Vacation rentals in San Simon

Majestic Getaway in Southwest

Newer construction desert home with beautiful views of Chiricahua Mountains. 2 master bedrooms with king size beds, 2 1/2 baths, fully equipped kitchen. Den has pullout couch. Amenities: Cable, internet, washer/dryer, AC. Home is located on 4 acres in Arizona Sky Village, Portal, AZ. Minutes from Coronado National Forest. Birders Welcome! This area is one of the top birding sites in North America. Cave Creek Canyon is located nearby. For astronomers, this area has the darkest skies in the United States.

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.

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.

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!)

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.

Observatory Cabin Near Rodeo, NM & Portal, AZ

Escape to a peaceful high-desert retreat in southern New Mexico, just: • 15 miles from Portal, Arizona • 17 miles from Cave Creek Canyon • 8.6 miles from the Chiricahua Desert Museum Valley Vista Getaway is an award-winning tiny home with panoramic desert and mountain views, located under true Bortle 1 dark skies. Spend your days exploring the incredible birding, hiking, and wildlife of the Portal–Chiricahua region, then return each night to quiet desert skies filled with stars.

Cowboy Cabin at Myrtle Kraft Cottages

Relax with the whole family at this peaceful place. Rustic setting in lovely Portal, AZ, and an easy walk to the Portal Store/Cafe. Cave Creek fronts the property; stunning granite canyons a short drive; view birds and other wildlife from your private porch or drive short distances to multiple great birding sites in and around the legendary Chiricahua Mountains. And a fabulous night sky! Full kitchen, spacious bedroom, fold-out bed in living room. TV and Wi-Fi. And pets welcome!

Four Bar Cottages: The Apache – A Birding Escape

Escape to Apache Cottage, a cozy two-room retreat at the base of the Chiricahua Mountains on a historic ranch. Perfect for birders, hikers, and stargazers, it sleeps 4 with a queen bed and two twins. Enjoy a kitchenette, full bath, satellite TV, wraparound porch, private patio, and bird feeders right outside your window. Located on 80 peaceful acres near Cave Creek Canyon. No pets, no same-day bookings, and a 2-night minimum stay in March–May. A perfect nature getaway awaits!

"Gila Hacienda"

Easy access off I-10. Close to town but quiet and private. Wineries are close and Playa for birdwatching. Horse trailer friendly, with 4 horse pens available, 2 are covered. There is dry camping if needed. Near Quail Park Rodeo Arena. Beautiful hiking in the Chiricahua Mountains, Cochise Stronghold or Dragoons. Short travel distance to Indie Motorsports. Very centrally located. A relaxing home to return to after a trip to the Mountains, Inde Motorsports or Tombstone!

Historic Wine Country Adobe | Near Chiricahuas

Escape to a historic adobe home in the heart of Willcox wine country. This charming 1BR retreat on 3+ private acres offers stunning mountain views, a full kitchen, and a serene setting. Perfect for exploring local vineyards, tasting rooms, and the breathtaking Chiricahua National Monument. A true rural Arizona getaway. Ideal for up to 4 guests, the master bedroom boasts a comfortable king bed, complemented by a queen sleeper sofa in the living room.

Cienega Ranch Guesthouse SouthWest Working Ranch

Historical Rodeo, NM Cienega Ranch homesteaded by our family in 1878. Walk the paths of Geronimo, Billy the Kid and Cochise the Apache. Geronimo ate his last meal as a free man on our ranch. ( see books Portal to Paradise and Bad Company and Burnt Powder, ) 130 species observed on the ranch acerage. Visit nearby Portal Az , (18 Miles) famous destination for birders and naturalists alike. PETS UPON APPROVAL ONLY $80 per stay per animal )

Canyon View Cottage near Portal, AZ

This is a cozy one-room cottage with bath (shower) that comfortably sleeps two on a queen-sized bed. A small refrigerator, toaster, coffeemaker (coffee/tea pods, creamer and sugar supplied), dinnerware and microwave allow you to prepare simple meals and picnic lunches for your excursions into the canyon and national forest. The wisteria covered front porch offers a place to kick back/relax with views of the surrounding mountains.