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Wine Trail Home | Walk to Downtown | 3 Bedrooms

Welcome to our thoughtfully remodeled 5-star luxury home located right in the heart of TX hill country! Nestled just 0.5 miles from charming downtown Johnson City and one block off HWY 290, you are only minutes away from: - Dozens of wineries, vineyards and breweries - Museums, restaurants and iconic shopping - Pedernales Falls State Park, rivers, lakes - Fredericksburg, Austin, San Antonio, much more We consistently get 5 star reviews on our comfy beds, spotless interior and luxurious style.

Canyon View Retreat -Hill Country Getaway

Nestled on a secluded hillside with stunning canyon views, this stylish retreat provides privacy and solitude for your Hill Country escape. Perfectly located on Canyon Lake's south side, you're near Whitewater Amphitheater and Guadalupe tubing for all the excitement you need. Also nearby is the James C. Curry Nature Center, a beautiful nature trail loop for hikers and explorers. Want to explore the serene beauty of the lake? Boat ramp #1 is around the corner. Enjoy ultimate tranquility here.

Midnight in the Hills A-Frame

With a warm, earthy vibe and plenty of natural sunlight, Midnight in the Hills is an ideal retreat. Enjoy a delightful escape in a charming A-frame, featuring a bohemian/wabi-sabi design and the perfect amount of pink for an unforgettable getaway. Midnight in the Hills offers three bedrooms (2 queens/1 twins), two bathrooms, and an open concept encompassing the kitchen, dining and living area. We are conveniently located within 3 miles from downtown, Market Days, Jacob’s Well & Blue Hole.

Dripping Springs Oasis • Hot Tub, Pool • Austin

Natural light abounds in this modern hill country home! Explore 30 acres of stunning oaks and seasonal wildflowers. Soak in your private Jacuzzi on the ridge, or take a cool plunge in the dip pool. The outdoor sofa is positioned for ultimate bird watching and book reading. Grill outside, cook inside, or venture out to one of the nearby wineries, distilleries or restaurants. But when the sun dips low, get ready for unmatched sunsets and the starriest Texas skies! Welcome to bliss, y’all.

Hye & Bye - Large Home near wine/whiskey/wildlife

The Hye & Bye offers a truly unique lodging experience. Skip the containers, tiny houses & cabin complexes and enjoy the secluded privacy of a ranch experience .. within single digit minutes of 290’s top wine & bourbon destinations. You’ll love saying HYE …. but dread BYE. Two story three bedroom home with loft and wrap around porch. Perfect for watching sunrises/sunsets, stars, wildlife, and livestock. Working ranch with areas to hike & bike. And PICKLE BALL COURT!

Romantic A-frame with Private Hot Tub

Romantic A-frame cabin on a quiet Hill Country ranch, just 10 miles from Fredericksburg Main Street. Soak in your private hot tub, relax on the covered deck with ranch and wildlife views, and spend your days exploring wineries, breweries, shops, and Enchanted Rock. Designed for two, this secluded cabin gives you the quiet of the country without being far from town. Perfect for anniversaries, wine weekends, birthdays, proposals, mini-moons, and quiet couple getaways.

Day Drippin' Farm-stay | Rainwater| New Build

Situated on one acre of fenced yard, our cozy retreat offers the perfect blend of Texas country charm and modern amenities. Built in 2023, our home features chemical-free rainwater collection, a whole-home propane back-up generator, and top-of-the-line appliances for your convenience. Check-in with your personal code on the keyless entry in the covered carport. We are a family owned business which means we oversee every turnover, and go the extra mile to welcome you.

Riddle Haus| Block off Main| Sauna| XL Hot Tub

Welcome to The historic, German homestead of your dreams, a block off of main street! Enjoy the most unique experience of Fredericksburg! This newly restored homestead comes with the ultimate surprise- a HIDDEN wine cellar! To find out how to access the cellar, you’ll embark on a short riddle experience through the home, leading you to the secret access point! Inside you’ll find the perfectly preserved wine cellar with a Hill Country prize waiting for you inside!

Overlook Tower - Views, Hot Tub, RV/Tesla Hookup

Welcome to The Overlook Tower! This 2-bedroom, 1-bathroom home is perfect for couples, small families, and lake lovers seeking a tranquil getaway. Amenities include a 5-person hot tub, large patio with lounge chairs/chaises, panoramic views of the Texas Hill Country, RV hookup/Tesla charger, 2 Smart TVs, 2 couches, a dining table, and a fully stocked kitchen. Each room is equipped to enjoy your trip with comfort! Enjoy your stay!

The Container Retreat @ 290 Wine Trail #6

The Container Retreat @ 290 Wine Trail Everything you need, nothing you don’t—right in the heart of Texas Wine Country. Looking for the perfect Hill Country stay without paying for amenities you’ll never use? The Container Retreat @ 290 Wine Trail offers exactly that: comfort, convenience, and unbeatable location at a great value. Photos are representative of Containers Two - Eight and décor may vary, but the layout is the same.

3 Sisters Hill Country Cottage

Come stay at the 3 Sisters Cottage and enjoy a relaxing time in the Texas Hill Country. Incredible views from the back porch where you can hear cicadas singing in the summer, deer roaming on the property, and rolling hills covered by beautiful Oak trees. Less than 15 minutes from Downtown Drippin', 15 minutes from Hamilton Pool Preserve, 10 minutes from Treaty Oak Distillery, and 20 minutes to Driftwood Vineyards and more!

Wine Country Cottage on 5 AC - Couples Getaway!

RELAX & RECHARGE at this charming cottage in the woods! Lovingly renovated w/marble furnishings/painted wood ceilings...the interior has a relaxed, elegant feel. From the front porch enjoy coffee or a cocktail while watching deer graze in the yard, head out back to take in the shade of an old oak tree or explore the (SEASONAL) creek! Visit local restaurants/bars w/interesting towns, wineries & the state park nearby!