Holiday houses in Randolph AFB

Exclusive Loft

Discover the charm of this beautiful loft, boasting a modern design adorned with quality furniture. Enjoy a unique blend of privacy and seclusion, thanks to its exclusive connection to the main house—accessible only through a private exterior door. Perfectly sized for solo adventurers or cozy couples, this space comes equipped with a Smart TV (Netflix included), a mini-fridge and a microwave for your convenience. Plus, stay connected effortlessly with ultra-fast internet powered by Google Fiber.

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!

Spacious Home near San Antonio & Randolph AFB

Enjoy a clean, spacious home in a quiet, safe neighborhood—perfect for families, small groups, or longer stays. Whether you’re visiting, relocating, or exploring the San Antonio area, this home offers the comfort and privacy you need to truly settle in. • Fully equipped kitchen • Quiet residential location • Easy access to San Antonio • Close to shopping, dining, and highways. • Convenient to Randolph AFB and nearby business areas • Close enough to attractions, away from the noise.

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!

Spacious Home Minutes From Everything - sleeps 10

Have it ALL at this beautiful & elegant home. With plenty of style + comfort, this sparkling space offers 3 bedrooms, 2 bathrooms, and an extra living area where you're sure to be entertained + relaxed! The spacious rooms + fully equipped modern kitchen are perfect for vacations, retreats, special occasions, & extended business stays. Close to Randolph AFB & Ft. Sam Houston, near loop 410 & I-35, minutes from some of the most popular sites in Texas: the Alamo, Riverwalk, SixFlags, & SeaWorld.

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.

Texy-Mexy Bungalow

Welcome to our charming Texy-Mexy Bungalow, where the spirit of the Lone Star State meets the vibrant flavors of Mexico! Step into this cozy one-level retreat and immerse yourself in the warm and inviting ambiance inspired by the rich cultural fusion of Texas and Mexico. Located no more than 15 minutes from all major sites, you'll be able to explore the city easily! The bungalow is perfect for military families waiting on their homes or for those who just love San Antonio! Bienvenido!

PRIVATE POOL, RELAXING, A UNIQUE HOME EXPERIENCE!

Lovely home surrounded on 2.5 acres of lush wildlife. The city of Helotes is filled with character, history, and hospitality. This property is less than 20 minutes away from both Six Flags Fiesta Texas and Sea World This is a great home for the much needed relaxation after a long day in beautiful San Antonio. Enjoy the privacy and nature this home has to offer. You can relax by taking a dip in the private pool, napping in a hammock, or walking the trails that Helotes has to offer.

Book Now! | Chic | 20 min to 6 Flags | Min to RAFB

🌹 SPRING AND SUMMER SPECIALS 🌹 Reach out for a discount on a 3+ day stay 🌹 ☀Cozy outdoor space with fire pit, firewood provided ☀Chic Boho vibe ☀Pack-n-Play & Highchair ☀Charcoal grill on patio ☀Washer & dryer ☀Quiet neighborhood ☀20 minutes to downtown San Antonio ☀10 minutes to RAFB ☀25 minutes to Schlitterbahn Water Park ☀25 minutes to New Braunfels Welcome to our charming 4-bed, 2-bath San Antonio retreat that's perfect for your next getaway! Come spend your trip with us!

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!

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!

Modern oasis with Hot Tub and EV Charger

Escape to our stylish, newly renovated Universal City condo! This peaceful retreat comfortably fits families and groups. Features a private hydrotherapy spa hot tub, a fully equipped kitchen, and a dedicated workspace. Enjoy modern comforts and a cozy feel just minutes from Randolph AFB, restaurants, and shopping. Perfect for a relaxing getaway or a productive work-from-home stay.