Family-friendly holiday rentals in Kendall County

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

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.)

The Deer Haven Ranch Cottage 4 Beds

Take a break and unwind at this peaceful oasis on a working ranch. Built in the late 1800's. Immigrant family homestead. The Indians use to meet under the large oak trees in the front yard. The cottage is about a 5 minute drive to town, so you have the advantage of being peacefully out in the country enjoy the dark night sky full of stars. There are 3 AC window units in the Cottage, the Living room, the Master and the Kitchen, the house easily cools to 70 degrees on a hot day.

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.

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.

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.

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.

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!