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Holiday rentals in Dragoon

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Top-rated holiday rentals in Dragoon

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Top guest favourite
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, 149 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 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
4.91 out of 5 average rating, 215 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 favourite
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and dishwasher. White cabinets provide ample storage, while a dining table for four sits beside a window, allowing natural light to pour in and offering views of the surrounding landscape.
Home in Elgin
4.96 out of 5 average rating, 114 reviews

Modern Elgin Home: Walk to Wineries + Pets Welcome

With its elegant design, secluded location, and 1-bedroom, 1-bath, ‘Starry Night Guest Retreat’ is the perfect cozy vacation rental! Start your days off by relaxing on the patio and admiring the views of the Mustang Mountains. When it’s time to explore, head to Deep Sky Winery for a glass of wine, try out some nearby birdwatching, or enjoy the farm animals grazing the meadow. Finish your stay with a visit to the old town of Tombstone and Kartchner Caverns State Park to see all that Elgin offers!

Top guest favourite
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, 105 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 favourite
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.
Guest house in Cochise County
4.99 out of 5 average rating, 232 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!

Guest favourite
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

Top guest favourite
Home in Cochise
4.97 out of 5 average rating, 110 reviews

Watch the sunset from a private hot tub!

Experience the tranquility and remoteness of desert living in this private studio suite with a kitchen, hot tub, and mature vegetation that wraps the entire porch. Use this as a base for your adventures in the area. Whether rock climbing the granite domes, strolling along abundant hiking trails in both the Dragoons and Chiricauhua mountains, exploring old mines, sipping wine at a local vineyard, or searching for local flora/fauna: relaxing after in this sanctuary is the perfect end to the day.

Guest favourite
A green adobe home is nestled among tall trees, surrounded by natural grass and desert plants. The structure’s rounded features and large windows reflect a harmonious connection to the landscape, while the sky above exhibits a soft overcast hue.
Home in Cochise
4.92 out of 5 average rating, 132 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 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, 254 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 favourite
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, 109 reviews

~ Tombstone ~ Quail Ridge Loft

Our private entrance entire second story has a cozy atmosphere! It’s located off Middlemarch, heading up to the adventurous Dragoon Mountain area where people like to hike and go off roading. You have a spectacular view of the Dragoon Mountains from your 32 ft patio or cozy downstairs fenced area and perfect view to watch the sunrise or sunset. We are only 4 miles (2 miles as the crow fly's) from the Historic town of Tombstone. There is a BBQ. Directv is on your 55" Smart TV. Pet friendly!

Top guest favourite
An inviting living space features terracotta tiled flooring and a large window that frames outdoor views. A round fireplace sits against a warm-colored wall, and a chandelier hangs from the wooden ceiling beams. Two lamps illuminate a small table near a patterned area rug.
Home in Cochise County
4.95 out of 5 average rating, 347 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 favourite
Cabin in Tombstone
4.95 out of 5 average rating, 437 reviews

Authentic 1880s Miner's Cabin by Tombstone Brewery

Our original to the town adobe style miner's cabin, built in the 1880s, will take you back in time with its scenic mountain views and breathtaking night sky. The interior of the cabin has been carefully restored using a historic color palate, craftsman-style furniture, antiques and decor. Situated just a block away from Tombstone Brewery and only two blocks from historic Allen Street - walk to the best Tombstone shopping, saloons and attractions, then kick back on our porch and relax.

Popular amenities for Dragoon holiday rentals

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