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Wine Trail Home | Backyard Fire Pit | 3 bedrooms

Welcome to our thoughtfully remodeled 5-star luxury home located right in the heart of TX hill country! Nestled just 1/2 mile from charming downtown Johnson City and one block off HWY 290, you are only minutes away from: - Dozens of wineries, vineyards and breweries - Pedernales Falls State Park, rivers, lakes - Museums, restaurants and iconic shopping - Fredericksburg, Austin, San Antonio, much more We consistently get 5 star reviews on our spotless interior, comfy beds, and luxurious style.

Monticello Cottage

Monticello Cottage is situated on a hill, wide views, close to Dripping Springs, wineries, wedding venues, Blanco, Wimberley, Fredericksburg and Johnson City, Pedernales . The fresh air, comfortable beds, the coziness, the kitchen, the quiet, & night sounds, the fresh air and clear skies filled with stars at night. will delight you. Good for families, couples, great for brides and "pre-wedding weekends", artists and business travelers. EV charger available . Pet fee@ $60 per dog per stay

Gateway to the Hill Country and Texas Wineries!

Enjoy a private house on top of a hill. Relax with beautiful sunsets and panoramic views over the Texas Hill Country. Located less than 3 miles to the 290 Wine Trail, Breweries and Shopping. Less than 9 miles to the Pedernales Falls State Park. This home is a truly customized experience with a large, window paned garage door overlooking the Hill Country. Extra large ceiling fans keeping you cool. It’s truly about comfort and location to all of the things the Hill Country has to offer!

2 units 1 price. Pickleball court. TX Hill Country

Hill Country pickleball. Listing is both units (2/2 and a 1/1) on 4 acres in the wedding capital of Texas. This hill country retreat has breath taking views. 10 minutes to Dripping Springs, 30 min. Wimberley and the Blanco river, 45 min. to Austin. Come explore everything Dripping Springs and the surrounding areas have to offer. Wineries and Breweries galore nearby. Family Friendly Dreamland 5 minutes away or just come for this beautiful home, view and the perfect central Texas getaway.

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, 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.)

Romantic Yurt Getaway: Private Hot Tub | King Bed

This one-of-a-kind Yurt in the Live Oak trees is your PERFECT getaway from city life! Located in the heart of Texas winery/brewery country, your day trips are only minutes away! This one bedroom (king) is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the private hot tub, stargaze, or sit around the fire on a 300+sq/ft deck surrounded by ancient live oak trees! The Hidden Oak Yurt is tucked away on a beautiful 9-acre property and offers all your modern amenities!

Sunset at Blue Top - quiet, cozy, modern cabin

Our guest rated 5-star cabin is better than ever! Enjoy quiet days, spectacular sunsets, and star-filled nights from the wrap-around porch. Explore nearby wineries, restaurants, shopping, and state parks for recreation and history. Sunset cabin is built out of aromatic cedar and pine. The cabin is comfortably furnished with a full kitchen, queen-sized bed, living area, and WIFI. Delight in our pure, filtered rainwater and abundant wildlife. Located an hour from Austin or San Antonio.

New luxury container w/deck hot tub amazing views

Contain and Chill is a place to do just that "chill." You can relax by the chiminea with a glass of wine, curl up to a good book in the hammock, or hit the deck 12 feet high or 20 steps up overlooking the hill country. The deck has a two-person hot tub and sitting area to enjoy the panoramic view of the hill country and catch the most breathtaking sunsets. This view takes stargazing to a whole new level. This unique home is not just a couple's getaway; it's an experience.

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!

Peaceful cabin fully updated, wine, stars, spa

Historic cabin from the 1860's, recently updated with all of the modern amenities to make for a comfortable, unique, peaceful stay. Located on 40 acres at Spotted Sheep Ranch, this cabin was hand reconstructed and boasts a living room, kitchen, king loft room, front & back patio, yard, and hot tub. Located less than 2 minutes from more than 10 incredible wineries, a quick 8 minutes to Johnson City, or 20 minutes to Fredericksburg, this cabin is remote yet convenient.

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.

Secluded Hill Country Cabin | Pool + Stargazing

Cowboys & Dreamers is a secluded luxury retreat tucked into the rolling hills of Kendalia — designed for slow mornings, dark skies, and unforgettable Texas Hill Country sunsets. Whether you’re planning a romantic getaway, wellness retreat, anniversary trip, weekend escape, or simply searching for a peaceful luxury cabin in the Texas Hill Country, Cowboys & Dreamers offers a stay that feels restorative, grounding, private, and unforgettable.