Holiday rentals with outdoor seating in Pueblo

The Cozy Court Cottage

Affordable luxury! Explore Pueblo - the Steel City & find your home away from home at our historic northside cottage. The house sits on a direct route to downtown Riverwalk and shops, as well as a short drive from Parkview and CMHIP. Enjoy a short stroll to Mineral Palace park - where you have pd access to a pool. The property provides alley + street parking & all the loved amenities to make travel easy - and then some! A great stay for our annual Chile & Frijole Festival and famous State Fair.

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. This House has a Large King Master Bedroom with Flat Screen Smart HD T.V., Bathroom with Shower, Spacious Living Room with Flat Screen Smart HD T.V., Private Office, Dining Room, Modern Kitchen, Laundry Room, a medium size 1 Car Garage

Peaceful with views and endless star gazing

Nestled at the base of Mt Tyndall off a main county road, this home has easy access and a marked road. It is a 7 min drive to town. Great views of the Wet Mountains off the spacious deck, while grilling. Ample hiking as well as BLM access. The interior of the home provides a cozy setting with great views. The main living area includes a TV, Wi-Fi and a cell phone booster. The home is 2bd and comfortably sleeps 4. The large master has a queen size bed with 2 twins in the second bedroom.

River Bluff Cottage

French doors open on to a deck overlooking a pond and back yard. This studio is attached to our home, but has a private entrance, fully stocked kitchen and bath. It feels like you are in the country but only minutes from town, the Arkansas River, and trails. A great place to stay while whitewater rafting the Royal Gorge, mtn biking, climbing, or just want to take in a meal downtown and relax on the private deck. The studio offers a queen size bed and a small couch that folds out into a bed.

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

This recently renovated A-frame cabin is nestled on 2 acres of tranquil, forested land surrounded by aspen and pine trees — the perfect mountain escape. Unwind in the private hot tub, warm up by the cozy wood-burning stove, or gather around the outdoor fire pit for a night under the stars. Plus, with the addition of our Star Gazing Net in June 2025. Near Divide, Florissant, and Woodland Park, 45-minute drive from Colorado Springs, 1.5 hours from Breckenridge skiing, and 2 hours from (DIA).

Cozy Casa Downtown near Beautiful Park & Riverwalk

We’ve designed our short-term 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!

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.

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 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.

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.