
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.

Enjoy a Rocky Mountain winter escape
Escape to our cozy 1900s Bunkhouse! Rocky grandeur meets Colorado splendor. Western charm, stunning views of Pikes Peak & Continental Divide. Dogs (2) & horses welcome! Convenient corral nextdoor. Explore National Monument & Forest, miles of hiking trails, world-class fly fishing. Insider tips on local gems, restaurants & shops. 45 mins to Colorado Springs. Unwind under starry skies, enjoy landmark rock formations. Perfect for outdoor adventures with your furry friends! Make memories! Pets-fee

Dark Sky Stargazing from Firepit, Mountain Views
☾ ✩ Dark Sky Zone: All exterior lighting is "Dark Sky Friendly," allowing for stunning views of the Milky Way in this designated Dark Sky area ☾ ✩ ✧Community Patio: Outdoor Stone Fireplace, Propane Fire pits & String Lights ✧Barrel Sauna ✧Grill ✧Game Hub: Corn hole + more! ✧LG Smart TV: Cable & Streaming Apps ✧Fully Stocked Kitchenette ✧BR w/ a Heated Toilet Seat ✧Minutes to Florissant Fossil Beds, 11 Mile Reservoir, Colorado Wolf and Wildlife Center + Mueller State Park. Walk to 11 Mi Canyon.

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!

Mountain Dream
Lessee must be a min. 21 years old 45 miles W. of COSPGS/7 miles NW of Cripple Creek, 2000 SF,Wi-Fi,gas log stove+baseboard heat,washer/dryer, TV/DVD/, Wi-Fi Lg. loft bedroom overlooks the great room with priv. deck, hot tub on deck,BBQ grill,patio furniture,8' pool table,log accents throughout Full kitchen/DW/micro. Large prowfront windows. This cabin is secluded at the end of a cul-de-sac on top of a knoll. We allow dogs with additional $15/night/dog. Add number of dogs as additional guests

Oso Lucky Lodge | Hot Tub • Walk to Casinos
Oso Lucky Lodge offers a unique & relaxing mountain lodge experience in Cripple Creek, Colorado. Located just 1 minute from the casinos, it’s the perfect getaway with peaceful mountain surroundings & nearby hiking trails. Unwind with mountain views from the hot tub or private balcony, and enjoy king-size Sleep Number beds, 3 fireplaces, 4 smart TVs, a dart board, shuffleboard, wet bar, full-size kitchen, & more. Experience comfort & unforgettable views at one of the best Cripple Creek lodges!

Luxury Treehouse Escape | Near Pikes Peak+Views
Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing
This recently renovated A-frame cabin is nestled on 2 acres of tranquil, forested land surrounded by aspen and pine trees — the perfect mountain escape. Unwind in the private hot tub, warm up by the cozy wood-burning stove, or gather around the outdoor fire pit for a night under the stars. Plus, with the addition of our Star Gazing Net in June 2025. Near Divide, Florissant, and Woodland Park, 45-minute drive from Colorado Springs, 1.5 hours from Breckenridge skiing, and 2 hours from (DIA).

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!

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)

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!

Cozy 3 bedroom log cabin in the Mountains
This Cozy log cabin has 3 bedroom , 2 bathrooms, great space for away from home but still have to work. Cozy up to a wood stove fire place, has a view that will take your breath away. This cabin has it all view, covered deck, wildlife and seat outside on the log swing with a glass of wine and which the sunset. Secluded mountain top with Aspens(Sept. Oct. is the time of year for the change of color) Full kitchen all you will need is your food. T.V with Hulu and Disney +.

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.
Popular amenities for Cripple Creek family-friendly rentals
Family-friendly home rentals with a hot tub

Cheerful 1-bedroom cabin with hot tub

Stunning Cañon Retreat, views from backyard

Decks+Views+Hot Tub+Fireplaces

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Tiny House in the Mountains, Hot Tub & EV Charger

Star Gazer’s Sanctuary

Cabin, dog friendly, hot tub, views, adapted

Sunset Mountain Log Cabin Retreat - Upper Unit
Family- and pet-friendly home rentals

𓃵Moose Cabin𓃵 Sauna┃Firepit┃Woodstove┃Corn hole

Timberwood Cabin

Cheyenne Canyon Getaway

Log Cabin, Stunning Views & Hot Tub, Cripple Creek

Sauna, Forest + Mtn Views - Cabin Under The Stars

Wabi Sabi Tiny House - No Cleaning Fees!

Pikes Peak Tiny Home

Off-grid, Earthen home in the forest!
Family-friendly home rentals with a pool

Urban Float - Private Heated Pool/HotTub & Firepit

Quite Spacious Apt w/ Game Table, Bball Court

Settlers Pass apartment to experience Colorado

Sunshine Mountain , experience true Colorado!

Rustic Historic Colorado Mountain Cabin Pikes Peak

*King Bed*2CarGarage*Gym*Workspace*EVCharger*

1 Bedroom Spotless Condo with King Bed!

Cabin Fever? This One’s the Good Kind
When is the best time to visit Cripple Creek?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $346 NZD | $312 NZD | $346 NZD | $299 NZD | $268 NZD | $346 NZD | $348 NZD | $346 NZD | $346 NZD | $346 NZD | $268 NZD | $362 NZD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
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 $70 NZD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cripple Creek holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cripple Creek rentals

4.9 Average rating
Cripple Creek stays are highly rated by guests—averaging 4.9 out of 5!
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- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Bishop Castle
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- Colorado College
- Mueller State Park
- Colorado Wolf and Wildlife Center
- Castlewood Canyon State Park
- Roxborough State Park
- Lake Pueblo State Park
- Ghost Town Museum
- Helen Hunt Falls
- Colorado Springs Pioneers Museum
- Red Rock Canyon Open Space
- Rocky Mountain Dinosaur Resource Center
- The Broadmoor Golf Club
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- United States Air Force Academy
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- The Broadmoor World Arena
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