Holiday rentals in Sisterdale

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 Oak Haus ~ Hill Country escape

Welcome to the Oak Haus - your perfect Hill Country escape! 7 min from Boerne, 5 min from river access ~Cozy, remodeled guest house with full kitchen, washer/dryer, dedicated workspace and all the comforts of home ~Pet friendly with fenced in yard area ~Covered back porch with private hot tub, rocking chairs ~Separate game room w/ 6 arcade games, foosball, TV and seating ~Endless outdoor activities, BBQ grill, firepit, basketball court, cornhole, horseshoes, view Axis/Whitetail deer

Private|Quiet|Hilltop|57Acres|Wildlife|HotTub|Pool

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.

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.

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.

Spacious Cottage on Main St close to Walking Trail

My place is about a mile from downtown Boerne on the less traveled quieter north side of Main Street. In close proximity to the Boerne Historic District and within walking distance to the Old No.9 Walking Trail. Nestled between San Antonio, Comfort and Fredericksburg perfect for a weekend in the Hill Country! Restaurants are varied and just steps from the front door like Fritze’s BBQ, Bumdoodler’s, Mague’s Mexican Cafe, and Bella Sera Italian. STR Permit #2000130

Guadalupe Retreat| 3BR Riverfront Stay Near Boerne

Imagine a private riverside resort, a kid-friendly and pet-friendly hideaway loaded with luxurious amenities, and tons of fun and relaxing things to do. All this and more awaits you at the Guadalupe River Retreat, one of the best Hill Country vacation destinations, tucked away in the gorgeous mountainous terrain just outside Boerne! It's perfect for nature lovers and travelers alike with its rural setting, but with the charming city of Boerne close by.

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.

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.

Peaceful Cabin by the Creek • Firepit • Sleeps 10

Sleeps 10 • Creek Access • Firepit • Pool Table • Pet Friendly. The cabin has 7 total beds and includes direct access to Jacob's Creek, where you can swim, float, relax, and enjoy the wildlife. Spend evenings around the firepit, challenge friends to a game of pool, or unwind in the hammock beneath the oak trees. Just a short drive from Boerne, Fredericksburg, and wine country, it's the perfect getaway for families, friends, and small groups.

Glamping - Stargazing + Hot Tub • Wild KingDome

There's a moment when you step onto the deck and the Hill Country just opens up — pasture, sky, deer in the trees, cattle grazing in the distance. The Wild KingDome is a private geodesic retreat on a historic Boerne ranch. Two king beds, hot tub, 30-ft Double paned glass bay window, 15-ft ceilings. Perfect for a romantic escape, friend getaway, or small family trip. Stargazing skies at night. Downtown Boerne, 7 minutes away.

Relaxing Hill Country Home | Firepit | Patio

Nestled in historic Sisterdale, Texas, this charming Hill Country retreat offers a relaxing escape. Featuring 3 bedrooms and 2.5 bathrooms, the home comfortably sleeps up to 10 guests with 4 beds and 2 queen sofa beds. Enjoy a cozy firepit, fully equipped kitchen, and inviting living spaces, perfect for family gatherings or group getaways while exploring nearby attractions or unwinding in peaceful surroundings.