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Holiday rentals in Benson

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Top-rated holiday rentals in Benson

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

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Guest favourite
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.
Home in Benson
4.9 out of 5 average rating, 206 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 favourite
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.
Guest house in Sierra Vista
4.96 out of 5 average rating, 118 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 favourite
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, 236 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!)

Superhost
A spacious living room features a large sectional couch arranged around a coffee table. A flat-screen television is mounted on the wall, while soft lighting illuminates the area. Large windows invite natural light, offering views of the outdoor patio and desert surroundings.
Home in Benson
4.89 out of 5 average rating, 9 reviews

Hilltop Haven

Enjoy your stay in this 3BD/2BTH freshly built home. Surrounded by majestic mountain views above Beautiful Benson, AZ! Just 7 minutes from Kartchner Caverns, a quick drive to Historic Tombstone, and attractions. Enjoy the modern amenities and desert decor, while your family relaxes from travels, with a sunset on the westward facing back patio. Centrally located between Tucson and Sierra Vista. Whether a quick weekend or a longer exploration, our space will fill every need for a perfect stay.

Top guest favourite
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.
Home in Benson
4.92 out of 5 average rating, 128 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 favourite
This studio apartment features a cozy lounge area with a small couch, leading to a kitchenette equipped with essential appliances. A dining table is positioned near a window, allowing natural light to brighten the space. Light wood flooring complements the green cabinetry.
Flat in Sierra Vista
4.96 out of 5 average rating, 346 reviews

High Desert Hideaway (Garage Space & Kitchenette)

This cozy 250 sq ft studio apartment, with dedicated one-car garage space, is located in a quiet neighborhood near the Huachuca mountains. The space is on the second story above the garage of a single-family home. Its charming size is perfect for individuals and couples. The shower and bathroom are small (may be uncomfortable for people over 6 feet). Works well for military, contractors, traveling nurses, and bird watchers. Includes everything needed for a short or long-term stay.

Top guest favourite
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.
Guest house in Tucson
4.99 out of 5 average rating, 383 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 favourite
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.
Guest house in Saint David
4.88 out of 5 average rating, 155 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 favourite
A studio layout features a queen bed with a textured mint green coverlet, paired with decorative pillows. A full-size sofa bed is positioned nearby, with a kitchenette that includes a microwave and refrigerator. Three framed desert landscape artworks adorn the wall, enhancing the calm atmosphere.
Guest house in Benson
5 out of 5 average rating, 18 reviews

Burro Casita: Central Location & Desert Views!

Enjoy the perks of both a central location and beautiful desert views when you stay at the Burro Casita! The Burro Casita is located in a peaceful neighborhood in Benson, just 5 minutes away from grocery shopping and local restaurants. We are 16 minutes from Kartchner Caverns, 18 minutes from the Mescal Movie Set, and 30 minutes from Tombstone. Bisbee, Arizona-Sonora Desert Museum, Saguaro National Park, Mission San Xavier Del Bac, and Old Tucson are all within an hour!

Top guest favourite
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
4.95 out of 5 average rating, 315 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 favourite
A cozy sitting area features a pair of light-colored armchairs flanking a wooden coffee table. Natural light enters through the large windows, illuminating the warm wood flooring. A small side table and decorative accents enhance the inviting atmosphere.
Home in Benson
4.99 out of 5 average rating, 79 reviews

Bird Lover's Paradise

Welcome to our Historic Home and beautiful property in Benson, AZ. There is something for everyone. Enjoy our beautifully landscaped property and outdoor spaces. We have so much to experience all within 15-45 mins. Historic Tombstone, the Cooper Mines in Bisbee, Kartchner Caverns in Sierra Vista or Colossal Caverns in Vail and the "Boneyard" in Tuscon. After a day of exploring enjoy a cocktail and relax on one of the two outdoor patio spaces.

Top guest favourite
A charming entrance is framed by a decorative white door featuring glass panels. Potted plants are arranged along the pathway, with one large birdbath located nearby. The area is shaded by tree branches, creating a serene outdoor space.
Guest house in Huachuca City
5 out of 5 average rating, 23 reviews

The Sunset Spot

Cozy Casita with Stunning Mountain Views & Relaxing Amenities Escape to our charming casita in Huachuca City, AZ, perfectly situated between Sierra Vista, Tombstone, and Sonoita. Nestled on our private 5-acre property, this inviting retreat offers a cozy, relaxed, and comfortable vibe—ideal for a peaceful getaway. Don’t miss the breathtaking sunset views over the mountains—a picture-perfect way to end your day in the Southwest.

Popular amenities for Benson holiday rentals

When is the best time to visit Benson?

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Quick stats about holiday rentals in Benson

  • Total holiday rentals

    Explore 20 holiday rentals in Benson

  • Nightly prices starting at

    Benson holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 820 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Benson holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Benson rentals

  • 4.8 Average rating

    Benson stays are highly rated by guests – averaging 4.8 out of 5!

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