Family-friendly holiday rentals in Cripple Creek

4.92 out of 5 average rating, 190 reviews

Horsethief Hideout Experience Spring Pikes Peak

Welcome to our very private, mountainview hideout! Our 1000 square-foot cabin is surrounded by thousands of acres of Pike National Forest. You can’t see another house from this property! That’s why we call it, ”The Hideout”. You could literally hike out the back door all the way to the summit of Pikes Peak and not cross a road nor see another house. Truly your Rocky Mountain getaway. We do welcome pets, there is a pet fee $50 for first pet and $25 per second pet. Will be charged after book

Townhouse in Cripple Creek

A two-story townhouse is set against a clear blue sky, featuring a green exterior with white trim. The entrance is framed by two evergreen trees, while a stone border outlines the landscaped yard. The sloped driveway leads up to the home, contributing to its inviting charm.

4.9 out of 5 average rating, 124 reviews

Cabin like Cozy Townhouse in Cripple Creek

This Cozy Townhouse 3 bedrooms w/ 2 1/2 bathrooms. Beautiful views surroundings this Old Western Town, it will take you back to the Gold Rush Times. You can relax, or go in to town, walk or take the city shuttle service to the Casinos, shops and restaurants. View of Mountains from town. The charm of this town is wonderful, Historic District, and still working gold mine. Mountains all around you. You will not feel like your in town at this Town house, you will not hear the next door guest.

A striking log cabin structure is set against a backdrop of snow-covered mountains and a clear blue sky. The expansive deck features wooden railings, while the surrounding landscape includes patches of snow and evergreen trees, enhancing the natural beauty of the location.

4.91 out of 5 average rating, 182 reviews

Mtn Cabin + Fireplace + Hot Tub + Views + Pets

Escape to the heart of the Rockies in this breathtaking 3-bedroom mountain cabin, where panoramic views, luxury comfort, and outdoor adventure come together for the ultimate getaway. After exploring nearby trails, unwind in the private hot tub, relax in the hammocks with a good book, or gather for game night. Pet-friendly, family-ready, and adventure-approved. Whether you’re hiking, soaking, working remotely with a view, or simply breathing in crisp mountain air, this private cabin delivers.

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.

4.89 out of 5 average rating, 399 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!

Superhost

The dining area showcases a large wooden table surrounded by light-colored chairs, providing ample seating. A stone fireplace adds warmth to the space. Tall windows invite natural light and feature views of the outdoors, while a vaulted ceiling enhances the room's spacious feel.

Home in Cripple Creek

4.84 out of 5 average rating, 174 reviews

Das Berghaus - Peace and Serenity + amazing views!

This private, secluded, and peaceful home includes 2 bedrooms plus a loft situated on 5.5 acres and backs to 100's of acres of public forest. You are guaranteed to see more deer and other wildlife than people during your stay at this home! We are located in the beautiful Cripple Creek Mountain Estates, just 10 minutes from the legendary town of Cripple Creek. Whether you are looking for peace and serenity, an adventurous outdoor getaway, or gambling in Cripple Creek, we've got it all and more!

A wooden cabin features a welcoming porch with a front door. The second part of the image captures a hot tub surrounded by a wooden fence, with hills visible in the background. The outdoor area is designed for relaxation and enjoyment of the scenic views.

5 out of 5 average rating, 106 reviews

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!

4.89 out of 5 average rating, 319 reviews

A circular wooden sauna sits on a raised deck surrounded by trees. Blue adirondack chairs are arranged around a fire pit with glowing flames. The natural setting creates a peaceful atmosphere for outdoor relaxation.

Cabin in Divide

𓃵Moose Cabin𓃵 Sauna┃Firepit┃Woodstove┃Corn hole

►Location: Short drive to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Co, Fossil Beds, Lake George, Mueller State Park, Pikes Peak, Garden of the Gods ►OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, rafting ►DINING/CASINO: Short drive to Cripple Creek + Woodland Park ►YARD: picnic table, grill, yard games, barrelwood SAUNA + firepit ►FAMILY FRIENDLY: Pack n play, high chair, monitors, toys + more! ►Equipped Kitchen ★WAFFLE MAKER★

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

4.98 out of 5 average rating, 128 reviews

Modern A-Frame w/ Hot Tub + Stargazing Dome

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

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.

4.91 out of 5 average rating, 286 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)

A hot tub is positioned on a deck, surrounded by trees and mountain views. Colorful towels rest nearby, and the clear water reflects the sky and clouds above. Two chairs are placed on the side, offering a spot to enjoy the serene outdoors.

4.95 out of 5 average rating, 112 reviews

No Cleaning Fees, NEW Hot Tub/Great Mountain Views

You'll be awe-struck by the spectacular views of Pikes Peak Mountain range from the picture window. This spacious, secluded 3-bed, 3.5-bath mountain home provides a luxury mountain experience! We have all the amenities needed for your stay, and NO cleaning fees! Whether you spend your days hiking, sightseeing, shopping, skiing, trying your luck at the casinos, or exploring local Jeep trails, end your day with breathtaking sunsets, wildlife and stargazing in the hot tub.

A hot tub is positioned on the large deck, offering views of surrounding mountains and trees. The deck features wooden railings and connects to the cabin, creating a serene outdoor space to enjoy nature.

4.98 out of 5 average rating, 237 reviews

Bighorn Haven | Views | Hot Tub| 7 Acres

Escape to our modern cabin in the Pikes Peak region. Enjoy mountain views, a hot tub, and a large deck surrounded by aspen and pine trees. This private property has been newly renovated and boasts a large flatscreen TV and high-speed Starlink internet. Experience the magic of nature as you spot big horn sheep and other wildlife. Relax by the fire pit under a starlit sky. With its serene ambiance and new renovations, this property offers the perfect mountain getaway.

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.

4.97 out of 5 average rating, 173 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.

Popular amenities for Cripple Creek family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 159 reviews

Family Retreat | Mtn & Pond Views | HotTub | Games

4.96 out of 5 average rating, 139 reviews

A hot tub is positioned outdoors on a wooden deck, overlooking a serene forested area. Steam rises gently from the bubbling water, surrounded by snow-dusted trees and a clear blue sky. The space is designed for relaxation and enjoying nature.

Home in Florissant

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

A mountain cabin is nestled among tall evergreen trees under a starry sky. Its warm, illuminated exterior features a spacious deck and steps leading to the entrance. A surrounding area of snow and pine needles enhances the tranquil, natural setting.

4.94 out of 5 average rating, 188 reviews

Star Gazer’s Sanctuary

4.96 out of 5 average rating, 117 reviews

A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.

Tent in Monument

Luxury Creekside Glamping Tent w/ Hot Tub & Views

Tiny home in Woodland Park

4.94 out of 5 average rating, 409 reviews

Cozy Tiny Cabin | Hot Tub + Pikes Peak Views

5 out of 5 average rating, 211 reviews

The A-frame cabin is nestled on a hillside, surrounded by tall pine trees. Sunlight filters through the clouds, illuminating the outdoor deck and providing a glimpse of the expansive natural landscape. The structure's triangular roof design stands out amidst the greenery.

Cabin in Divide

Indigo A Frame | Dog Inclusive, Hot Tub, Secluded

4.95 out of 5 average rating, 203 reviews

A cozy cabin is illuminated under a clear night sky filled with stars. Warm lighting accents the exterior, while a fire pit surrounded by wooden chairs offers a space for relaxation and gathering. The surrounding nature enhances the tranquil atmosphere.

Cabin in Divide

Wayward Lodge| Hot Tub | Fire Pit | Secluded

Superhost

The A-frame cabin features a distinctive triangular roof and a welcoming entrance. Large glass doors are framed by wooden accents, leading to a spacious porch. The surrounding landscape includes tall pine trees and a dirt pathway that provides access to the property.

Chalet in Florissant

4.82 out of 5 average rating, 235 reviews

*Adorable A-Frame* Hot Tub | Pac-Man | Fire Pit

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 101 reviews

A private backyard is showcased under a starry night, featuring a modern gas fire pit surrounded by Adirondack chairs. Tall wooden fences provide seclusion, while trees softly outline the space, enhancing the tranquil atmosphere.

Cabin in Lake George

Angler's Haven with Grill: Steps from Dream Stream

The eco-cabin exhibits a modern exterior with a mix of reclaimed wood planks and a stone foundation. The elevated structure features a welcoming front porch, framed by sturdy railings and illuminated by recessed lighting.

4.88 out of 5 average rating, 408 reviews

Rock Rest Eco-Cabin

A small rustic cabin stands amidst snow-covered ground, surrounded by tall trees. A wooden deck leads to the entrance, complemented by stairs for easy access. The cabin's simple design features windows that blend with the natural setting, reflecting the serene beauty of the Colorado mountains.

4.94 out of 5 average rating, 47 reviews

Cozy cabin on 8acres with views, trails, & Firepit

The exterior of Aspen Cottage showcases a wraparound deck, surrounded by Ponderosa Pines and Aspens. A play structure is visible in the foreground, equipped with swings and a slide, inviting outdoor play while the cottage provides a serene backdrop.

4.97 out of 5 average rating, 30 reviews

Aspen Cottage in Cripple Creek

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

4.93 out of 5 average rating, 602 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

4.97 out of 5 average rating, 67 reviews

The exterior of Aspen Ridge Stargazer features a modern cabin structure adorned with bistro lights. Large windows reflect the night sky and provide a glimpse of the welcoming interior. A cedar hot tub and a spacious deck invite relaxation in the serene outdoor setting.

Home in Cripple Creek

The Aspen Ridge Stargazer

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5 out of 5 average rating, 209 reviews

Off-grid, Earthen home in the forest!

The exterior of the log cabin showcases rustic wooden siding and a welcoming entrance. A spacious deck with railings provides access to the main door, surrounded by trees and nature. The building features large windows and a unique round window, enhancing its charm.

4.96 out of 5 average rating, 243 reviews

Sunset Mountain Log Cabin Retreat - Upper Unit

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 46 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

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, 273 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

Guesthouse in Colorado Springs

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.

4.91 out of 5 average rating, 151 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

4.88 out of 5 average rating, 133 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!

4.96 out of 5 average rating, 75 reviews

A private outdoor area features a heated pool surrounded by sun loungers and a spacious hot tub in the foreground. Large trees provide shade, and a well-maintained lawn offers a comfortable spot for relaxation. Fencing surrounds the area for added privacy.

Home in Cañon City

Private Royal Gorge Pool House | Heated 365 days!

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, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

4.91 out of 5 average rating, 47 reviews

A quaint cabin with a vibrant turquoise exterior features a sloping roof and welcoming white trim. A pink picnic table is positioned on the wooden porch, providing a charming outdoor space. Scenic mountains can be seen in the background under a clear blue sky.

Cabin in Cañon City

Bubble Gum Cottage