Holiday rentals with a hot tub in Kendall County

Romantic Retreat | Hot Tub, Sauna + Outdoor Shower

One of the most loved romantic cabins on Airbnb, designed for couples who want to slow down, reconnect, and experience something different. Soak under the stars in your private hot tub, sip wine by the fire pit, and wake to deer just outside your window. This peaceful Hill Country retreat blends luxury, nature, and intentional design for an unforgettable stay. ✨ Elevate your stay with curated add-ons like our Sip + Soak experience, stargazing kit, or celebration setups, available after booking.

Bathroom · Outdoor spaces · EV charging

The Oak Haus ~ Hill Country escape

Welcome to the Oak Haus - your perfect Hill Country escape! 7 min from Boerne, 5 min from river access ~Cozy, remodeled guest house with full kitchen, washer/dryer, dedicated workspace and all the comforts of home ~Pet friendly with fenced in yard area ~Covered back porch with private hot tub, rocking chairs ~Separate game room w/ 6 arcade games, foosball, TV and seating ~Endless outdoor activities, BBQ grill, firepit, basketball court, cornhole, horseshoes, view Axis/Whitetail deer.

Bathroom · Outdoor spaces · Walkability

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!

Outdoor spaces · Bathroom · Access

Private|Quiet|Hilltop|57Acres|Wildlife|HotTub|Pool

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

Bathroom · Hot tub · Comfort

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.

Outdoor spaces · Bathroom · Value

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!

Outdoor spaces · Hot tub · Backyard

Luxury Villa with Huge Kitchen/ Hotub/barrel sauna

Welcome to our stunning Airbnb retreat, where outdoor beauty and spacious comfort harmoniously come together. This remarkable house offers an idyllic getaway for those seeking relaxation, adventure, and memorable moments with family and friends. As you step inside you will be greeted by a cozy living room with a beautiful fireplace. The spacious kitchen will have everyone gathered around the table to enjoy a delicious meal. Enjoy a quiet evening outdoor by the fire pit and barbecue area.

Outdoor spaces · Hot tub · Comfort

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.

Bathroom · Outdoor spaces · Kitchen

*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.

Outdoor spaces · Hot tub · Decor

Ashleys view Glamping with hot tub

Escape to the serene beauty of Texas Hill Country at Ashley’s View, where rustic outdoor living meets modern comfort. This luxurious bell tent offers an unforgettable experience for nature lovers and adventure seekers. Our spacious glamping tent features a comfortable queen-size bed, perfect for a restful night’s sleep. It’s fully equipped with a fridge, AC unit, microwave, and Keurig coffee machine to ensure your stay is as comfortable as possible.

Bathroom · Outdoor spaces · Hospitality

Secluded Hill Country Cabin | Pool + Stargazing

Cowboys & Dreamers is a secluded luxury retreat tucked into the rolling hills of Kendalia — designed for slow mornings, dark skies, and unforgettable Texas Hill Country sunsets. Whether you’re planning a romantic getaway, wellness retreat, anniversary trip, weekend escape, or simply searching for a peaceful luxury cabin in the Texas Hill Country, Cowboys & Dreamers offers a stay that feels restorative, grounding, private, and unforgettable.

Outdoor spaces · Hot tub · Long stay

Hill Country Outdoor Retreat | Bluebonnet Oasis

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.

Hot tub · Outdoor spaces · Shared spaces