Family-friendly holiday rentals in Kendall County

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.

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 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, private 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 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

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.

Deer & Chicken Feeding | Peaceful Cozy Oak Cottage

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.

Private 2BR Amazing Views, Firepit, Peaceful

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 rustic 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

*SALE THIS WKND!* The Trailer: Gallery & Art House

1/2 MILE WALK TO HILL COUNTRY MILE! Created to benefit the best local artists of Boerne and SA, The Trailer: Gallery & Art House (currently ft. Jorge Godinez of SATX) stands alone as a 1-of-a-kind immersive art experience. Put on your walking shoes and cross the street to stroll along the creek straight down to the antique shops, boutiques, 5-star restaurants, local breweries, etc., that the vibrant Historical District of Downtown Boerne has to offer.

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.

Ashleys view Glamping with hot tub

Escape to the serene beauty of Texas Hill Country at Ashley’s View, where rustic outdoor living meets modern comfort. This luxurious bell tent offers an unforgettable experience for nature lovers and adventure seekers. Our spacious glamping tent features a comfortable queen-size bed, perfect for a restful night’s sleep. It’s fully equipped with a fridge, AC unit, microwave, and Keurig coffee machine to ensure your stay is as comfortable as possible.

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!