Family-friendly holiday rentals in Cripple Creek

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Top-rated family-friendly rentals in Cripple Creek

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Guest favourite

Home in Florissant

4.91 out of 5 average rating, 122 reviews

Hot Tub * Large Kitchen * Great Views * Hiking

Are you looking for adventure? Or maybe just a weekend of relaxation? Look no further. My 18-acre paradise close to the heart of Florissant offers it all and more. • Hot tub • Hiking • Full playground and park next door • Fully stocked kitchen • Rollaway bed • Couch bed • Outdoor fire pit • Walking distance to town • Dogs allowed • FREE coffee & tee station • Heated floors • 10 minutes to the Wolf Sanctuary • 1 mins to the nearest grocery store • 15 mins to Woodland Park downtown • 20 mins to Cripple Creek casinos & gold mining town • 25 mins to Pikes Peak entrance • 35 mins to Cave of the Winds • 55 mins to the Co Springs Airport

30 Aug – 6 Sep

$275 SGD per night

Guest favourite

Cabin in Divide

4.89 out of 5 average rating, 267 reviews

Pineridge Cabin

Pineridge Cabin is a cozy honeymooner's get-away nestled on a wooded hillside at 9,400 feet above sea level. It is located nine miles from Cripple Creek, to the south, and nine miles from Divide, to the north, and thirty-fives miles west of downtown Colorado Springs. Approximately forty-five miles from the Colorado Springs Airport and 122 miles from the Denver International Airport. It offers all of the amenities of home except a washer and dryer but the scenery and views well make up for it.

25 Apr – 2 May

$255 SGD per night

Guest favourite

Loft in Colorado Springs

4.99 out of 5 average rating, 435 reviews

THE LOFT- Unique, Historic, Majestic Views!

Our Loft is located in the heart of Old Colorado City (OCC). Just 5 mins from Manitou Springs & 5 mins to downtown Colorado Springs. The Loft exudes character from the ceilings, to the exposed brick walls, to the custom hardwood floors. The balcony overlooks city center & has stunning views of Pikes Peak. WALK TO EVERYTHING! Restaurants, shops & bars right out the front door. Due to location, there is potential for noise. NO ELEVATOR. NO PETS/SMOKING ID REQUIRED ON PROFILE/21+ NO PARTIES/EVENTS

4–11 Jan

$228 SGD per night

Superhost

Cabin in Cripple Creek

4.88 out of 5 average rating, 290 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!

$210 SGD per night

Guest favourite

Cabin in Cripple Creek

4.93 out of 5 average rating, 301 reviews

Secluded Mountain Cabin, WiFi, Gorgeous Views!

The Bears Den is a secluded cabin nestled on a hillside in the midst of tall pines and beautiful aspens, just 10 minutes from the historic mining and casino town of Cripple Creek. Enjoy magnificent views of Mt. Pisgah and surrounding mountain ranges from every window. We have made the Den very cozy with its 3 bedrooms, 2 baths, a game room, and a back deck with a grill and seating. Special touches from Renee and Michael make your romantic getaway or family stay an unforgettable experience.

13–20 Dec

$247 SGD per night

Guest favourite

Cabin in Woodland Park

4.86 out of 5 average rating, 333 reviews

Cabin In Woodland Park with Pikes Peak View

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

8–15 Nov

$124 SGD per night

Guest favourite

Guest house in Colorado Springs

4.97 out of 5 average rating, 812 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

24 Nov – 1 Dec

$125 SGD per night

Guest favourite

Guest suite in Monument

4.93 out of 5 average rating, 235 reviews

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.

4–11 Sep

$150 SGD per night

Guest favourite

Cabin in Cripple Creek

4.87 out of 5 average rating, 424 reviews

The Fortress at Pikes Peak Cripple Creek Wifi/Spa

Click on "more about the space" below for info on pet fees and also cleaning fees for groups of 5 or more. This is a magical place and you'll feel it as soon as you arrive. It's where the "purple mountain majesties" reside from Katharine Lee Bate's "America the Beautiful". Sit in the living room and take in the magnificent views. 12 months per year, the Fortress at Pike's Peak provides a fantastic getaway. Every picture of views in the listing was taken from the deck.

7–14 Jan

$329 SGD per night

Guest favourite

Flat in Monument

4.95 out of 5 average rating, 176 reviews

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Sunset Amphitheatre in Colorado Springs, Castle Rock, Denver Tech Center, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. It has great I-25 access and is comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. It features a private entrance and unshared space.

13–20 Sep

$156 SGD per night

Guest favourite

Cabin in Florissant

4.94 out of 5 average rating, 131 reviews

Twin Rock Cabin, Family, Kids & Dog Friendly!

Historic Ranch Cabin. Dog-Friendly. Perfect just for you or a small family. We cut no corners with the beautiful western decor, leather furniture, and a fully stocked kitchen with only the best amenities. Hike the landmark rock formation at the Cabin or the trails at the Fossil Beds National Monument just down the road. National forest access is only a few miles away. Local shopping and dining. Plus, it's only a short 40-minute drive to Colorado Springs.

13–20 Dec

$260 SGD per night

Guest favourite

Guest house in Palmer Lake

4.95 out of 5 average rating, 207 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

3–10 May

$138 SGD per night