Vacation rentals in Kendall County

The COOP - 1900's renovated house in town Boerne.

The Coop is an early 1900's small, single bedroom house located in the historic Irons' & Grahams' neighborhood in Boerne, Texas (est 1887.) A completely renovated home , this updated & fun farmhouse has all the amenities and comfort you would want for your hill country visit. Large lot with barn, hundred year old pecan tree and backyard to Frederick creek. Full kitchen, queen bed, washer / dryer and storage. Located just two short blocks from the Boerne Main Street Plaza. (Hauptstrasse)

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.

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.)

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.

Haven House - Home near Guadalupe River St Park

Beautiful and comfortable, this gorgeous getaway is in the heart of Texas hill country, one mile south of Guadalupe St Park and next to the 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 horse ranch, you will enjoy the close interactions with our animals!

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.

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.

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.

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.

Riverside Cabin

The Riverside Cabin was originally constructed in 1935 as a Hill Country get-away to accommodate hunting, fishing and river activities. It is located on the original route to the Old Spanish Trail on the banks of the Guadalupe River, within 1/2 mile of Comfort's Historic District. Situated on 10 acres, the cabin is a quiet, private retreat and a comfortable central location for exploring the Hill Country.

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!

The Nature Bath - Soak it all away!

Settle into this charming, and romantic private studio set on an 85 acre historic ranch in the Hill Country. Equipped with an indoor/outdoor style bath house, you'll find it easy to soak away all your stresses in this magical setting. Take in the sights and sounds of nature, from bird watching to star gazing. Only 5 minutes to Downtown Boerne! Please make sure to read house rules before booking.