Holiday rentals in Kendall County

4.99 out of 5 average rating, 194 reviews

Cabin in Fredericksburg

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

4.98 out of 5 average rating, 114 reviews

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 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.)

4.99 out of 5 average rating, 120 reviews

Cabin in Boerne

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!

4.98 out of 5 average rating, 508 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

4.94 out of 5 average rating, 283 reviews

Farm stay in Boerne

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.

4.99 out of 5 average rating, 122 reviews

Cabin in Boerne

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.

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.

4.96 out of 5 average rating, 131 reviews

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.

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.

4.97 out of 5 average rating, 175 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.

4.98 out of 5 average rating, 131 reviews

Home in Boerne

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.

4.95 out of 5 average rating, 107 reviews

Tent in Fredericksburg

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.

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Kendall County holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Kendall County

4.97 out of 5 average rating, 33 reviews

Barn in Boerne

The Barn Haus ~ unique Hill Country experience

MeghanRating, 5 stars3 weeks ago

Barn Haus was wonderful! Just outside of Boerne and a short drive to Lukenbach. We stayed busy exploring and enjoying a weekend away. The house was wonderful too. Perfect private backyard. Would definitely stay again!

5 out of 5 average rating, 54 reviews

La Casita on the J

SusanRating, 5 stars6 days ago

This casita is incredibly comfortable and private. It is well-appointed but not fussy. The hosts thought of everything we would need. The back porch was perfect for a quick afternoon nap, and watching the deer and birds in the morning was so relaxing. The casita is far enough from the busyness of the interstate and close enough to the amenities in Boerne. Just right. We’d definitely stay here again when we are in the area!

4.98 out of 5 average rating, 84 reviews

Cottage in Blanco

The Deer Haven Ranch Cottage 4 Beds

LakshyaRating, 5 stars1 week ago

If you're seeking a tranquil escape nestled under grand oak trees—with a deep-rooted history and occasional deer visitors—this cottage delivers in spades. A true hidden gem, must visit, thanks! 😁

5 out of 5 average rating, 14 reviews

Dome in Fredericksburg

Deluxe Stargazer Dome — Private Hot Tub

BhargavRating, 5 stars5 days ago

The dome was cozy and perfect for stargazing. Loved soaking in the hot tub under the stars. Peaceful, unique, and exactly what we needed!

5 out of 5 average rating, 74 reviews

Cabin in Spring Branch

Historic Hideaway.

HarrisonRating, 5 stars1 week ago

Awesome weekend getaway and exactly as advertised. Rare combination of history and modernity - you can picture yourself in the 1800s and then hop in the AC! We went to celebrate a birthday and found David’s place to be perfect. We thoroughly enjoyed the goats, the local plums and goat cheese, and just wish we had more time to explore the area! Highly recommend for couples looking to escape for a weekend. David was friendly and informative. He lives on part of the property but you still feel secluded and private.

5 out of 5 average rating, 35 reviews

Home in Boerne

The Guadalupe River Bend House

EmilieRating, 5 stars1 day ago

We loved our stay at Nancy’s home outside of Boerne. We wanted something secluded with river access, and this place was perfect. We had another family with us, and the 3 private rooms with bathrooms worked out perfectly. We especially enjoyed relaxing on the porch in the evening and our day floating in the river. All amenities were as listed, and it was easy to cook for everyone. We plan to come back!

4.95 out of 5 average rating, 43 reviews

Cabin in Comfort

Cozy hut

JoyceRating, 5 stars3 weeks ago

Very nice quaint, cozy cabin--just not sure it's worth the price since it's so small but I know it's a very desirable area with the Guadalupe River across the highway a ways. We went to a graduation party on the river so we really just slept here. Very comfortable bed!