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Vacation rentals in Benson

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Top-rated vacation rentals in Benson

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

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A comfortable living area features a plush couch adorned with decorative pillows. A coffee table sits in the center, with a decorative basket placed atop. The background reveals an open kitchen with wooden cabinetry and modern appliances, enhancing the inviting and functional space.

4.9 out of 5 average rating, 203 reviews

Bright & relaxing 2 bedroom close to everything!

Relax with the whole family at this peaceful place to rest. Plenty of parking for semi-truck and trailers. Fans, WiFi, large seating area, large flat screen tv. Private, outdoor gazebo and seating with lawn and plenty of space for your furry family member to run and kids to play. Easy freeway access, gas station just down the street, bar/restaurant 1 mile away, 30 mins to Tucson, 10 mins to Benson, 30 mins to Tombstone, 30 mins to Sierra Vista, 30 mins to Fort Huachuca, 1.5 hrs to Douglas.I

Top guest favorite

A cozy living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A small coffee table sits in front, accompanied by a patterned area rug. Soft light filters through a large window, complemented by a welcoming entry door featuring a friendly greeting.

Guesthouse in Cochise County

4.99 out of 5 average rating, 217 reviews

Cochise Stronghold Airb&b

Sandy and I invite you to enjoy a secluded hide away from the hustle and bustle of city life. We are located 4 miles from the Cochise Stronghold Mountains, The Chiricahua National Monument to the East is 45 minutes away. Our small town of Sunsites host the Iron Skillet which serves breakfast and lunch ,while TJ's bar and grill serves meals all day. Wonderful BBQ! Lots of History with Tombstone just an hour away. Kartchner Caverns State Park is 45 minutues away. Don't forget our wines!

Top guest favorite

A cozy guest room features a spacious bed with pillows and a blanket, along with bedside tables and lamps. A bookshelf displays art and decorative items, while a window allows natural light to enter, complemented by a view of the surrounding landscape.

Guesthouse in Sierra Vista

4.96 out of 5 average rating, 113 reviews

"I Have Nothing" Guest House

Enjoy a little peace and quiet in our lovely adobe guest house filled with southwest and Native American art. Located on 5 acres in the San Pedro National Riparian Area, take in the sights of the Sonoran Desert or the restaurants and shops of Bisbee, Sierra Vista, & Tombstone. A quick 15 minute drive gets you right into SV. We are a 5 minute walk to Riparian Area Trailheads and a short drive from the Huachuca Mountains. Or sit on our patio and enjoy the deer, hummingbirds, & quail that stop by!

Top guest favorite

The exterior of the cabin is viewed from the patio, featuring a covered seating area with two chairs and a small table. A door leads into the cabin, with a privacy curtain partially drawn. An outdoor shower and a separate utility area are also visible.

Tiny home in Dragoon

4.98 out of 5 average rating, 233 reviews

Studio Cabin: Glamping with Mountain Views

3:10 to Dragoon studio cabin is only 1 hr east of Tucson and 3 miles off the I-10 in the tiny town of Dragoon. Our property borders trust land w/unobstructed mountain views. We are near the Willcox Wine Trail, Cochise Stronghold, and Chiricahua Nat'l Monument. The cozy cabin is equipped with an outdoor hot shower, cassette toilet, heat/ac, kitchenette and double bed. This is glamping at its finest in Cochise country! (At 4600' elevation, we are 10-15 degrees cooler than Tucson or Phoenix!)

A modern kitchen showcases wooden cabinets and a spacious granite countertop. Stainless steel appliances, including a dishwasher and oven, are visible. The living area can be glimpsed through an open space, featuring plush seating and large windows that allow natural light to fill the room.

4.92 out of 5 average rating, 123 reviews

Beautiful Benson Getaway with Hot Tub and VIEWS!!!

Located 30 minutes East of Tucson lies this beautiful gem. Tucked away in a newly built community, you will find this updated 2 bedroom home w/ Office/Den (futon). If you are looking to do a quick weekend getaway, planning to visit all the Southwest has to offer, birdwatching, stargazing, or just passing through town for a night, our place will suit you perfectly. All new furniture, WIFI and CABLE on smart TV's, fully stocked kitchen, and HOT TUB. Telescope on property for guest use.

Top guest favorite

The exterior of the Time Capsule is displayed, featuring a circular design with vibrant purple walls and a wooden deck. Two orange chairs are positioned on the deck, surrounded by desert vegetation. The minimalist structure is set against a clear blue sky.

Guesthouse in Tucson

4.99 out of 5 average rating, 372 reviews

Time Capsule in the Sonoran Desert

Time Capsule is a unique experience in an space age module dropped in the middle of an 11 acres desert sanctuary and sculpture park, adjacent to the Saguaro National Park. Enjoy the quietness of the desert in a safe environment located at just 35 minutes from downtown Tucson. Because of the refinement of the interior design we cannot accept any pet, service animal, nor children in the Time Capsule. Please note that check in is in person only and not later than 10:00PM. No exception!

Top guest favorite

A friendly donkey interacts at the window of a rustic kitchen. On the wooden countertop, a plate holds a slice of cake, accompanied by a knife. A woman, holding a glass, enjoys the moment against a backdrop of desert scenery.

Ranch in Benson

4.97 out of 5 average rating, 147 reviews

Ranchito Paraiso: Pet-friendly Rustic Elegance

Kasita Morada is the perfect desert getaway after a long drive or ideal as a weekend or artist’s retreat: a rustic, elegant, artsy casita in a ranch setting, a quick 3/4 mile north of I-10. Enjoy Wifi, equipped modern kitchen with spices and cookware, areas inside and outside to work remotely while enjoying phenomenal views, friendly donkeys, and a custom rainwater shower with skylight. Kasita has an exotic "Portugal meets Old Mexico" vibe. Come here to work, create, and/or relax.

Top guest favorite

The kitchen features a central island with seating for three, complemented by wooden bar stools. White cabinetry and a gray refrigerator create a modern atmosphere. Pendant lights hang over the island, illuminating the workspace, while large windows provide natural light.

Home in Willcox

4.98 out of 5 average rating, 164 reviews

Quail Run Hideaway

Quiet country setting one mile from Willcox. Well behaved pets welcome, doggy door fenced in area. Sit quietly on the back deck to see birds including quail come to feed. Bird seed is provided. Sit on the front deck in the evenings and enjoy the hoot of our resident Great Horned Owl. The Sandhill cranes fly over in the morning and early evening, this happens in the late fall thru the middle of March. Several wine tasting rooms are available in Willcox and the surrounding area.

Top guest favorite

A cozy living area features a light-colored sofa with a decorative pillow, situated beside a small table draped with a lace cloth. Wooden cabinets line one wall, complemented by a kitchenette with modern appliances and a welcoming entry door. Natural light flows in through a large window.

Guesthouse in Saint David

4.88 out of 5 average rating, 153 reviews

"Tree of Life" 1 BR guest house with laundry rm.

This is a cute guest house in the heart of Cochise county. We are near Tombstone, Bisbee, Sierra Vista, Benson and Kartchner caverns. The house is neat and clean. It contains all of the amenities needed for your enjoyment. Saint David is generally 5 to 10 degrees cooler than Tucson and Phoenix. We have two A/C - Heater units to keep the temperature inside at your comfort level. We now have a laundry room available. Golf clubs available to use at nearby golf courses.

Top guest favorite

The exterior of the casita is showcased, featuring stucco walls and a flat roof. Native plants, including palm trees and desert shrubs, frame the entrance. A gravel path leads towards the door, with a clear blue sky above highlighting the serene landscape.

Home in Cochise County

4.94 out of 5 average rating, 309 reviews

Indian Ridge Casita

The Casita sits up above Sulphur Valley at 4400', much cooler temps, over looking Cochise Stronghold and the Dragoon Mountains. Secluded, and views galore. Chirachua National Monument, Whitewater Preserve, Fort Bowie, Willcox, good food, wineries, old western town. If you have horses, we have accommodations on our other property for them . Only two pets are allowed. Must have approval from host if more are requested. All pets MUST be listed in booking details.

Top guest favorite

The exterior of the bunkhouse features a welcoming porch with a vibrant red door and light pink walls. A bench and small chair are situated on the patio, surrounded by greenery and a rock border. A small American flag adds a touch of character.

Bungalow in Tombstone

4.9 out of 5 average rating, 395 reviews

The Hollywood Cowboy

Ultra-eclectic bunkhouse inspired by Hollywood’s depiction of the Wild-West! Authentic decor abound in the space, from the framed B movie posters to antique whisky jugs and local art to the original travel maps and promotions that bought adventure-seekers to the West on Route 66 during the golden years of America travel - one could spend the day just enjoying all there is to look at in this fun space but we guarantee the town is even better!!

Top guest favorite

A guesthouse exterior is framed by tall pine trees, offering shade and greenery. The light-colored building features a patio area with seating and an entrance marked by a single door. A grassy area extends in front, enhancing the outdoor appeal.

Guesthouse in Hereford

4.94 out of 5 average rating, 121 reviews

Thunder Mountain Place Guesthouse

Thunder Mountain Place Guesthouse is located at the base of Miller Peak. Walking distance to the closest hiking trails. Two blocks to Miller Canyon Road, 2.5 miles to Carr Canyon Road and 3.5 miles to Ramsey Canyon Road. Trails galore! Hiking and birding heaven. "Hummingbird Capital of the World" at your doorstep! Also, home to some of the best bird watching in the country, southeast Arizona actually has four birding ‘seasons’.

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Popular amenities for Benson places to stay

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Benson

Top guest favorite

The kitchen features modern white cabinetry and stainless steel appliances, including a refrigerator and a gas stove. A spacious countertop provides ample preparation area, with a sink centrally situated. A small dining table is positioned nearby, creating a functional and inviting cooking space.

Guest suite in Sierra Vista

5 out of 5 average rating, 88 reviews

White Brick Suite Sierra Vista

Top guest favorite

A clear blue pool is visible, reflecting sunlight under a vast sky adorned with fluffy white clouds. The surrounding landscape features rolling hills and mountains in the distance, highlighting the serene nature of the location.

Home in Patagonia

4.93 out of 5 average rating, 42 reviews

Poolside Escape Near Patagonia

Top guest favorite

A living area is presented with a green sofa adorned with patterned cushions, complemented by a wooden coffee table. Light-colored curtains frame a window offering views of the outdoor landscape. A ceiling fan and wall art add character to the inviting space.

Bungalow in Saint David

5 out of 5 average rating, 16 reviews

Casita 186

Top guest favorite

The exterior of a single-story home is shown, featuring a light-colored facade and a gravel driveway. A covered porch is visible with two white chairs positioned underneath a large tree, providing shade. Green foliage complements the peaceful rural setting.

Home in Saint David

4.94 out of 5 average rating, 48 reviews

Home of the Brave:

Top guest favorite

An inground swimming pool is framed by a spacious patio, featuring several loungers for relaxation. Surrounding greenery adds a touch of nature, while distant mountains provide a scenic backdrop under a clear blue sky.

5 out of 5 average rating, 6 reviews

Pool, 3-car garage, Custom Lux!

Top guest favorite

The exterior of the two-story structure is highlighted by soft outdoor lighting, casting a warm glow against the wooden walls. A covered porch area is visible below, with stairs leading to the upper private entrance. The surrounding landscape is open with a nighttime sky.

Home in Tombstone

4.98 out of 5 average rating, 97 reviews

~ Tombstone ~ Quail Ridge Loft

A wooden table is positioned on a flat area overlooking a vast landscape. Rolling hills and mountains are visible in the distance under a twilight sky, where warm hues of sunset blend seamlessly with the horizon.

Guesthouse in Patagonia

5 out of 5 average rating, 15 reviews

Bird Lover’s Casita

Top guest favorite

The exterior of a geodesic dome sanctuary is shown, featuring a smooth, light-colored facade. Two red doors provide access, framed by landscaped elements and surrounded by a gravel pathway. A vast blue sky dotted with clouds complements the inviting rural setting.

Dome in Hereford

4.97 out of 5 average rating, 67 reviews

High Desert Dome, hi-speed Wi-Fi

Quick stats about vacation rentals in Benson

Total rentals
20 properties
Nightly prices starting at
G$10,447 GYD before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in house rentals in Benson?
Experience the best of Benson with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Benson?
Yes! Work meets play with ease at over 10 vacation rentals in Benson featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Benson have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Benson. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Benson?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Benson have wifi?
Absolutely! We offer over 10 house rentals with wifi in Benson. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Benson?
Four-legged friends are welcome in Benson. Choose from more than 10 vacation rentals for guests traveling with pets.