Vacation rentals in Kendall County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kendall County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious living area is highlighted by a gray sofa adorned with blue cushions. Two windows allow natural light to flood the room, complemented by a wooden side table and a light-colored armchair. A decorative wall clock and potted plants add subtle charm to the neutral decor.

Home in Boerne

Firefly Flats - Walk to Downtown

Welcome to Firefly Flats, Wanda, located just 2 blocks off beautiful Historic Main Street Boerne. The home is located central to shopping, restaurants and parks. This beautiful, clean, family & pet friendly home offers a great stay for couples, families & small groups alike. Perfect for weekend getaways, couples retreat, girls/guys weekend or a family vacation. Enjoy a large screen TV, Disney+, high-speed internet, RO water, fire pit, patio, hotel quality towels and linens. Small dogs welcome!

ValueLocationLaundry

5.0 out of 5 average rating, 138 reviews

Guest favorite

A modern ranch house is presented with a welcoming facade featuring a covered entryway and large front doors. Two chairs are positioned on the porch, surrounded by landscaped gravel and natural stone. Lush trees are visible in the background under a clear blue sky.

Home in Spring Branch

Oaks Ranch - Home near Guadalupe River St. Park

Beautiful and comfortable, a unique get away in the heart of Texas hill country, one mile south of Guadalupe St Park and next to beautiful Park-31 wedding venue. We are minutes from small towns and a big city that offers unique and multicultural experiences, shopping, dining, and recreation. Guadalupe River Park is easily accessible and offers water recreation, camping, and day hikes. As a working ranch you will fall in love with the animals who live there and enjoy their close interactions.

FamilyValueCleanliness

4.96 out of 5 average rating, 205 reviews

Top guest favorite

A serene view of the hilltop cabin is captured at dusk, showcasing a spacious deck with seating areas and red umbrellas. The cowboy pool is visible nearby, and the cabin’s warm lights create a welcoming atmosphere against the backdrop of the natural landscape.

Home in Fredericksburg

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.

LocationFamilyTV

5.0 out of 5 average rating, 243 reviews

Guest favorite

The tree tower structure features multiple levels connected by an outdoor staircase. Glass walls provide a view of the surrounding trees, while a wooden deck with seating is visible at the entrance. A stacked log section rests beside the pathway, enhancing the natural setting.

Tower in Fredericksburg

Chertecho Tree Tower

Designed to connect with the natural systems of a special place, Chertecho sits among the trees on a 5-acre rocky slope overlooking the Pedernales River Valley. An outdoor stair system connects the three levels - a covered rooftop deck; a second-floor master suite; and a ground floor kitchen space. Glass walls open to the wooded slopes of Big Hill, a ridge separating the Pedernales and Guadalupe watersheds halfway between Comfort and Fredericksburg. A place to unplug, and reconnect.

LocationFamilyTV

4.95 out of 5 average rating, 175 reviews

Top guest favorite

Cabin in Boerne

Feed Deer Daily |Peaceful Hill Country Cozy Cabin

Nestled under towering oaks just 7 minutes from Boerne, the Cozy Oak Cottage offers a peaceful Hill Country escape where nature and comfort meet. Sip coffee as deer wander by, spot our friendly free-range chickens exploring the grounds, and enjoy the beautiful wild birds that visit the birdbath. A stylish, cozy interior, fast WiFi, and warm, thoughtful touches create a stay where guests feel genuinely cared for from the moment they arrive. Tap ❤️ and book your serene retreat today.

ValueLocationSleep quality

5.0 out of 5 average rating, 218 reviews

Top guest favorite

A rustic stone cottage is surrounded by large oak trees, featuring a fenced yard. Soft lighting illuminates the entrance, enhancing the serene ambiance. A gravel path leads to the front, with limited traffic visible, providing a tranquil setting on the working ranch.

Cottage in Blanco

The Deer Haven Ranch Cottage 4 Beds

Take a break and unwind at this peaceful oasis on a working ranch. Built in the late 1800's. Immigrant family homestead. The Indians use to meet under the large oak trees in the front yard. The cottage is about a 5 minute drive to town, so you have the advantage of being peacefully out in the country enjoy the dark night sky full of stars. There are 3 AC window units in the Cottage, the Living room, the Master and the Kitchen, the house easily cools to 70 degrees on a hot day.

LocationFamilySleep quality

4.97 out of 5 average rating, 148 reviews

Top guest favorite

A serene bedroom features a spacious bed covered in a white decorative blanket, surrounded by large windows that allow natural light. The wood-paneled walls and floor create a warm atmosphere. A small wood-burning stove is positioned beside a minimalist chair.

Treehouse in Blanco

The Treehouse at Hill Country Nature Retreat

Explore an expansive viewpoint of the Texas Hill Country. This handbuilt, one-of-a-kind treehouse is nestled on 37 forested acres. With cold AC and heat, unique interiors, hiking trail, hammocks, and screened in porch, the treehouse invites you unwind, rest, and recharge in nature. You won’t be surrounded by other Airbnbs here. Book a night or two and enjoy some peace. (The covered outside staircase takes you from the downstairs kitchen/bathroom to the 2nd floor bedroom.)

FamilyValueAir conditioning

4.99 out of 5 average rating, 185 reviews

Guest favorite

A cozy cabin is set among trees, featuring a front porch with rocking chairs. Warm lighting can be seen through large windows, and a metal roof reflects the natural outdoor surroundings. A pathway lined with rocks leads to the entrance.

Cabin in Spring Branch

Hill Country Cabin in the woods

Escape to our cozy one-room cabin nestled in a peaceful wooded setting—the perfect place to relax and unplug. Enjoy a stroll or hike to the creek, listen to nature, spot wildlife, roast marshmallows, and gather around the campfire. Kids love exploring the property. The experience is rustic, much like camping, rather than a hotel stay. ***Please note: due to drought and summer heat, the creek no longer flows directly in front of the cabin but is a short walk away.

FamilyValueParking

4.95 out of 5 average rating, 306 reviews

Top guest favorite

Home in Bulverde

Hill Country LUX | Pool & Horses

Escape to a serene retreat on 8 picturesque acres, where peace and tranquility meet convenience. Despite the secluded feel, you’ll find popular spots like H-E-B, IHOP, Starbucks, Burger King, and Taco Bell just a 2-minute drive away. Enjoy easy access to local attractions, with the Guadalupe River just 15 minutes away, and New Braunfels and Canyon Lake only 25 minutes from the property. Plus, the San Antonio Airport is just a short 25-minute drive

FamilyLocationOutdoor spaces

4.97 out of 5 average rating, 123 reviews

Top guest favorite

A well-maintained exterior view of the property features a spacious driveway leading up to a single-story building, flanked by greenery and mature trees. Decorative pots with plants and a wooden bench enhance the inviting atmosphere of the area.

Guesthouse in Boerne

Hill Country Carriage House

We have everything you need for a romantic getaway, business travel or fun family time. We live in a wonderful neighborhood where deer and chickens roam free. We are about a 5 minute drive to/from Main Street and in the very heart of the Texas Hill Country. Southern hospitality, hiking trails, wineries, brew haus, music venues and everything the great HC offers is here. Come be our guest! Read entire site for info! We look forward to meeting you.

FamilyLocationWalkability

4.97 out of 5 average rating, 517 reviews

Superhost

Cabin in Kendalia

Pool + Hot Tub | Secluded Hill Country Cabin

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.

FamilyValueCheck-in

4.94 out of 5 average rating, 140 reviews

Top guest favorite

Cottage in Comfort

Riverside Cabin

The Riverside Cabin was originally constructed in 1935 as a Hill Country get-away to accommodate hunting, fishing and river activities. It is located on the original route to the Old Spanish Trail on the banks of the Guadalupe River, within 1/2 mile of Comfort's Historic District. Situated on 10 acres, the cabin is a quiet, private retreat and a comfortable central location for exploring the Hill Country.

LocationFamilyBackyard

4.97 out of 5 average rating, 191 reviews