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!

Romantic Couples Cabin with Private Hot Tub

•Where love settles in and time slows down. •Grantham House is a romantic couples cabin designed for connection, comfort, and unforgettable moments. A guest favorite with outstanding reviews. Awarded Airbnb’s top 1% of homes. •Nestled in the Texas Hill Country, this private retreat offers beautiful views, a warm hot tub, and a cozy space made for two. •Whether you are celebrating something special or simply escaping the everyday, this is a place to relax, reconnect, and enjoy time together.

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!

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.

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!

Cozy-Chic Studio/Terrell Hills

This unique cozy retreat is in a beautiful, conveniently located family and pet friendly community. You are just minutes away from so many of San Antonios finest and best places to visit such as: 1. Botanical Gardens, San Antonio Zoo, Japanese Tea Garden 2. The Historic Pearl 3. San Antonio River Walk 4. The Witte, McNay, Doseum and San Antonio Arts Museums 5. Fort Sam Houston Base and Golf Course, SA Country Club and Golf 6. Alamodome and SA Spurs Frost Bank Center

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!

Historic Apt-Pearl, Downtn, Riverwalk & Ft. Sam-#3

This historical building is over a 100 years old and has a lot of charm. You are within walking distance of the historic Pearl Brewery and the Riverwalk. You can catch a riverboat taxi and take a tour of Downtown or you can simply take a stroll in the neighborhood and dine in some of the restaurants, while listening to live music. You can visit our 5 famous San Antonio Missions, with the most notable of all, the Alamo. There is also the San Fernando Cathedral.

Naomi's Nest: Private Jacuzzi in the Treetops

Enjoy a peaceful stay in our cozy, fully furnished bungalow while taking in the picturesque scenery from your own private jacuzzi and balcony. The perfect getaway for nature lovers and those seeking a peaceful escape. Centrally located near Lake Dunlap and minutes away from both the Comal and Guadalupe rivers, downtown New Braunfels and the Historic Gruene District. Book now and experience the beauty and charm of New Braunfels like never before!

Pleasant Valley Hideaway

Welcome to our charming 1-bedroom retreat, nestled on tranquil acreage with stunning sunsets and peaceful nights. Located in the picturesque town of Boerne, our getaway offers the perfect blend of small-town charm and modern comforts, with easy access to the vibrant downtown San Antonio, the scenic Fredericksburg and the many Texas state parks (Guadalupe River State Park is 12-minutes away).