Holiday rentals with outdoor seating 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

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

Luxury Treehouse Retreat | 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.

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.)

Secluded Cabin: Hot Tub, Large Deck & Fire Pit

Escape to the Timber A-Frame, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

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.

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.

Cozy Casa | Downtown Pueblo near Park + Riverwalk

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!

Hat Stretcher Ranch Cabin

Experience real Western ranch life in a cozy cabin at Hat Stretcher Ranch. Breathtaking views of the Rocky Mountains await you from the porch of this very private cabin. A true working Tennessee Walking Horse ranch, we offer bird's eye views of the barn activities, beautiful horses grazing and requisite cattle dogs. Guests can hike over 150 acres and enjoy Beaver Creek flowing through the ranch. Grab your boots and come experience this little slice of Western paradise!

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.

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.

Photographers Retreat

This property is nestled in Greenhorn valley, right under the shadow of the mountain. Seeing wild deer, turkeys, foxes and other wildlife native to the mountain wilderness is a daily occurrence. Our simple but charming cottage provides the perfect jumping point to a vast array of trails, lakes, and points of interest. You can bring your dogs per request(No cats) as there is huge fenced dog yard. A photographers dream and a nature lovers retreat.