Coffee & Ice Cream

Currently ranked in the top 5% in Colorado Springs, this vacation rental offers exceptional value & excellent ratings! Watch the video tour & see for yourself why guests love staying here. Enjoy stunning Views of the Front Range Mtns. from this spacious, duplex-style property w/ easy access to the Powers corridor, featuring a numerous of shops, restaurants & exciting recreational activities; Climbing gym, Miniature golf & an IMAX theater! Conveniently located near a Greenbelt & Pocket Parks.

Guest suite in Colorado Springs

A living area is presented with a wall-mounted television displaying streaming options. A comfortable black sofa and a red ottoman are visible. Natural light enters from a nearby window, illuminating a small desk with a chair. A cozy electric fireplace provides warmth to the space.

4.96 out of 5 average rating, 312 reviews

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

The entrance features a light blue front door set against a gray exterior. A pair of decorative pillows adorns a bench, inviting guests to sit. Shrubbery flanks the entrance, while fallen leaves create a natural pathway leading to the door.

4.99 out of 5 average rating, 273 reviews

Little Modern Ranch I Garden of the Gods

The Little Modern Ranch at Garden of the Gods is tailored for the perfect vacation! This home has backyard access to a 6 acre family-friendly park which has stunning, unobstructed views of Pikes Peak! It is a perfect home to entertain including a spacious kitchen with an open living plan and every modern convenience. Just a seven minute walk to the Historic Rockledge Ranch and Garden of the Gods and only a five minute drive to Old Colorado City and Manitou Springs! (PERMIT 0390)

Home in Old Colorado City

The exterior of a charming home is visible, featuring a welcoming front porch with wooden steps and a bench. Lush greenery surrounds the property, and the colorful façade blends harmoniously with the natural landscape.

4.95 out of 5 average rating, 192 reviews

Family-friendly with stunning views & great yard

No cleaning fee! Welcome to The Purple Cottage. Fully-stocked craftsman kitchen, spacious and private backyard, and beautiful views await you. 5 minutes to downtown Colorado Springs and Old Colorado City, 11 min to Garden of the Gods, 20 min to Colorado Springs airport and the Air Force Academy. Two bedrooms and one bathroom on each floor. Perfect for a family vacation or getaway with friends. Discounts for week-long and month-long stays! Colorado Springs permit STR-0467

The exterior of a spacious home is presented, featuring a combination of earthy tones and architectural details. A large driveway leads to a two-car garage, with green grass and trees framing the property, providing a welcoming entrance and a serene setting.

4.88 out of 5 average rating, 264 reviews

2 King Masters! Mtn Views *Close To AF Academy

Beautiful Custom Colorado Springs Home On 3 Acres. 2 King Master Bedrooms - separate areas of the house. Gourmet Kitchen, Large Dining & Relaxing Private Patio. 12 Minutes To Air Force Academy, 25 Minutes To Garden Of The Gods, 45 Minutes To Denver. Just north of the Air Force Academy. We often have guests here that are going to weddings/events at the Flying Horse, Younger Ranch, Spruce Mountain and Larkspur. Xbox, Foosball, Movies and board games. You'll love it!

The exterior of a spacious two-story house is shown, surrounded by a well-maintained yard. A wooden deck is visible at the back, leading to a scenic, panoramic mountain view. The surrounding landscape features trees with autumn foliage and houses in the distance.

4.91 out of 5 average rating, 430 reviews

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5 BDRM vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110

A spacious living area features a comfortable brown leather sofa facing a wooden coffee table. Natural light pours in through large windows, illuminating the dining table set for six nearby. A staircase leads to the upper level, and beige walls create a warm atmosphere.

4.92 out of 5 average rating, 175 reviews

Peaceful Perfectly Located Updated 3 Bed Home

Newly updated 3 bedroom home in quiet cul-de-sac that can sleep up to 8 people. The home is in an ideal location on the central west side. Easy access to I-25 and downtown. 5-10 to Old Colorado City, Manitou Springs and Garden of the Gods. Attractions such Pikes Peak, Cave of the Winds,Air Force Academy are less than 20 minutes away. Great patio with mountain views. Dog friendly no cats please. Short term rental permit #456.

Superhost

A rustic wooden sign labeled 'Idyllwild' is displayed at the entrance, made from a tree trunk. A brown horse stands in front of a fenced area, with rolling hills and blue mountains visible in the background under a clear sky.

Cabin in Lake George

4.95 out of 5 average rating, 177 reviews

Idlewild Ridge Ranch House

Wonderful 1920s cabin on 20 acres...backs up to National Forest. 70 min to Breckenridge for skiing, 30 minutes to Cripple Creek for adult fun, 45 min to Colorado Springs with all the great attractions. Best is being with those your love by the woodstove with hot chocolate and a board game! Your kids will love it and your fur babies have two large fenced areas to run around the cabin with a dog door for them to feel right at home!

A stylish living room is presented with a leather couch, a blue accent chair, and a wooden coffee table. A large flat-screen TV is mounted on the wall. Light-colored walls and a colorful area rug enhance the warm ambiance, with natural light coming in through a window.