Holiday rentals with a hot tub in Kendall County

Hill Country Cabin w/hot tub and dog friendly!

Escape to Wine Country in this charming cottage on a 6-acre ranch w/ 5-wire fencing, between Fredericksburg & Comfort. Mins from Old Tunnel State Park, Luckenbach Dance Hall, and 290 Wine Trail. Relax in the private hot tub under a starry sky. 2-bdrm (1 queen downstairs, 1 full sofa bed, & 1 king loft), 2-bath sleeps 6. Say hi to our resident Llama, goats, and horse! 3 cabins on site, strategically placed for privacy. On-site Steward, Amy, available for ?s but respects privacy. Dogs welcome.

3/2 Modern Escape, hot tub, Blanco river/pool

Escape to a luxurious retreat in the heart of Texas Hill Country! Our beautifully remodeled 3-bedroom, 2-bathroom house in Blanco offers modern design and an open floor plan. Enjoy the tranquility of a dark sky community and easy access to the Blanco River State Park. Explore the nearby Fredericksburg and Johnson City Wine Trail, or venture to Pedernales Falls and Enchanted Rock. You're just a few minutes stroll away from the charm of Blanco's square where dining, grocery, and shopping await!

Love Shack | Romantic Cabin w/ Hot Tub & Creek

Looking for an intimate space in the Hill Country that's perfect for a romantic weekend getaway? The Love Shack, perched on the 55-acre Rockin' B Ranch, is the ideal setting! With romance-friendly amenities like a hot tub, fire pit, and a charcoal grill, everything you'd want to escape the daily hustle and relax with your special someone is right here. It's a gorgeous remote setting, yet the attractions, food, and night life of Pipe Creek, Bandera, and Boerne are all just a short drive away!

Airstream Getaway - Hot Tub & Fire Pit

Experience the ultimate in luxury glamping at La Golondrina. Surrounded by rolling hills and beautiful countryside on a 10-acre working olive farm, this new 2022 Airstream is the perfect escape from the hustle and bustle of city life. With its stunning views and peaceful setting, you'll be able to relax and rejuvenate in no time. Step inside and you'll be greeted with a spacious and beautifully designed interior, complete with a comfortable queen sized bed, two TVs, and high speed WiFi.

Madrona Casita | Romantic Stay w/ Hot Tub & Views

Perched on a hillside overlooking Red Bluff Creek, the Casita at Madrona Ranch has everything you need for a relaxing family getaway! This is one of the best waterfront cabin rentals we have at Backroads Reservations, with its amazing views of the Hill Country, quiet rural setting, and convenience to the shops and attractions of nearby Pipe Creek and Boerne. Inside and out-from the tree-lined property to the rustic beamed ceilings, this sweet little cabin has to be seen to be believed!

The Elegant Casa Agave

Escape to Casa Agave for a private Hill Country retreat. This charming and romantic cottage is perfect for couples, offering a peaceful haven for two. Nestled in the heart of the Texas Hill Country, Casa Agave features a private hot tub for ultimate relaxation. You can prepare meals in the well-equipped kitchenette with basic cooking supplies. Star gaze around the inviting fire pit and make lasting memories as you take in the sights and sounds of the amazing Hill Country.

*SALE THIS WKND!* The Trailer: Gallery & Art House

1/2 MILE WALK TO HILL COUNTRY MILE! Created to benefit the best local artists of Boerne and SA, The Trailer: Gallery & Art House (currently ft. Jorge Godinez of SATX) stands alone as a 1-of-a-kind immersive art experience. Put on your walking shoes and cross the street to stroll along the creek straight down to the antique shops, boutiques, 5-star restaurants, local breweries, etc., that the vibrant Historical District of Downtown Boerne has to offer.

Bliss In Boerne - King View - Jacuzzi/Quiet

If you’re out traveling in the best of Texas Hill Country, then we want to host you. If you want an easy drive from the city lights, to some acreage, some quiet, some distant neighbors, sights and a picturesque drive from town to doorstep, then give “Bliss In Boerne” a serious look. We love to host. We love every detail. Love our spot. And if you like our pictures, we will aim to deliver the bullseye upon arrival. We look forward to hosting you!

Boerne Ranch Style guesthouse

Modern country guest house just 4 miles from Downtown Boerne with easy access to San Antonio and the Hill Country. Built in 2020, it features 2 spacious bedrooms, a granite kitchen with a large island, and an open-concept layout. Relax with a 75” 4K TV or enjoy the front porch. Step outside to a large shared pool, shaded seating, and firepit—shared only with one other guesthouse. Perfect for a weekend getaway or extended stay.