Holiday rentals with a hot tub in Kendall County

GWR-UTV|Private|Hilltop|57AcWildlife|HotTub|Pool

Escape the Ordinary! Fredericksburg BNB with amazing views at our hilltop home on 57 ac is yours to experience all to yourself! Romantic and secluded with Grand Views in all directions. Perfect for a "getaway from it all". Just a short drive to Main Street shops and wineries. This is home away from home w/Starlink internet. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area great for star gazing, hiking and explore the property or just make memories around the fire pit.

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, Private hot tub, fireplace, firepit

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!

Madrona Casita | Romantic Stay w/ Hot Tub & Views

♨️ Hot Tub & Scenic Views | ⏰ Free Early Check-In (when available) |📱 Free Hill Country Travel App A rustic-styled casita tucked along Red Bluff Creek in the Hill Country. This cozy, wood-accented getaway sleeps up to 4 guests (king bed + trundle), with a full bath, kitchenette, hot tub, and patio overlooking water and hills. Whether you crave relaxing by the creek, stargazing, or a peaceful retreat with nature and wildlife nearby, this casita delivers a one-of-a-kind Hill Country getaway.

Couples Retreat | Hot Tub, Sauna + Outdoor Shower

Soak under the stars in your private hot tub, sip wine by the fire pit, and wake to deer outside your window. This secluded cabin was designed for couples to reconnect — with luxury details, wraparound views, and access to a new outdoor lounge with cedar sauna, fire pit for six, string-light dining under oak trees, and a horseshoe pit. Over 200 guests have rated us 5 stars for romance, design, and peaceful vibes. Over 200 guests have rated us 5-stars for romance, cleanliness, and design.

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.

The Acorn Haus ~ Cute Hill Country Tiny Home

Welcome to the Acorn Haus - your perfect Hill Country Tiny Home! 7 min from Boerne, 5 min from river access ~Comfortable and efficient tiny house (built 2025) with full kitchen, washer/dryer, and all the comforts of home ~Pet friendly with fenced in yard area ~Covered back porch with private hot tub and seating ~Endless outdoor activities, BBQ grill, firepit, basketball court, cornhole, horseshoes, view Axis/Whitetail deer ~Stunning Hill Country scenery and central location

New luxury container w/deck hot tub amazing views

Contain and Chill is a place to do just that "chill." You can relax by the chiminea with a glass of wine, curl up to a good book in the hammock, or hit the deck 12 feet high or 20 steps up overlooking the hill country. The deck has a two-person hot tub and sitting area to enjoy the panoramic view of the hill country and catch the most breathtaking sunsets. This view takes stargazing to a whole new level. This unique home is not just a couple's getaway; it's an experience.

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.

Historic Hideaway.

1846 Secluded, Restored Cabin on 40 acres with Modern Finishes Take life easy at this historic cabin uniquely restored for comfort and rest. Cabin is 1/4 mile from quiet county road and has expansive ranch behind it. Quiet country living at its best. When ready for adventure, we are centrally located being forty minutes from Gruene, Fredericksburg, Marble Falls, and San Antonio! Put -in for the Upper Guadalupe is only 10 minutes away.