Benson places to stay

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Top-rated places to stay in Benson

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Benson

4.89 out of 5 average rating, 129 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

Nov 12 – 19

G$18,830 GYD per night

Guest favorite

Cabin in Tucson

4.95 out of 5 average rating, 380 reviews

Cozy Cabin nestled in the Tucson Mountains!

Peaceful, quiet nature retreat just outside the city. Chill out in the huge pool* (only shared with main house) & relax in a remodeled frontier cabin with hiking & mountain biking right out the front door, 5 mins to stores & restaurants. Only 15 min drive to downtown & the UA. Plenty of wildlife! It’s a perfect spot to unwind after a day in town, or get some time away to paint, write or reconvene with yourself, nature, or the one you love. (* NO HOT TUB has never worked & will NOT be working).

Aug 12 – 19

G$27,100 GYD per night

Guest favorite

Home in Sonoita

4.99 out of 5 average rating, 121 reviews

The Adobe House - Historic Wine Country Getaway

The perfect home base for your wine tasting getaway! Our historic adobe is full of Arizona charm and minutes away from Elgin and Sonoita's wineries. Centrally located near the Sonoita Crossroads, the Adobe House is walking distance from local restaurants, including Copper Brothel Brewery and Tia 'Nita's Cantina. Owned + operated by the proprietors of Rune Wines. Please note that the Adobe House is located next door to the Winemaker's Casita. There is plenty of room for privacy, or book both!

Jun 4 – 11

G$32,393 GYD per night

Guest favorite

Tiny home in Dragoon

4.98 out of 5 average rating, 172 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!)

Nov 12 – 19

G$14,376 GYD per night

Guest favorite

Guesthouse in Cochise County

4.99 out of 5 average rating, 178 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 Talking Irons Coffee shop with wonderful pastries and all sorts of coffee, teas and breakfast items . The Local Grub serves breakfast, lunch and pizzas while TJ's bar and grill serves meals all day. Wonderful BBQ! Lots of History.

Dec 5 – 12

G$20,336 GYD per night

Guest favorite

Guesthouse in Tucson

4.99 out of 5 average rating, 243 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 11:00PM. No exception!

Oct 26 – Nov 2

G$18,161 GYD per night

Guest favorite

Guesthouse in Hereford

4.96 out of 5 average rating, 370 reviews

Aloha in the desert. Enjoy a taste of paradise!

Expect aloha hospitality in the desert. A true paradise with stunning view of the mountains, huge pool, ramada/BBQ area. Enjoy birdwatching/Summer time. Perfect get away for all visitors. EXTREMELY PRIVATE! What you see in the posted pictures is everything you get. We also provide complimentary water bottle, coffee and toiletries (shampoo, conditioner, body wash) towels and pool table, games, cable tv, WIFI, Netflix, pots, pans etc. Spring/Summer super busy seasons!!! BOOK EARLY!

May 30 – Jun 6

G$20,501 GYD per night

Guest favorite

Guesthouse in Saint David

4.86 out of 5 average rating, 133 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.

Jul 22 – 29

G$12,117 GYD per night

Guest favorite

Guesthouse in Tucson

4.97 out of 5 average rating, 142 reviews

Straw bale guesthouse on Tucson's west side

This home is close to two trailheads (Sweetwater Preserve and Wasson Peak trailhead), making it a perfect place to rest from a long day of hiking and mountain biking, yet it's only 5 minutes from the freeway, and a 15 minute drive to downtown. It has private parking, a full kitchen, a king sized bed, a day bed, and a couch big enough (and comfortable enough) to sleep two. The ample porch has a table and chairs for outdoor dining, as well as some furniture for lounging.

Jul 7 – 14

G$22,678 GYD per night

Guest favorite

Cottage in Bisbee

4.97 out of 5 average rating, 849 reviews

Little Green House

Little Green House is nestled in the Mule Mountains overlooking Tombstone Canyon (upper Main Street) with vast views of the mountains, sky and upper downtown including classic and deco government and religious buildings. It has small private cottage cozy comfort with a full kitchen, queen bed, bathroom with shower, central heating/cooling, Wi-Fi, coffee, tea, water. Shaded private patio. Private off street parking space at bottom of steps.

Mar 12 – 19

G$17,839 GYD per night

Guest favorite

Guesthouse in Tucson

5.0 out of 5 average rating, 145 reviews

Saguaro Oasis Retreat near National Park

If you love nature this casita is just for you. Located 15 minutes from downtown and only a few minutes from stunning hiking and mountain biking trails in the National Park. The property is very much like a botanical garden with fruit trees filling up the back and a wide variety of succulents filling the front. The casita has its own private porch while the property shares two large communal patios with outdoor dining and a fire pit.

Aug 18 – 25

G$27,441 GYD per night

Guest favorite

Home in Sonoita

4.98 out of 5 average rating, 226 reviews

Sky Island Retreat Sonoita, AZ.

Sky Island Retreat is a quiet and peaceful Casita just minutes from a couple dozen or more Wineries/Breweries. It was the original house built on the property in the late 60’s-70’s. Though updated w/ AC/Heat & other comforts, we’ve tried to keep some of the rural country feel. If we are having a good Monsoon July-Sept is an amazing time to visit. The afternoon thunder & lightening Monsoon storms are truly spectacular.

Apr 7 – 14

G$29,826 GYD per night