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Vacation rentals in Dragoon

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Top-rated vacation rentals in Dragoon

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

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Top guest favorite
A silhouette of storage silos against a dramatic sunset, showcasing shades of orange and purple in the sky. The horizon features distant mountains, and open fields are visible in the foreground, contributing to the rural charm of the landscape.
Farm stay in Willcox
4.96 out of 5 average rating, 160 reviews

The Scale House

Take it easy at this unique and tranquil getaway. The Scale House is located in the heart of wine country. It is across the road from a beautiful Vineyard and within 3 miles of six more vineyards. The night sky is perfect for stargazing. If you are a bike rider, you are in the perfect area. It is located next to an elevator that was used for 50 years before farming changed in the valley. The scales were removed and the house has been remodeled making it feel new and comfortable for a night away.

Guest favorite
Home in Benson
4.91 out of 5 average rating, 222 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

Guest favorite
A cozy living room is filled with comfortable seating, including brown leather couches and an armchair. A wooden coffee table sits in the center, adorned with magazines and a plant. Natural light enters through a window, complemented by warm, earthy decor elements.
Ranch in Willcox
4.87 out of 5 average rating, 113 reviews

Cowboy Hideaway

Our little place is surrounded with all the nature and wildlife one needs. The peace and quiet with endless starry nights are relaxing and rejuvenating for the soul. Bring your family and enjoy our newly renovated 3 bedroom 2 bath home. It offers plenty of space with a fenced back yard and firepit for those beautiful nights. It also boasts a 7 stall barn for your horses so no one is left home alone. With just a short drive you can be at endless trails, historic towns, vineyards and family farms.

Top guest favorite
Home in Cochise
5 out of 5 average rating, 28 reviews

Spacious 2BR Getaway w/Hot Tub

This beautifully designed 2BR custom house is a perfect relaxing getaway. Featuring an open floor plan ideal for entertaining and a chef’s kitchen fully equipped for all your culinary needs. Unwind on premium mattresses, ensuring a restful night's sleep. Step outside to your private hot tub and soak under the stars, gather in the central courtyard with a BBQ grill for outdoor dining. Surrounded by serene desert landscaping, this retreat offers a perfect blend of rural sanctuary and modern charm.

Guest favorite
A serene outdoor area features a sparkling pool surrounded by lush greenery and colorful chairs. The shaded space is enhanced by large trees, with pathways leading through the vibrant garden landscape, creating a peaceful retreat setting.
Bungalow in Dragoon
4.91 out of 5 average rating, 46 reviews

Hidden Oasis B&B - Ralph & Arleen Casita.

WiFi /Internet, TV, Queen bed /Pull out Sofa bed, shower & kitchenette. Mountain Views. A historic 1890's Chapel for Weddings , Retreats etc. Hiking, Cycling, Horseback riding, Museums, Sightseeing, Bird Watching, Fishing. Vineyards nearby as well as the old Saloon 2 miles away- Croquet, putt-putt, ping-pong, etc on site. Gym & Hot tub available. Star Gazers - TELESCOPES provided ! This is OLD WEST - Passenger & Cargo TRAINS travel thru - “QUIET ZONE -NO TRAIN HORNS” See -hiddenoasisbandb

Guest favorite
Home in Cochise
4.93 out of 5 average rating, 137 reviews

Cochise Stronghold Canyon House

Take it easy at this unique and tranquil getaway. Walk out the front door and into the mountains for an adventure or relax under the peaceful oaks and simply recharge. This classic adobe brick home captures simple luxury. Listen to the creek babble, run or roar when the rains come. Observe the lifeblood of the desert from the private bridge that crosses it. Bring your horses or pack goat and set them to roam in the paddock. Soak the stillness and take in the starry nights far from city lights.

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, 257 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!)

Top guest favorite
Home in Cochise County
4.95 out of 5 average rating, 367 reviews

Indian Ridge Casita

The Casita (large studio type) sits up above Sulphur Springs 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. Pets MUST be listed in booking details.

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
4.99 out of 5 average rating, 223 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
4.89 out of 5 average rating, 169 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
Home in Cochise
4.9 out of 5 average rating, 80 reviews

Cochise Casita | Unique Straw-Bale Desert Retreat

Welcome to the Cochise Casita! Escape to the High Desert. Experience a true open-concept sanctuary designed to showcase the rugged beauty of the Cochise Stronghold. Built with unique straw-bale construction, this home provides natural insulation and a peaceful, grounded atmosphere you won't find in a standard rental. High ceilings and expansive windows create a seamless connection with the 20-acre landscape, making the desert the centerpiece of your stay.

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
4.9 out of 5 average rating, 437 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!!

Popular amenities for Dragoon vacation rentals

  1. Airbnb
  2. United States
  3. Arizona
  4. Cochise County
  5. Dragoon