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

Into the Woods Aframe | Hot Tub | FirePit| 6 Acres

✨ Step into an ideal Colorado getaway at this renovated A-Frame. 🏔️ It is truly a gem with comfort and minimalism in mind. 🔥Newly added Pellet Burning Stove! 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine, aspen trees, and rock outcroppings, give a secluded and private stay. 🛁 A hot tub to soak in under a star-filled sky completes the space. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.

Riverside Retreat: Sauna, Hot Tub & Fireplace

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

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.)

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!

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.

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

Peaceful neighborhood! Charming 3bed 2 bath home.

Forget your worries. This Timeless brick home has charm and character. Located in an established prominent neighborhood. The house is located on a safe two block street. There are plenty of trees. Deer have been known to show up on occasion in the neighborhood. Around the corner and a short walk is the paved Arkansas river trail and the City Park. Everything in Pueblo is 15-20 minutes away and easy to get to.