Vacation rentals in Kendall County

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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

Cabin in Fredericksburg

4.99 out of 5 average rating, 195 reviews

Ranch Retreat, Romantic, Views, Wineries, Wildlife

Experience a hilltop ranch w/ spectacular views and lots of wildlife! Romantic, secluded w/ great VIEWS in every direction. Perfect for a "get away from it all" experience. 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 the acreage, visit the wineries, nearby day trips or just RELAX! We've added new house on other side of ranch w/ it's own road for privacy. See below

Top guest favorite

Treehouse in Blanco

4.98 out of 5 average rating, 115 reviews

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 its unique design and stylish interiors, private half mile 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.)

Top guest favorite

Cabin in Boerne

4.99 out of 5 average rating, 120 reviews

Peaceful Cottage |Full kitchen, Feed Deer!

Nestled beneath a canopy of majestic oaks, the Cottage offers escape just 7 mi from the heart of Boerne. The Cottage is the perfect blend of cozy & contemporary style, designed for relaxation & reconnecting w/ nature. Wake up to the peaceful sounds of birdsong, enjoy your morning coffee on the porch while deer wander nearby, & unwind in the evenings under star-filled skies. Whether you’re looking for a romantic getaway, or a quiet base to explore the TX Hill Country, you will love the cottage!

Top guest favorite

Guesthouse in Boerne

4.98 out of 5 average rating, 510 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

Farm stay in Boerne

4.94 out of 5 average rating, 283 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.

Top guest favorite

Cabin in Boerne

4.99 out of 5 average rating, 122 reviews

Follow Your Heart Luxury Cabin In The Hill Country

Follow Your Heart Cabin is located just minutes from downtown Boerne, TX in a private Ranchette Hill Country setting. This cabin was designed with elegant luxury, comfort & conveniences of everyday life. The outdoor seating areas are perfect for early morning coffee or afternoon cocktails. Whether you want to get away from the hustle and bustle of city life, enjoy a weekend get-a-way or need a place to stay in between moving from one place to the other, we think you'll enjoy your stay.

Top guest favorite

Guesthouse in Boerne

4.97 out of 5 average rating, 106 reviews

Wanna see some deer? Clean & Peaceful Guesthouse!

This beautiful newly built second story Guest House is just a 35 minute walk from The Hill Country Mile. A walkable stretch of locally-owned boutiques, antique shops, restaurants and galleries set in the heart of downtown Boerne, Texas. Enjoy the local shopping, fine dining, breweries, coffee shops, market days, events, a stroll along the river or just stay in and relax while you enjoy our private covered porch overlocking our beautiful quiet neighborhood with lots of majestic oak trees.

Guest favorite

Tower in Fredericksburg

4.96 out of 5 average rating, 131 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.

Superhost

Cabin in Spring Branch

4.94 out of 5 average rating, 268 reviews

Hill Country Cabin in the woods

Our cozy one room cabin is tucked away in a peaceful wooded area, accompanied by the sounds of a running creek just out front. This spot is a great place to relax and unplug from the busyness of life. Enjoy a stroll or hike alongside the creek, plop some chairs in the water and take in the sounds of nature. Kids enjoy exploring, wildlife and roasting marshmallows while snuggling up around a campfire. The experience is much like camping, not to be compared with a hotel.

Top guest favorite

Guesthouse in Boerne

4.97 out of 5 average rating, 176 reviews

Boerne Ranch Style guesthouse

Country guest house, located 4 miles from Downtown Boerne with easy access to San Antonio and surrounding hill country. Built in 2020, 2 spacious bedrooms, granite kitchen with a huge island and an open concept floor plan. Enjoy a 75" 4k tv with all streaming channels or relax on the front porch. Perfect for a weekend or extended stay. Step outside to the firepit or swim in huge pool with lots of shaded seating and tables, shared only between the 2 guesthouses.

Guest favorite

Home in Boerne

4.98 out of 5 average rating, 132 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

Tent in Fredericksburg

4.96 out of 5 average rating, 112 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.