Family-friendly holiday rentals in Pueblo

4.98 out of 5 average rating, 604 reviews

An A-Frame cabin with a vibrant red exterior features large windows and a welcoming deck. A striped umbrella extends over the deck, which is surrounded by green grass and nature. The backdrop includes rolling hills and a partly cloudy blue sky, enhancing the serene atmosphere.

Chalet in Westcliffe

Off-Grid Dark Skies A-Frame Cabin 8400' in CO Mtns

Relax & reconnect with nature in our off-grid, 100% solar & wind powered A-Frame cabin set 8,400' high in the beautiful foothills of the Wet Mountains! Enjoy awe-inspiring night skies, dramatic sunrises/sunsets, & quiet not found in the city. Retreat in the uniqueness of our A-Frame cabin w/ a loft, queen size bed, full bath w/ claw foot tub, full kitchen, & large deck for stargazing/yoga/chill time. Unplug from life's craziness to relax & enjoy! P.S. We're 21+ cannabis/mushroom friendly!🍄🤩

5 out of 5 average rating, 302 reviews

A serene bedroom showcases a plush king bed with decorative pillows against a neutral backdrop. Two bedside tables with lamps flank the bed, and a textured area rug complements the hardwood floor. Natural light filters through sheer curtains, enhancing the calming atmosphere.

Home in Pueblo

Clean Private Mid-Century Modern Park House Gem

Beautifully Renovated Park House for Leisure or Extended Stays. Immaculate Non Smoking Home with Modern and Vintage Charm. Located in a quiet neighborhood that combines privacy and a range of fantastic amenities to enhance your stay with an unbeatable location. House has a Large King Master Bedroom with Flat Screen Smart HD TV, Bathroom with Shower, Spacious Living Room with Flat Screen Smart HD TV, Private Office, Dining Room, Modern Kitchen, Laundry Room, 1 Car Garage for a Sm-Md size vehicle

4.98 out of 5 average rating, 173 reviews

A cozy living room features a black leather sofa and patterned armchairs, arranged around a coffee table. A colorful woven rug adds warmth, while a brick fireplace is positioned against the wall. Maps are displayed on the walls, enhancing the space's character.

Home in Downtown Pueblo

Cozy Casa | Downtown Pueblo near Park + Riverwalk

No hidden fees! ❤️ We’ve designed our rental just the way we’d love to stay—comfortable and inviting! Our Cozy Casa runs on sunshine ☀️ and includes a Level 2 EV charger. It features two queen-size memory foam pillow-top beds with Egyptian cotton sheets and down blankets. Lightweight quilts are also available for warm sleepers. Each bedroom includes fans and white noise machines. We take pride in offering a clean, uncluttered space with only what we personally enjoy. Clean, calm, and cozy!

Superhost

The open living area features modern furnishings, including two cozy armchairs with yellow accents and a wooden coffee table. A flat-screen television is positioned near the kitchen, which is equipped with stainless steel appliances and bar stools at the counter. Soft lighting enhances the inviting space.

Home in Pueblo West

4.87 out of 5 average rating, 188 reviews

Harmony's Cozy Home- 2BR 1Bath Pueblo west-duplex

Charming 2br, 1-bath duplex house, nestled in a quiet neighborhood. Both are short term rental. Ideal for small families or groups of friends, this cozy retreat offers a comfortable and inviting atmosphere for your stay. As you enter, you'll find yourself in a warm and welcoming living room, tastefully decorated with modern furnishings and plenty of natural light streaming in through the windows. Sink into the plush sofa or unwind in the cozy armchairs while enjoying your favorite shows on tv.

5 out of 5 average rating, 201 reviews

The living area features a large flat-screen television mounted on a light wood media console. Comfortable cream-colored chairs and a cozy side table are arranged to promote conversation. Potted plants and wall decor add a touch of greenery and personal flair to the space.

Home in Pueblo West

No cleaning fee! Pet-friendly. 3bd/2ba

No cleaning fee! Pet friendly! A spacious open-concept, newly built and fully furnished 3 bedroom, 2 bath duplex unit. Located in Pueblo West, 5 miles from the fun-filled Reservoir, 10 mins from Parkview Hospital Pueblo West, and 11 miles from historic Downtown Pueblo. Nestled among incredible mountain views and amenities including coffee shops, restaurants, shopping, library, golfing, and walking & biking trails. Southern CO has endless outdoor activities to enjoy when you're visiting us!

4.89 out of 5 average rating, 99 reviews

An outdoor patio area is presented under a covered structure, featuring a wooden table with colorful chairs and a nearby firepit. String lights are hung above, enhancing the serene ambiance. Lush greenery surrounds the space, creating a tranquil outdoor setting.

Home in Pueblo

Charming Home in Pueblo, CO

Relax in this bright, airy, and clean 3-bedroom, 2-bath home in Belmont. Enjoy modern updates, comfy bedrooms with ceiling fans, and a spacious living area. The master has an en-suite bath, and the cozy den—with a record player—is perfect for unwinding. Step outside to a fully fenced backyard, ideal for pets or relaxing evenings. The patio and firepit create a cozy outdoor retreat. Centrally located near Pueblo’s attractions and a short drive to Canon City, this peaceful getaway awaits!

The exterior of a charming A-frame cabin is showcased, featuring a wooden deck with a railing. Large floor-to-ceiling windows allow ample natural light into the space, providing a view of the surrounding trees and outdoor seating area.

4.92 out of 5 average rating, 652 reviews

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

4.99 out of 5 average rating, 254 reviews

A spacious living area features dark leather seating arranged comfortably around a coffee table. A white dining table with black chairs is positioned nearby. Elegant artwork adorns the wall, and the ceiling showcases detailed embossed patterns. Natural light enters through large windows with light curtains.

Home in Downtown Pueblo

The Little Green House. Cozy & Centrally Located

Beautifully renovated 3 bed 2 bath 1100 sq/ft home centrally located in Pueblo. The Little Green House is just 4 blocks off I25, 12 blocks from the Riverwalk, Union Ave, and Memorial Hall, and 2 blocks from Mineral Palace Park. Pet friendly, kid friendly, in-unit washer/dryer, EV charger, and owners live on the same block so are usually available for any issues that may arise. No extra fees for extra guests, no extra fees for pets, and no special instructions or chores for check out.

Guest suite in Pueblo West

The interior of the tiny house features a queen bed with a light-colored quilt and pillows. A small loft is visible, alongside a sitting area with a loveseat and an ottoman. A kitchen nook with two stools, a smart TV, and an electric fireplace are present, providing a cozy atmosphere.

4.99 out of 5 average rating, 216 reviews

Oasis Tiny House - Perfect for 1-2 people.

Quiet neighborhood located in Pueblo West. Sits real close to our house. This is a very small, but newly renovated tiny house! 12' x 16' one room, queen bed, nice size shower and toilet with barn door for privacy in bathroom. Sit-up bar with two stools, smart TV with electric fireplace in the corner gives it a touch of romance! Loveseat with ottoman. Small loft that kids could sleep in for short stays. Small coffee pot, under counter fridge, and nice size mirror over farm sink.

4.96 out of 5 average rating, 107 reviews

A cozy living room features original hardwood flooring and bright natural light from two windows. A comfortable recliner and a wooden coffee table are present, along with decorative items including a potted plant and a stylish lamp. The door leads outside to the patio area.

Home in Mesa Junction

Cozy Gem! Beautiful One Bedroom Spanish Style Home

Our home was built in 1925 and has beautiful original hardwood flooring throughout, including the closet built-ins. Our home is located in Pueblo's Mesa Junction, which is a short walk to downtown. There are numerous shops and eateries in "The Junction" as well as Pueblo's main library. As mentioned, within walking distance is downtown and the Pueblo Riverwalk - just over the bridge that spans the Arkansas River! We are located in a very safe, tight-knit neighborhood.

4.92 out of 5 average rating, 356 reviews

The entrance of the cottage is highlighted by a wooden porch adorned with vibrant flowers. An American flag is displayed at the side, welcoming guests. Lush greenery surrounds the area, contributing to a serene outdoor atmosphere.

Cottage in Beulah Valley

Whispering Pines Cottage

Enjoy a relaxing stay in beautiful Beulah Valley. Cottage is located on 7 acres next to Squirrel Creek. Hike, cycle, and enjoy the surrounding areas of Westcliffe, Canon City, Florence & more! Start your day with coffee on the deck listening to bubbling stream, birds and chickens. A mini-farm adventure. Furry friends welcome (2 max). May not be left unattended. Air-conditioned /heated. Not suitable for hunters. Cottage close to main house, chickens and gardens.

4.97 out of 5 average rating, 147 reviews

A single-story brick house is presented, featuring a two-car garage and an inviting front yard. Neatly trimmed shrubs and colorful flower beds enhance the landscape. A yellow chair and a wagon wheel add rustic charm to the entrance, complementing the home's warm appearance.

Home in Pueblo West

Step back in time-in style w/Hot Tub, W/D, Wi-Fi

This comfortable house has been updated to include some unique features that will take you back to Colorado's history from the 1859 Pikes Peak Gold Rush to the days of the railroad. We have 3 bedrooms - the cowboy room, the railroad room, and the Master Suite with its tasteful decor featuring southwest art from local artists. The kitchen is fully stocked and you can park in the 2-car garage. Plus we have added a large hot tub to the back patio and a privacy fence.

Popular amenities for Pueblo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 302 reviews

Home in Colorado Springs

Lake~Paddleboards~Hot Tub~Firepit~BBQ

5 out of 5 average rating, 275 reviews

An aerial view of the house reveals its stylish black exterior nestled among lush green pine trees. A spacious deck and hot tub are visible, highlighting the natural surroundings and mountainous backdrop.

Home in Woodland Park

Views, views, VIEWS I Hot tub I Peaceful 3 acres

4.99 out of 5 average rating, 198 reviews

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

Home in Colorado Springs

Private Guest House in the Forest

4.89 out of 5 average rating, 385 reviews

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

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

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, 111 reviews

New! A-Frame w/ Hot Tub + Stargazing Dome

4.98 out of 5 average rating, 186 reviews

Elwood A-frame | Hot tub | Fire Pit | Pike's Peak

Guest suite in Colorado Springs

A hot tub is illuminated with soft blue light, set on a private patio. String lights decorate the area, enhancing the outdoor atmosphere. In the background, a staircase leads to a spacious wooden deck surrounded by trees, creating a serene setting at dusk.

4.96 out of 5 average rating, 277 reviews

The Black Forest Estate

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, 237 reviews

Sunset Mountain Log Cabin Retreat - Upper Unit

Family- and pet-friendly home rentals

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

4.92 out of 5 average rating, 103 reviews

Timberwood Cabin

4.94 out of 5 average rating, 440 reviews

A single-story house is positioned on a gentle slope, showcasing an orange metal roof against a clear blue sky. Majestic snow-capped mountains can be seen in the distance, surrounded by a natural landscape of grass and trees.

Home in Westcliffe

Great place for social distancing

Guest suite in Colorado Springs

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

4.97 out of 5 average rating, 725 reviews

Cheyenne Canyon Getaway

4.86 out of 5 average rating, 103 reviews

A hot tub equipped for eight guests is situated on a wooden deck, offering stunning views of the surrounding landscape at sunset. The horizon is illuminated with warm tones, while distant mountains can be seen against the sky. Relaxation awaits in this serene outdoor space.

Cabin in Lake George

Cozy Cabin: Lake View & Hot Tub

4.98 out of 5 average rating, 164 reviews

An open kitchen and dining area is revealed, featuring a large wooden table surrounded by metal chairs. Light streams through multiple windows, enhancing the warm wood tones of the cabinetry and floors. A door leads outside, contributing to the spacious feel of the room.

Home in Westcliffe

Peaceful with views and endless star gazing

4.98 out of 5 average rating, 112 reviews

The exterior of the chalet is illuminated by warm string lights at dusk, showcasing a wood and glass structure surrounded by trees. A soothing hot tub is visible on the deck, offering a perfect spot for relaxation under the evening sky.

Cabin in Woodland Park

Dogs YES, Scenic Vws, Fireplace, Hot Tub, 2 Decks

4.97 out of 5 average rating, 199 reviews

A charming outdoor space features a wooden swing set against a backdrop of tall trees, with plush cushions resting within. The ceiling showcases rustic beams illuminated by a warm lantern, creating an inviting area for relaxation beneath the natural canopy.

Villa in Cañon City

Paul Bunyans mountain home in Canon City

4.91 out of 5 average rating, 101 reviews

A spacious deck features a modern propane firepit surrounded by several blue chairs. The cabin is visible in the background, nestled among trees with a clear sky above. The deck provides an inviting spot for gathering and enjoying nature.

Home in Divide

A-Frame Cabin w/Game Room, Fire Pit + Sauna

Family-friendly home rentals with a pool

Superhost

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.

Guesthouse in Colorado Springs

4.91 out of 5 average rating, 130 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

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, 260 reviews

Quite Spacious Apt w/ Game Table, Bball Court

4.94 out of 5 average rating, 18 reviews

A well-maintained grassy yard is framed by a white picket fence. A large tree and decorative plants are visible, alongside a small swing set. The exterior of the house features large windows and is accompanied by a storage shed in the background.

Guest suite in Fountain

Settlers Pass apartment to experience Colorado

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!

4.99 out of 5 average rating, 70 reviews

An outdoor area features a spacious swimming pool surrounded by lounge chairs and umbrellas. A seating arrangement, including a table and comfortable couches, provides a shaded space for relaxation. A hot tub is visible in one corner, set against a backdrop of greenery.

Home in Cañon City

Heated Pool & Hot Tub | Near Royal Gorge

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, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Home in Garden of the Gods

An indoor area features a spacious pool illuminated in blue, complemented by bright skylights above. A jacuzzi is positioned to one side, while a seating area with a sectional sofa and plush chairs is visible, offering a relaxed space for guests.

4.97 out of 5 average rating, 31 reviews

Indoor POOL, Hot Tub, Sauna! Garden of the Gods