Family-friendly holiday rentals in Cripple Creek

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Top-rated family-friendly rentals in Cripple Creek

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A warm living area features log-style walls and large windows, allowing ample natural light. Comfortable seating is arranged around a wooden coffee table, with a ceiling fan overhead. A dining table is set nearby, completing the inviting atmosphere of the space.
Cabin in Cripple Creek
4.89 out of 5 average rating, 373 reviews

Beautiful Log Cabin on 2 Acres w/Hot Tub & WiFi

Peaceful and private. Enjoy the Colorado mountains in this beautifully appointed modern cabin! Three bedrooms, 4 beds, and 2 full baths for your comfort. Kick back on the deck and enjoy the gorgeous view, or have a soak in the hot tub! Deer and other wildlife are abundant. Cripple Creek Mountain Estates is a covenant controlled community. Large groups or events are strictly prohibited! Please be respectful of the peace and tranquility that is so highly prized by all of the residents. Thank you!

Top guest favourite
Cabin in Divide
4.99 out of 5 average rating, 287 reviews

Cabin Getaway: Hot Tub, Sauna & Mtn View, 43 acres

Welcome to your historic mountain retreat at Eagle Ridge! The cabin is a stunning 360 sq ft handcrafted woodwork home situated on a gated 43-acre property with access to private walking trails and panoramic views of Pikes Peak that will take your breath away. The peaceful and quiet atmosphere of the cabin instantly enables one to forget about the busyness of life and rest and/or focus on a birthday, anniversary, or personal retreat. The hot tub is filled with fresh water for every guest.

Top guest favourite
A shaded porch is highlighted with wooden rocking chairs facing scenic mountain views. The cabin's wooden exterior features log paneling and a stylish wall light. The expansive deck allows for easy transition between indoor and outdoor spaces.
Cabin in Divide
4.97 out of 5 average rating, 112 reviews

Alpine Escape: Family-Friendly w/ Gorgeous Scenery

Escape to a stunning mountain retreat where families can relax, unplug, and create lasting memories. Breathe in the crisp alpine air as you sip coffee on the wraparound deck, while the kids enjoy the tree swing. This spacious cabin offers a full kitchen, cozy lounge areas, and a dedicated workspace. Explore scenic trails just minutes away, with Mueller State Park only 6 minutes from your door and Cripple Creek within 19 minutes. Your perfect family getaway starts here—learn more below!

Guest favourite
A scenic view reveals rolling hills adorned with evergreen trees. Snow-dusted peaks stretch across the horizon, complemented by a diverse landscape featuring both dense forests and open spaces. The atmosphere reflects tranquility, with soft light casting a gentle glow over the vast wilderness.
Cabin in Florissant
4.93 out of 5 average rating, 210 reviews

Red Door Cabin

While staying at Red Door Cabins you will enjoy breathtaking views, amazing rock formations, beautiful pine and aspen trees, a firepit, silence and stars. Have fun finding pieces of petrified wood, geodes, wild berries, and mushrooms on the property and surrounding area. You will get visited by deer, squirrels, maybe a family of foxes and occasionally local black bear or two. So, don’t forget your camera! THERE ARE TWO CABINS ON THE PROPERTY SO YOU MAY HAVE NEIGHBORS DURING YOUR STAY .

Top guest favourite
A comfortable living area features wooden walls and high ceilings. Natural light floods through large windows, offering views of the surrounding nature. Seating options include a cozy sofa and armchairs, and a rustic coffee table sits in the center. A bookshelf holds various entertainment options.
Cabin in Cripple Creek
4.91 out of 5 average rating, 262 reviews

Private Mountain Retreat up to 8 - Hot Tub & Dogs!

Enjoy a romantic getaway or relax with the whole family at this peaceful piece of natural paradise; soaking in the hot tub, playing games, watching movies with popcorn or taking in breathtaking sunsets or sunrises from our quiet cabin in the mountains. You will be surrounded by deer, chipmunks & other wildlife in abundance. The property is less than 4 miles to Cripple Creek and has lots of hiking and biking. Spectacular views of Pikes Peak! This is a dog friendly cabin (up to 2 dogs)

Top guest favourite
Cabin in Florissant
4.97 out of 5 average rating, 213 reviews

Whimsical Dreams Cabin | Firepit | Kids Fort

Unwind in this modern cozy cabin in the Colorado woods! Recently remodeled inside and out. Recently added is a Kids Fort right in the backyard! Come to fish at the local lake, hike hundreds of nearby trails, play the slots at Cripple Creek, and end your day relaxing on the secluded back deck. In the nearby town of Woodland Park, you can do your grocery shopping, have a beer, or grab a coffee and homemade donut! Or take the drive to Colorado Springs (50 minutes) to visit much more!

Top guest favourite
The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.
Cabin in Cripple Creek
4.97 out of 5 average rating, 145 reviews

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

Our cozy cabin sits on the back side of Pikes Peak! Sunny and tucked away in the woods, this charming chalet is a great place to relax, play, or work remotely. Steps away from views of the Rocky Mountains. We are just minutes from amazing adventures and world-class fly fishing. Set with an open floor plan, vaulted ceilings, a wood-burning stove, remodeled bathroom, a large desk, and fast WiFi. The back patio is perfect for leaf-peeping, grilling, and sunset views.

Guest favourite
A wooden cabin is nestled among green pine trees, featuring a spacious wrap-around deck illuminated by soft lighting. The surrounding landscape showcases rolling hills and mountain views, while a pathway leads up to the cabin.
Cabin in Cripple Creek
4.93 out of 5 average rating, 167 reviews

Monarch Landing, A Cozy Cabin w/360 Mountain Views

Wake up to the sound of birds and wildlife, lounge on the deck under the pine trees with a cup of coffee, gaze up at the stars while laying in the hammock, and cozy up in front of the wood fireplace. Monarch Landing is a true getaway! Fully remodeled, it offers 2 spacious bedrooms and a sleeper sofa. Nestled deep in the desirable Cripple Creek Mountain Estates, you’d never guess that you're only 7 minutes from the casinos and nightlife of downtown Cripple Creek.

Top guest favourite
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.
Guest house in Colorado Springs
4.95 out of 5 average rating, 602 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.

Top guest favourite
A newly constructed barndominium stands nestled among trees, featuring a wooden exterior complemented by a large garage door. A spacious deck is visible above the main entrance, enhancing the structure's vertical design. A gravel pathway leads to the entrance, surrounded by natural landscaping.
Barn in Guffey
4.98 out of 5 average rating, 113 reviews

Charming mountain barndominium

Newly constructed barndominium on 44 acres of mountain paradise awaits you. 5 mins to the Guffey Gorge! Epic views from every window and large deck! Downstairs includes a poker table, foosball table, dartboard, pool table and western library. Nicely equipped kitchen, clawfoot bathtub and custom shower. Attractions nearby include Canon City, Cripple Creek and much more! Ask about our mustang experience! No hunting parties

Guest favourite
A bright outdoor space features a charming cabin with a red metal roof, surrounded by lush greenery. Pathways made of stone lead to a wooden pergola, where hammocks and vibrant colors create a relaxing atmosphere. Flower beds add splashes of color to the serene landscape.
Cabin in Cañon City
4.89 out of 5 average rating, 163 reviews

Windy Ridge Cabin is very peaceful

Windy Ridge Cabin is located in Canon City Colorado. Our non smoking cabin rustic appeal offers a mini fridge, composting toilet, convenient kitchen with basic amenitie. We don’t have shower. Upon request we also offer mindfulness meditation . Perfect for a single guest. We offer free parking. Our neighborhood is very peaceful. We allow one guest only. We allow one pet only not more than 35 lbs(cat not allowed)

Top guest favourite
A rustic log cabin with a green metal roof is surrounded by tall trees, partially covered in snow. A small porch area is visible, featuring seating arrangements and a grill. The cabin's natural wood exterior reflects its historic charm amidst a serene winter landscape.
Cabin in Divide
4.96 out of 5 average rating, 314 reviews

Best Li'l Bunkhouse on 40 Wooded Acres

This log cabin is one of four built in the late 40s or early 50s. Part of the original homestead, the cabin was renovated with reclaimed materials but updated for modern comfort. Old world charm, trim repurposed or locally milled. Located on 40 wooded acres, this is the perfect place for solitude and yet close to amenities and attractions. Sleeps 4, dining and kitchen area, dogs welcome

Popular amenities for Cripple Creek family-friendly rentals

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Avg. price$259 SGD$233 SGD$259 SGD$224 SGD$201 SGD$259 SGD$261 SGD$259 SGD$259 SGD$259 SGD$201 SGD$271 SGD
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Quick stats about holiday rentals that are family-friendly in Cripple Creek

  • Total holiday rentals

    Explore 20 holiday rentals in Cripple Creek

  • Nightly prices starting at

    Cripple Creek holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Cripple Creek holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cripple Creek rentals

  • 4.9 Average rating

    Cripple Creek stays are highly rated by guests – averaging 4.9 out of 5!