Holiday rentals with outdoor seating in Pueblo County

4.99 out of 5 average rating, 184 reviews

Home in Beulah Valley

Squirrel Creek Guest House

This adorable home is perfect for families, groups of friends, small retreats, intimate weddings and elopements. Three comfy bedroooms, 2 bathrooms, full kitchen, fireplace, separate den with TV and pull out sofa. Gorgeous screened in porch and detached studio for yoga, music, retreat space or bunkhouse. Everything you need! Please note that there will be a 20% holiday surcharge during most holiday dates. Weddings/Events allowed, but must be discussed/approved before a booking can be completed.

4.91 out of 5 average rating, 120 reviews

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.

5 out of 5 average rating, 273 reviews

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

4.99 out of 5 average rating, 104 reviews

Cabin in Beulah Valley

Towering Pines Cabin

Cozy cabin situated on 3.5 private acres with abundant wildlife, towering pines, & clear night skies in the beautiful Beulah Valley. This 2,500 sq ft cabin comfortably hosts 6 adult total 8 guests total and all the amenities you demand in a vacation rental. Situated less than 500 ft from Pueblo State Mt Park & a short drives to San Isabelle National Forrest, Bishop Castle, Lake Pueblo & several of Colorado's 14'ers. Use this getaway as a base camp for discovering other Colorado adventures.

4.98 out of 5 average rating, 146 reviews

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!

4.99 out of 5 average rating, 217 reviews

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.

4.93 out of 5 average rating, 350 reviews

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.

4.96 out of 5 average rating, 128 reviews

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 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.

4.92 out of 5 average rating, 115 reviews

Cottage in Rye

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.

4.92 out of 5 average rating, 102 reviews

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.

4.94 out of 5 average rating, 488 reviews

Casa Contenta del Sol - Clean, Private, and Central

Perfect for business travel, families, couples, and solo adventurers, this one bedroom totally private space is one side of a duplex. This home is centrally located in Pueblo (see map ) and offers lots of amenities to ensure a carefree comfortable stay. Fully sanitized prior to your arrival.