Vacation rentals in Kendall County

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Top-rated vacation rentals in Kendall County

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Top guest favorite
Apartment in Boerne
5 out of 5 average rating, 316 reviews

The Compartment

Enjoy the quiet & beautiful Texas hill country in our 440 square foot unit. Just 4 minutes from Boerne City Center. AC/Heat, Kitchenette. This is a quaint garage compartment but is not located above the garage. Private entry, private access & deck. One Queen bed. Unit comes equipped 2 electric burner stove top, pans, utensils, spices, refrigerator & laundry unit. Also includes coffee maker, microwave/air fryer/bake, toaster, WI-Fi, TV, YouTube TV approx. 70 channels incl. all network channels.

Top guest favorite
The entrance to The Sunday House is framed by lush greenery and climbing vines. A white door stands prominently, adorned with the name 'The Sunday House' in a rustic sign above. Natural elements create a welcoming impression for guests arriving to their stay.
Guesthouse in Boerne
4.98 out of 5 average rating, 544 reviews

The Sunday House

Welcome to the Sunday House! Our tiny home was built by hand using reclaimed materials with your rest & relaxation in mind. This rustic romantic getaway is equipped with many amenities including a queen-sized memory foam mattress, kitchenette, full size bathroom with a shower and a wood burning stove to keep you cozy. Enjoy a complementary cup of coffee in our courtyard garden or snuggle up inside for a movie. NO CLEANING FEES 2022 Permit #2200146 Photo Credit: Aubree Lorraine Photography

Guest favorite
A modern three-story tower is surrounded by lush green foliage, showcasing a metal roof and a deck on the upper level. Large windows offer glimpses of the nature surrounding the structure, emphasizing its secluded setting in the Hill Country.
Farm stay in Boerne
4.93 out of 5 average rating, 289 reviews

Hill Country Tower

HILL COUNTRY TOWER WITH BEAUTIFUL HILL COUNTRY VIEWS This is the perfect retreat spot for anyone wanting to trade the noise of the city for a peaceful weekend filled with Hill Country views and stars you can actually see at night. The 3 story fully-outfitted tower, designed by a prestigious local architect is topped off by a deck that overlooks over 100 acres of pristine, undeveloped Hill Country property. 5 minute drive to Downtown Boerne. Updated new king size bed with luxurious mattress.

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
4.95 out of 5 average rating, 151 reviews

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.

Top guest favorite
Cabin in Boerne
4.99 out of 5 average rating, 157 reviews

Cozy Oak Cottage•Feed Deer+Chickens•Wildlife

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.

Top guest favorite
Cabin in Kendalia
5 out of 5 average rating, 108 reviews

Private 2BR Amazing Views, Firepit, Peaceful

Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate rustic relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Guest favorite
The exterior of the barn showcases a modern design with a metal roof and large windows. A covered front porch features wooden beams and a small seating area, enhanced by two blue chairs. Surrounding trees contribute to a natural setting.
Home in Boerne
4.99 out of 5 average rating, 139 reviews

The Barn @ La Cascada in the Texas Hill Country

Welcome to The Barn @ La Cascada in the Texas Hill Country's historical German town of Boerne . Our Barn is all new with a feel of a traditional barn. 24 foot tall barn ceilings with decorative beams and plenty of windows bathing the interiors with natural light. Enjoy the cozy great room with kitchen, dining, and livingroom. But what would a barn be without a covered front porch for enjoying the 8 acres of hill country flowers, live oaks, and pastures.

Guest favorite
An aerial view showcases the glamping setup with a spacious wooden deck, surrounded by trees. A cozy bell tent is positioned alongside a hot tub, with seating areas consisting of lounge chairs and a sectional. The outdoor space highlights a peaceful retreat atmosphere.
Tent in Fredericksburg
4.96 out of 5 average rating, 159 reviews

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.

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
4.97 out of 5 average rating, 493 reviews

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!

Top guest favorite
A large, luxurious yurt is set against a backdrop of hills. The exterior features a circular design with a light-colored fabric. A blue door is framed by windows, and a wooden deck is visible, providing an inviting entryway and space for outdoor relaxation.
Yurt in Boerne
5 out of 5 average rating, 118 reviews

Luxe Yurt, AC, w/hot tub, sunset&hill country view

Escape the hustle and melt your cares away in the hot tub at this unique luxury yurt in Boerne! A nature lover’s retreat, butterflies abound and two mini splits keep you perfectly cool or cozy. Just 2 miles to downtown Boerne, 14 to San Antonio, and 36 to Fredericksburg—it’s the perfect spot to reconnect with nature. Enjoy fresh eggs from our hens, homemade bread, and our signature goat milk soap during your stay.

Top guest favorite
The spacious interior features wood paneling and large windows that fill the room with natural light. A cozy queen bed is positioned against a feature wall, complemented by a pull-out sofa and a comfortable swing chair. A wood-burning stove adds warmth to the space.
Cabin in Blanco
4.99 out of 5 average rating, 509 reviews

The Cabin at Hill Country Nature Retreat

Explore a stylishly unique cabin nestled in the heart of the Texas Hill Country. Our handbuilt, secluded cabin has wall-to-wall windows, with expansive views and a truly immersive experience in nature. Enjoy both modern comforts and eco friendly amenities, including a walking trail to the Ancient Oak tree, a unique opportunity to visit with our chickens, and a rooftop deck with miles of hill country views.

Top guest favorite
A cozy home with a welcoming porch is surrounded by lush greenery and hills. The slanted metal roof reflects the natural landscape, while shaded seating areas invite relaxation. The property features a mix of trees and open spaces, enhancing the secluded atmosphere.
Cabin in Fredericksburg
5 out of 5 average rating, 210 reviews

Ranch Retreat, Romantic, Views, Wineries, Wildlife

Experience a tranquil, "back to nature getaway"! Spectacular views & lots of wildlife! Romantic, secluded in a nicely decorated house with everything you need! Enjoy local wineries or view whitetail deer, armadillos, fox, wild pigs, & South TX rare birds on the property! Most guests comment on the quietness and stars in the sky! Hike our acreage, visit the wineries, nearby day trips or just RELAX!

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