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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Guest favorite
Guesthouse in Comfort
4.95 out of 5 average rating, 151 reviews

Comanche House on the RW Ranch.

We’re located in the heart of the Texas Hill Country nestled atop a picturesque hill. Comanche House has 2 bedrooms, each with 2 queen beds and private baths. Our great room has views from every window and is open concept living area & kitchen. No hill country abode is complete without a front porch for enjoying the 180 degree views. We’re the perfect hub for all the beauty the Hill Country has to offer. Close to Historic downtown, shopping, foodie restaurants, wineries, state parks & caves.

Top guest favorite
Guesthouse in Boerne
4.98 out of 5 average rating, 580 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 luxurious glamping tent is elevated among trees, surrounded by outdoor string lights. A welcoming hot tub is positioned nearby, alongside a hammock chair. A wooden deck is visible, leading into the tent, where cozy seating and warm lighting create an inviting atmosphere.
Treehouse in Fredericksburg
4.87 out of 5 average rating, 293 reviews

Treehouse Glamping at Pecan Haven! Private HotTub!

Suspended 10 feet in the air, Pecan Haven is luxury glamping at its best, our tent includes a king size bed, A/C, indoor bathroom with walk-in shower, private hot tub, coffee, wifi, and more. Relax outdoors, take a nap in your hammock chairs, indulge in a soak in your private hot tub, or avail yourself of the private outdoor shower. This Treehouse also has a smart TV for your Netflix and movie binge nights. This treehouse has everything you'll need for a fun, relaxing stay in the hill country.

Guest favorite
A wooden ramp leads to the porch of a private casita, surrounded by mature oak trees. Flower pots filled with greenery are positioned near the entrance, enhancing the natural setting. Sunlight filters through the branches, casting playful shadows on the ground.
Home in Spring Branch
4.94 out of 5 average rating, 351 reviews

Casita on the Ranch 2,wildlife,sunsets,stars,relax

Enjoy watching deer, birds, sunsets, stars and relax. Pet friendly, 2 pets max, fast wifi, Casita on the Ranch 2, a gated private home nestled in the oaks on our 90 acre ranch near the main home. Enjoy your own fire pit, charcoal grill & relaxing on the porch. Lots of room for the kids to run and play. We are 20 min to Canyon Lake, 5 minutes to Hidden Falls, 30 min to New Braunfels or SanAntonio and 20 minutes to Park 31. More fun? Fused glass & skeet shooting available. Come on out,Welcome!!

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, 295 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
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
4.96 out of 5 average rating, 200 reviews

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.

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, 167 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
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
4.99 out of 5 average rating, 169 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, 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
5 out of 5 average rating, 200 reviews

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.

Top guest favorite
The exterior of the home showcases a modern design with a spacious deck supported by a stylish staircase. A hammock hangs nearby, inviting relaxation. Large glass windows reveal warm lighting inside, and the silhouette of the hot tub is visible on the upper deck against the evening sky.
Shipping container in Blanco
5 out of 5 average rating, 110 reviews

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.

Top guest favorite
The cabin is illuminated by warm string lights, creating a cozy ambiance. A fire pit with seating is positioned in the foreground. Lush trees surround the cabin, while a picnic table is situated nearby for outdoor dining.
Ranch in Boerne
4.96 out of 5 average rating, 136 reviews

The Riverwood - A Hill Country retreat!

The Riverwood cabin was built by the property owner (Oso), a direct descendant of Dr. Herff, an early settler to Boerne in the 1850's. The rustic, craftsman-built cabin sits on an 85 acre historic ranch and wildlife preserve, located just 2 miles from downtown Boerne Square. The cabin is a bit quirky, and definitely an experience, yet has all the comforts you will need for a relaxing stay with friends or family! Please read house rules before booking.

Top guest favorite
The tiny house is situated on a spacious deck, featuring wooden planks and a mix of vibrant exterior finishes. Large windows provide natural light, while a seating area with a chair invites relaxation. The surrounding landscape includes native vegetation, enhancing the peaceful ambiance.
Tiny home in Boerne
4.98 out of 5 average rating, 218 reviews

Lucky Stars Tiny (Luxury) House - Boerne TX

Lucky Stars sits on 7 beautiful, native acres, tons of wildlife, just ten minutes from Boerne, with stargazing at its best! Upscale on a small-scale, 200 sf with fully-equipped kitchen, on-level Queen master bed, Smart TV, WiFi, full-size bathroom, outdoor living/shower on the deck, and more. Loft space has handmade linen/wool mattress (2 Twins or King). Built on DIY’s Tiny Luxury 2017-Season 3 Ep.3. Long-termers and short-termers always welcome.

Popular amenities for Kendall County vacation rentals

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