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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
Guesthouse in Boerne
4.98 out of 5 average rating, 578 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, 294 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
The entrance features a covered porch with two woven chairs positioned next to a small table, creating a welcoming seating area. Dual wreaths adorn the double glass doors, while natural landscaping and stone stepping stones lead up to the entrance.
Home in Spring Branch
4.96 out of 5 average rating, 199 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
A modern tree tower is showcased among lush greenery, highlighted by a striking metal roof. The structure features wooden siding and large glass walls, providing connection to the outdoor landscape. Nearby, trees provide shaded areas, and a gravel path leads to the entrance.
Tower in Fredericksburg
4.95 out of 5 average rating, 166 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, 168 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
4.99 out of 5 average rating, 199 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.

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
4.94 out of 5 average rating, 203 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
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, 216 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.

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
4.96 out of 5 average rating, 508 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! We look forward to meeting you.

Top guest favorite
A circular metal tank, known as a 'cowboy pool,' is positioned on a wooden deck beside stair steps. Surrounding the tank is a gravel area, complemented by a bench and natural landscape featuring trees and open fields in the background.
Cabin in Spring Branch
5 out of 5 average rating, 100 reviews

Historic Hideaway.

1846 Secluded, Restored Cabin on 40 acres with Modern Finishes Take life easy at this historic cabin uniquely restored for comfort and rest. Cabin is 1/4 mile from quiet county road and has expansive ranch behind it. Quiet country living at its best. When ready for adventure, we are centrally located being forty minutes from Gruene, Fredericksburg, Marble Falls, and San Antonio! Put -in for the Upper Guadalupe is only 10 minutes away.

Guest favorite
Cabin in Kendalia
4.98 out of 5 average rating, 129 reviews

Secluded Hill Country Cabin | Hot Tub + Stargazing

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.

Top guest favorite
Yurt in Boerne
5 out of 5 average rating, 139 reviews

Luxe Yurt, heater, w/ hot tub, sunset&hill country

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.

Popular amenities for Kendall County vacation rentals

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