Holiday rentals with outdoor seating in Cibolo

PaPa’s Casita at SoJo Ranch

ADULTS ONLY Relax in style at our poolside casita, nestled on a micro-ranch near Randolph Air Force Base. Perfect for pilots in training, travel nurses, or short-term stays. Enjoy convenient access to the base or local activities while unwinding in your own private oasis. Complete with all the comforts of home, including a cozy queen bed, a single convertible bed, a full bathroom and a kitchenette, open access to the pool. Your stay at the casita promises relaxation, peace and some Texas fun!

The Glory Nest w/pool and pickleball court

The Glory Nest was built in 2024, boasts of a 180 acre nature park as her front yard and is part of Olliewoods Oasis - a mix and match of colorful and eclectic sleeping options. The property is 2.5 acres and is adjacent to the park. It also offers a pool, 30x30 covered pavilion, covered pickleball court, volleyball, outdoor hot water shower and toilet/shower house (Groovy Go Go). Board games/movies/yard games provided along with pickleball paddles to try the fastest growing sport in America!

Cibolo Creek Country Cottage on over 2 acres

It's a two bedroom one bath house with a back deck and front porch on over two beautiful acres. Bordered by farmland, and across the road is Crescent Bend Nature Park. The park is a great place for bird watching, walking, jogging, bike riding and fishing. We are only minutes away from Randolph AFB and historic Main St. Cibolo with unique dining and weekend entertainment options. The cottage is a 20 minute drive to downtown San Antonio, New Braunfels or Fort Sam Houston. Owners live next door.

Mi Casa Hideaway

Experience peaceful Tuscan-inspired charm, centrally located at The Bandit Golf Club, nestled on the banks of the Guadalupe River. You’ll be just minutes away from Gruene's marvelous food and live entertainment, family fun at Schlitterbahn Water Park, River Tubing, San Marcos Outlet Malls, Wineries, Breweries and easy access to San Antonio and Austin. Max Reservation: Up to 2 responsible adults + 1 infant, or + up to 2 children under 12 years old or 1 additional adult for $20 per night.

Free Range Inn

The Free Range Inn is a perfect place for a cozy getaway! The suite is attached to our home, but your space is completely private (it has its own entrance, and a locked door separating the suite from the rest of the house). Your space includes a kitchenette, full bathroom, a queen sized bed, a workspace, internet, a dining area, complimentary coffee and tea, Roku TV, and complimentary paraben-free and sulfate-free shampoo, conditioner, & body wash. We hope you enjoy your stay!

Colorful Artistic Cabin in Canyon Lake!

Enter a colorful and inspiring world of warm coziness and luxurious splendor. This gorgeous space is beautifully furnished with tasteful artistic touches. It offers peace of mind, tranquility, spaciousness, and inspiration! The Artistic Cabin features a fully equipped kitchen, washer, BBQ grill, fire table, and a new smart TV. Located right in the heart of the Texas Hill Country, we are only an eight-minute drive from Whitewater Amphitheater and Tubing on the Guadalupe!!

The Countryside Studio - Countryside Delight

Welcome to The Countryside Studio, an industrial-rustic style studio unit set over three sprawling acres on the outskirts of San Antonio. Enjoy waking up each morning to the roosters crow and a fresh brewed coffee while taking in the countryside views the home has to offer. Upon entering you will notice the rustic style flooring and decor while adding in a touch of industrial vibe. The Countryside Studio will tempt you to turn your weekend getaway into a long term stay.

The Plumeria Retreat on the Lake

This recently built 2-bedroom, 2-bath San Antonio vacation rental is the perfect home base for a relaxing retreat with family or friends! This home features FREE Level-2 EV (CCS) charging, three Smart TVs & a fully equipped kitchen. Sip your coffee from the deck & enjoy the lake and plumeria garden views. Spend your time hiking local trails before heading out for shopping/sightseeing. Please note: This property is on the 2nd floor & requires stairs to access.

Southern Charm - Homemade Banana Bread @ Check In!

You'll feel at home in our cozy, updated house located in a quiet neighborhood just minutes away from the following major highways: IH-35, IH-10, LOOP 1604, and Interstate 410. There are 5 Wal-Marts and 3 HEB grocery stores within a 5 mile radius. There are also quite a few city parks nearby, including one with a lake within a short walking distance. This home is also kid and baby friendly! We love catering to families, and making kiddos feel just as welcome!

Cottagecore Apartment - Hot Tub - Quiet, Country

Cozy, 450 sf attached apartment outside New Braunfels - 4 mi. from Comal and historic district, 5 mi. from Guadalupe and Gruene, 11 mi. from Canyon Lake. Explore by day, then escape to a greenscaped acre home. Relax in the hot tub or sip wine by the firepit. Kitchenette has toaster oven, microwave, and electric skillet (no stove). Apartment is small, bathroom is REALLY small (shower only), but we have everything you need to be comfortable.

Haven Windmill Air B&B

25 minutes from downtown San Antonio and the Alamo. Easy access with self check-in. Peaceful, quiet, relaxing country atmosphere. Total privacy, WiFi, Netflix, Amazon, foosball, full bathroom with walk-in shower, Keurig, mini-split with heating and air conditioning, Queen size bed, microwave, refrigerator. 5 minutes from Texas Pride BBQ. Cows, windmills, sunsets, fire pit, wide open night sky, grill. Check in 3 pm/Check out 11 am.

El Olivo – Peaceful Boutique Retreat

Escape to a charming 240 sq. ft. tiny home with a queen bed, full kitchen, standing shower, washer/dryer available, fiber internet, and a fenced yard for up to 2 well-behaved pets. Step outside for a unique goat feeding experience or relax in your private yard. Perfect for short getaways or extended stays, with early check-in and optional add-on services to make your stay extra comfortable and memorable.