Family-friendly vacation rentals in Kendall County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kendall County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

The exterior of a single-story guest suite is shown, featuring a light brown wooden façade and a metal roof. A gravel pathway leads to a wooden picnic table under a shaded overhang, surrounded by greenery. Large windows provide glimpses of the surrounding landscape.

Guesthouse in Comfort

4.96 out of 5 average rating, 192 reviews

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!

Indoor spacesFamilyBiking

Top guest favorite

Guesthouse in Boerne

4.98 out of 5 average rating, 591 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

FamilyKitchenAir conditioning

Top guest favorite

A serene view of the hilltop cabin is captured at dusk, showcasing a spacious deck with seating areas and red umbrellas. The cowboy pool is visible nearby, and the cabin’s warm lights create a welcoming atmosphere against the backdrop of the natural landscape.

Home in Fredericksburg

5.0 out of 5 average rating, 242 reviews

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

KitchenFamilyLayout

Top 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, 174 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.

KitchenIndoor spacesTV

Top guest favorite

Cabin in Boerne

5.0 out of 5 average rating, 214 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.

KitchenFamilyLayout

Top guest favorite

A charming country retreat is depicted, featuring a light-colored exterior with a metal roof. The home is set against a backdrop of lush greenery and a clear blue sky. A welcoming porch is visible at the front, providing a sense of tranquility to the setting.

Cabin in Boerne

4.99 out of 5 average rating, 100 reviews

Modern cabin near Boerne.

Take it easy at this unique and tranquil getaway. This isn't your party getaway, but a peaceful country setting just five minutes from the Boerne Square. For a quiet getaway in the Hill Country or just a romantic night away from home. Come out and enjoy the beautiful lights in downtown Boerne, Fredericksburg, or The Riverwalk, and don't miss Jones's Christmas Ranch just 10 minutes away. You can't miss us, we're just 39 miles north west of the Alamo and 30 miles south of Lukenbach.

KitchenIndoor spacesAmenities

Guest favorite

A cozy cabin is set among trees, featuring a front porch with rocking chairs. Warm lighting can be seen through large windows, and a metal roof reflects the natural outdoor surroundings. A pathway lined with rocks leads to the entrance.

Cabin in Spring Branch

4.95 out of 5 average rating, 304 reviews

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.

KitchenFamilyCheckout

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.

Indoor spacesFamilyHospitality

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, 222 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.

Indoor spacesFamilyParks

Superhost

Cabin in Kendalia

4.94 out of 5 average rating, 138 reviews

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.

KitchenIndoor spacesAccuracy

Top guest favorite

A large, luxurious yurt is set against a backdrop of hills. The exterior features a circular design with a light-colored fabric. A blue door is framed by windows, and a wooden deck is visible, providing an inviting entryway and space for outdoor relaxation.

Yurt in Boerne

5.0 out of 5 average rating, 151 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.

Indoor spacesKitchenBathroom

Top guest favorite

The spacious interior features wood paneling and large windows that fill the room with natural light. A cozy queen bed is positioned against a feature wall, complemented by a pull-out sofa and a comfortable swing chair. A wood-burning stove adds warmth to the space.

Cabin in Blanco

4.99 out of 5 average rating, 538 reviews

The Cabin at Hill Country Nature Retreat

Explore a stylishly unique cabin nestled in the heart of the Texas Hill Country. Our handbuilt, secluded cabin has wall-to-wall windows, with expansive views and a truly immersive experience in nature. Enjoy both modern comforts and eco friendly amenities, including a walking trail to the Ancient Oak tree, a unique opportunity to visit with our chickens, and a rooftop deck with miles of hill country views.

Indoor spacesKitchenBreakfast