Family-friendly vacation rentals in Kendall County

Dog Trot Guest Suites on the RW Ranch

Welcome to the hilltop on our 135 acre ranch. We are located in the heart of the Texas Hill Country with close proximity to everything! Our Dog Trot Guest Suites consists of 2 suites each with a queen bed, an additional sleeping area (daybed or trunnel) and private bath. Our 180 deg views are spectacular and the stars at night are big and bright! We are a short distance from Old Tunnel State Park, James Kiehl River Park, Sister Creek Winery, foodie restaurants and caves. Hope to see you soon!

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

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.

Country Guesthouse in Boerne | Bluebonnet Oasis

2 bedroom/2 bath guesthouse just minutes from downtown Boerne. Large game room with pool table and movie projector 120” screen with amazing surround sound and a 65”LCD. Step out to the firepit and huge pool, shared only between the two guesthouses. New small kitchen with all new appliances. We welcome pets with a $20 pet pet feeNO PITBULLS AND ONLY 1 LARGE DOG Unsupervised pets must be crated. Just added relaxing water feature, new pool volleyball net and basketball hoop Super fast wifi

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 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

Escape to our cozy one-room cabin nestled in a peaceful wooded setting—the perfect place to relax and unplug. Enjoy a stroll or hike to the creek, listen to nature, spot wildlife, roast marshmallows, and gather around the campfire. Kids love exploring the property. The experience is rustic, much like camping, rather than a hotel stay. ***Please note: due to drought and summer heat, the creek no longer flows directly in front of the cabin but is a short walk away.

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.

Secluded Hill Country Cabin | Pool + 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.