
Holiday rentals in Kendall County
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Top-rated holiday rentals in Kendall County
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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 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.

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.

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.

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.

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.

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.

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.

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!
Popular amenities for Kendall County holiday rentals
Other great holiday rentals in Kendall County

#3 Newly Built Custom Home

Spring Branch Cottages "Texas Redbud"

Tranquility Treehouse

Historic Hideaway.

Downtown Boerne Renovated Luxury Cottage- 5 Stars!

Cozy hut

The Oak Haus ~ Hill Country escape

Freedom Fortress @ Legacy Farmstead
Destinations to explore
- Boutique hotels Kendall County
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- San Antonio River Walk
- Six Flags Fiesta Texas
- Alamodome
- Henry B. Gonzalez Convention Center
- Frost Bank Center
- Blue Hole Regional Park
- Pearl Brewery
- Natural Bridge Caverns
- Guadalupe River State Park
- Morgan's Wonderland
- Pedernales Falls State Park
- San Antonio Botanical Garden
- Canyon Springs Golf Club
- Hamilton Pool Preserve
- San Antonio Missions National Historical Park
- SeaWorld San Antonio
- Blanco State Park
- Natural Bridge Wildlife Ranch
- Wimberley Market Days
- Government Canyon State Natural Area
- Jacob's Well Natural Area
- Tower of the Americas
- McNay Art Museum
- The Bandit Golf Club




