Holiday rentals in Medina County

Secluded Nest / Suspended Hammock / Hiking Trails

• Secluded couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • Nestled in the trees on a hilltop (elevation 1800 feet!) in the beautiful Texas Hill Country. Designed with the sole purpose of creating a cozy space for couples to share a special occasion or to just getaway from the stress and busyness of everyday life. • Enjoy the hiking trails or just relax in the treehouse hammock overlooking the beautiful valley. • Breakfast Included!

Secluded Medina River Cabin

Welcome to the river house, our little slice of central Texas heaven! Here you’ll find a comfy, secluded, private home on the banks of the Medina river, located 45 minutes outside of San Antonio and a short 15 minute drive to Bandara. This recently renovated two bedroom all rock home has a bonus room, a large full bath, spare half bath, and everything a family could need to enjoy a great trip to the Medina river. The river is very family friendly and 100 yards directly in front of the house.

2000 Acre Private Ranch w/Lakes & 3/2 Guest House

Deep in the heart of the Texas Hill Country a whole new world awaits with the promise of adventure. A little more than an hour NW of San Antonio, Shadow Dance Ranch offers a private self-catered escape from the city. The newly remodeled 3/2 guest house decorated in Texas Ranch House Chic offers all of the amenities of home. Surrounded by mountains, rivers, lakes and rugged terrain, Shadow Dance offers wide open spaces to be explored and incredible views from every angle, sun up to sun down.

Alamo St. Bed & Bath

This unique bed and bath, built in 1859, is perfect for those wanting to make their vacation a truly unforgettable experience. Located in the heart of historic Castroville, Texas, we are within walking distance of some of the best dining and entertainment around. With 2 bedrooms, a couch and dining area, this B&B is perfect for a weekend getaway. A pergola, chiminea, and river access make for a peaceful evening outdoors. Come stay with us and experience everything Castroville has to offer!

Medina River Cabins - River House

**Please inquire about 45% discount for stays 28 days or longer during select months** This cozy cottage on the Medina River is perfect for groups wanting to escape from the hustle bustle of the city. Located in a quiet neighborhood just steps away from the river. Tube, swim, fish or just relax. The large tree covered patio is great for BBQing and watching wildlife. The 2 bdr/1 bath home sleeps 6 comfortably. Dog friendly, up to two welcome. Let me know if they’re coming with you.

Charming Riverfront Windmill Cabin

Charming Cabin Features: 🏡Original 1938 architecture with modern amenities 🍽️ Full Kitchen: Equipped with a coffee bar for your convenience. 🌿 Intimate and Cozy Atmosphere: Perfect for romantic getaways or a retreat with friends. 🌊 Riverfront View: Overlooks the serene Medina River with direct access. Nearby Attractions: 🍵Discover great local restaurants and coffee shops, shopping and more. 🎦Enjoy a movie night at the newly renovated Rainbow Theater

22 Eleven Claystone cozy cabin Pergola BBQ firepit

Welcome to Claystone Cabin, your private retreat in the heart of the Medina River Valley. Thoughtfully designed and brand new, this cabin blends comfort, style, and tranquility—perfect for couples, families, or a relaxing weekend getaway. Wake up to peaceful surroundings, enjoy quiet mornings with coffee, and unwind under the stars by the firepit. Whether you’re looking to disconnect or spend quality time with loved ones, Claystone Cabin delivers a cozy yet elevated experience.

Hill Country Getaway l Cabin with Panoramic Views

Welcome to The Hillside Haven, a charming cabin nestled in the Texas Hill Country. Centrally located to Bandera, Boerne, San Antonio, Garner State Park, and Fredericksburg- its the perfect base for hiking, wineries, and historic towns. Our cabin offers sweeping panoramic views, rustic charm, and modern comfort. Whether you're seeking a peaceful escape or day trips to Texas' most beloved destinations, The Hillside Haven offers the perfect blend of relaxation and adventure.

Cozy A-Frame | Hot Tub, Fire-pit, Pets

Escape to Lone Star A-Frame, a rugged Hill Country hideaway located in Bandera, Texas — the Cowboy Capital of the World. Set in a quiet, scenic area surrounded by nature, this A-frame blends western character with modern comfort. From the cabin, enjoy beautiful Texas sunrises and sunsets that light up the open sky. Lone Star invites you to slow down, reconnect, and create unforgettable memories. Pet-friendly and thoughtfully designed, it’s the perfect escape into nature.

Cherry Creek Cottages | Peaceful Farm Stay

Cherry Creek Cottages – Hill Country Retreat Near San Antonio Escape to a peaceful, gated retreat on a working goat farm nestled along scenic Cherry Creek. This beautifully renovated 1871 farmhouse blends rustic charm with modern comfort. Enjoy full access to the property with a putting green, fire pit, patio, and lawn games. Perfect for families or couples to relax, stargaze, birdwatch, and unwind—just 40 minutes from San Antonio’s top attractions. A true Texas gem!

The Cozy Travel Trailer

Come stay in the Hill Country... A large 32 foot, travel trailer nestled under oak trees. Private bedroom with a queen bed. Spacious kitchen and living area with a large desk in the event you need to work. A key to the travel trailer and gate remote is provided to you so you can come and go as you please. An instruction sheet is on the desk as you walk in that should answer any questions you might have. Hope to see you soon!

Relax, Recharge at our Romantic Casita in Devine

Welcome to our Simpli Devine Casita, a beautiful, peaceful, private 400 sq ft living space with stylish décor, indoor fireplace & 12-foot ceilings. If you’re looking to unwind and get away from the everyday city life our Casita is the perfect little getaway. Relax with a good book or a glass of wine on the wraparound deck and enjoy the calm peaceful natural setting.