Family-friendly vacation rentals in Pueblo

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pueblo

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

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Guest favorite

Chalet in Westcliffe

4.98 out of 5 average rating, 474 reviews

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!🍄🤩

Jan 4 – 11

G$36,402 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 381 reviews

Private Carriage House, walk to downtown Co Spgs

Permit# A-STRP-22-0164 The Carriage House is located on a beautiful property adjacent to an 1889 Queen Anne Victorian, loaded with charm and character. It's two blocks south of Colorado College, walkable to downtown Colorado Springs, restaurants and dining, nightlife, public transportation nearby, and a 5-min drive to Old Colorado City. You’ll love the neighborhood, walkable to the urban city center, and private entrance. Our place is good for couples, solo adventurers, and business travelers.

Nov 11 – 18

G$17,226 GYD per night

Guest favorite

Guest suite in Colorado Springs

4.91 out of 5 average rating, 365 reviews

Hiking | Dining | Nightlife in Historic Ivywild

★ 2 miles to Downtown ★ 2 miles to Cheyenne Canon (tons of hiking) ★ 1.3 miles to 5 star Broadmoor Hotels (conference center) ★ 10 minute walk to the Historic Ivywild School (restaurants, cocktails, and local beer) ★ Quick drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS ★ Equipped kitchen w/ coffee maker, water kettle, coffee/tea and more! ★ Family Friendly: Pack 'n play, Baby monitor, and booster seat ★ WORK TRAVEL: FAST WIFI and designated desk space ★ 5 star cleaning rating

Oct 19 – 26

G$21,399 GYD per night

Guest favorite

Cabin in Beulah Valley

4.98 out of 5 average rating, 131 reviews

Dave's Guest House - A Bed & Breakfast

Western-style Cabin, with Beautiful Mountain-views. Two queen beds one sofa bed, sitting area, kitchenette and dining area. Varied menu, some with a Southwestern Flair and home-made pastries, coffee, tea, popcorn, and special menu options. The Guest House has a circular drive and carport. Pueblo Mountain Park has fabulous hiking trails. The Guest House Directory spotlights local favorite dining, art, and antiques ... "Dave's 50-mile Road Trips" are highly-recommended - "tried and true!"

Jul 25 – Aug 1

G$26,506 GYD per night

Guest favorite

Guest suite in Colorado Springs

4.97 out of 5 average rating, 292 reviews

Hospitality House

Our home is located in the Black Forest area of Colorado Springs. We have a spectacular view of Pikes Peak; we hope that folks will have a relaxing and refreshing time while staying with us. Guest area is the lower part of our home, about 2100 square feet. Private entrance, two bedrooms, media room (larger TV, board games, study area), full bathroom, common area with pool table. Guest area is secure with a locked door for privacy and security; door connects lower level with host living level.

Oct 19 – 26

G$24,555 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 813 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.

Nov 30 – Dec 7

G$16,203 GYD per night

Guest favorite

Cabin in Larkspur

4.98 out of 5 average rating, 123 reviews

Lodge and Pinecone Hollow-sleeps 4+ & 420 friendly

Pinecone Hollow is nestled right in between Denver and Colorado Springs & has been carefully set up for those who love nature, open spaces, outdoor activities and/or just stay in and enjoy the quiet of remote living. If you want to be "Off the Grid" or just get a reprieve from the daily grind of city life, this place is it. Quiet nights, plenty of wildlife & beautiful scenic views. There is WiFi, DISH T.V and more!!! Hiking, scenic drives, bird watching, puzzles and so much more to do!

Feb 27 – Mar 6

G$31,865 GYD per night

Guest favorite

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.

Oct 17 – 24

G$22,710 GYD per night

Guest favorite

Apartment in Colorado Springs

5.0 out of 5 average rating, 285 reviews

Cozy Garden Level Studio Apt near Downtown CS

Safe, end-of-street home w/no traffic. Sunny, private, garden level apt w/ private entrance. Queen bed, & love-seat futon opens to a single comfy bed; private bath. Full kitchen to prepare your meals. Organic coffee & teas, condiments, filtered water. Yoga mats & essential oils. Please, NO smoking in apt. Attention to detail & artwork make this bungalow a comfortable, home-like environment. I'm very flexible w/ check-in/out times, as I know flights & long drives can be challenging.

G$11,494 GYD per night

Guest favorite

Cabin in Florissant

4.92 out of 5 average rating, 446 reviews

Fawn Cabin, On 5 Private Acres With Hot Tub!

Fawn Cabin is an authentic mountain cabin that truly says Colorado! Set on 5+ acres with beautiful views and privacy. Enjoy the relaxing sounds of nature from the deck, soak in the hot tub, and just relax. Enjoy viewing the deer and other abundant wildlife that are right outside the door. Just 20 minutes from Cripple Creek, 20 minutes from the South Platte river in Eleven Mile Canyon, 10 minutes from Florissant Fossil Beds. Two hours from Denver. One hour from Colo Spgs.

Oct 29 – Nov 5

G$40,967 GYD per night

Guest favorite

Guesthouse 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

May 30 – Jun 4

G$23,994 GYD per night

Guest favorite

Farm stay in Calhan

4.8 out of 5 average rating, 206 reviews

The Beach House ⚓️

Our walk-in basement sleeps 6. The 1st bedroom has a queen bed and was painted by my daughter to depict an underwater aquarium. The 2nd bedroom is pleasant blue, set up for children, includes a single bed and a bunkbed. A pack and play is available for a baby. A small kitchen area includes a table for 6 and a microwave, coffee maker, hot plate, and fridge. The bathroom was recently renovated and will pamper you!

Oct 22 – 29

G$14,057 GYD per night