Family-friendly holiday rentals in Kendall County

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Top-rated family-friendly rentals in Kendall County

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

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Top guest favourite
Flat in Boerne
4.99 out of 5 average rating, 323 reviews

The Compartment

Enjoy the quiet & beautiful Texas hill country in our 440 square foot unit. Just 4 minutes from Boerne City Center. AC/Heat, Kitchenette. This is a quaint garage compartment but is not located above the garage. Private entry, private access & deck. One Queen bed. Unit comes equipped 2 electric burner stove top, pans, utensils, spices, refrigerator & laundry unit. Also includes coffee maker, microwave/air fryer/bake, toaster, WI-Fi, TV, YouTube TV approx. 70 channels incl. all network channels.

Top guest favourite
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.
Guest house in Comfort
4.96 out of 5 average rating, 181 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!

Top guest favourite
The exterior of the modern ranchette is showcased during twilight, featuring a minimalist design with a dark facade and a metal roof. Gravel paths guide towards the welcoming front entrance, framed by native landscaping and vibrant sunset hues in the sky.
Cabin in Kendalia
4.99 out of 5 average rating, 113 reviews

Amazing Views, 2BR, Hot Tub, Private, Firepit,

NEW HOT TUB installed! Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Top guest favourite
Guest house in Boerne
4.98 out of 5 average rating, 556 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

Top guest favourite
The sleek exterior of the Airstream is showcased, reflecting sunlight under a canopy of trees. A gravel path leads to the Airstream, with greenery surrounding the area. A picnic table is visible nearby, offering additional outdoor seating.
Camper van/Motorhome in Spring Branch
4.96 out of 5 average rating, 255 reviews

Airstream Glamping Experience

The Airstream is sleek & stylish, and is equipped with everything you need to enjoy your stay. Indoor facilities include: full kitchen with oven, pantry, 3-burner stove, refrigerator/freezer; shower, toilet and sink; bedroom with queen bed & flat-screen tv; dining area; living area with comfy sofa & flat-screen TV, DVD player, AppleTV, Radio; Wi-Fi; Air Conditioning (AC) ; Heat Pump(HP)/propane heat. Outdoor facilities include a picnic table with a beautiful field view & a charcoal grill.

Top guest favourite
A charming wooden home is set on a lush green lawn, framed by mature trees. A welcoming front porch with wooden railings leads to the entrance. The surrounding yard features neatly landscaped gravel and grass, offering a peaceful outdoor setting.
Bungalow in Boerne
4.99 out of 5 average rating, 133 reviews

Buffalo Haus - Downtown charm 2-bedroom bungalow

A charming home on a quiet street only six blocks from Main Street's shopping and restaurants. You can rest comfortably in a king or queen size bed and wake to enjoy the stocked coffee bar. If this is a working vacation, you will love the workspace and high speed wifi. While we're minutes away from River Road and its many dining options, you may decide to stay in and use the full kitchen. Either way you'll love relaxing on the large patio under the party lights. Dog friendly home.

Top guest favourite
Cabin in Boerne
4.99 out of 5 average rating, 172 reviews

Feed Deer min from Boerne | Private Cozy Oak 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 favourite
A charming blue cottage is set amid the natural landscape of the Texas Hill Country. Surrounding greenery frames the outdoor space, which features a private hot tub and a fire pit area. Gravel pathways connect the cottage to the welcoming environment, enhancing the secluded retreat feel.
Home in Fredericksburg
4.92 out of 5 average rating, 163 reviews

The Elegant Casa Agave

Escape to Casa Agave for a private Hill Country retreat. This charming and romantic cottage is perfect for couples, offering a peaceful haven for two. Nestled in the heart of the Texas Hill Country, Casa Agave features a private hot tub for ultimate relaxation. You can prepare meals in the well-equipped kitchenette with basic cooking supplies. Star gaze around the inviting fire pit and make lasting memories as you take in the sights and sounds of the amazing Hill Country.

Guest favourite
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, 286 reviews

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.

Top guest favourite
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, 122 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.

Top guest favourite
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, 213 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 favourite
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.
Guest house in Boerne
4.96 out of 5 average rating, 500 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.

Popular amenities for Kendall County family-friendly rentals