Holiday houses in Pueblo

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Top-rated holiday rentals in Pueblo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Chalet in Westcliffe

4.98 out of 5 average rating, 521 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!🍄🤩

Guest favourite

Home in Pueblo

4.9 out of 5 average rating, 115 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.

Guest favourite

Rental unit in Pueblo

4.81 out of 5 average rating, 160 reviews

Best Location - Up From The River Walk

You will need to climb a steep narrow staircase to enter the quaint little apartment on the 2nd floor.Minutes from the River walk. Close proximity to shopping, restaurants, and public library. Ideal for a couple, solo traveler or vacationer. The space has two laptop-friendly workspaces. wifi and TV. This is a junior one bedroom apartment in an old brick building. Photos show all seating areas. There is no designated living room. Please no pets, out of respect for others with allergies.

Guest favourite

Treehouse in Cascade-Chipita Park

5 out of 5 average rating, 224 reviews

The Treehouse, Modern Retreat with Panoramic Views

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, 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.

Guest favourite

Home in Pueblo West

5 out of 5 average rating, 137 reviews

No cleaning fee! Pet-friendly. 3bd/2ba

No cleaning fee! Pet friendly! A spacious open-concept, newly built and fully furnished 3 bedroom, 2 bath duplex unit. Located in Pueblo West, 5 miles from the fun-filled Reservoir, 10 mins from Parkview Hospital Pueblo West, and 11 miles from historic Downtown Pueblo. Nestled among incredible mountain views and amenities including coffee shops, restaurants, shopping, library, golfing, and walking & biking trails. Southern CO has endless outdoor activities to enjoy when you're visiting us!

Guest favourite

Home in Pueblo

5 out of 5 average rating, 251 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, Sleek Modern Kitchen, Laundry Room, and 1 Car Garage

Guest favourite

Home in Pueblo

4.99 out of 5 average rating, 176 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.

Guest favourite

Bungalow in Pueblo

4.86 out of 5 average rating, 129 reviews

@Casa de Miguel

Casa de Miguel is located on a safe and quiet, tree-lined street in one of Pueblo's more popular neighborhoods, architecturally appealing it's more than just a comfortable place to sleep but also a place with character and charm. Newly remodeled bathroom with walk-in shower. Quality mattresses, one soft and one firm, to accommodate both preferences. A common outdoor living area in back has a fire table, a pellet stove, cold-plunge tub and a large modern hottub! it's a vibe!!

Guest favourite

Guest suite in Pueblo West

4.99 out of 5 average rating, 177 reviews

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.

Guest favourite

Cottage in Beulah Valley

4.93 out of 5 average rating, 332 reviews

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.

Guest favourite

Home in Pueblo

4.98 out of 5 average rating, 124 reviews

Cozy Casa Downtown by Beautiful Park & Riverwalk

We have made our short term rental the way we would love it - comfortable!! Our COZY CASA also RUNS ON SUNSHINE. ☀️ It has 2 Queen size memory foam pillow top beds covered in Egyptian cotton sheets & down blankets. There are also lightweight quilts for those who sleep hot. Each bedroom has fans & white noise machines. We take pride in our space & offer only what we would enjoy. Cleanliness is very important to us. Less clutter & clean with comfort!!!!

Guest favourite

Home in Pueblo West

4.96 out of 5 average rating, 115 reviews

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.