The Oswald

Celebrate legacy and luxury in the heart of Texas Wine Country.

The Oswald at Behrends Family Homestead

Celebrate legacy and luxury in the heart of Texas Wine Country.

Rustic Roots, Elevated Experience

Thoughtfully restored with modern luxuries, this two-story farmhouse offers cozy living spaces, heritage charm, and a location surrounded by world-class wineries. Ideal for celebrations, weekends away, or any excuse to gather.

Where Wine Flows and Stories Live On

Gather where generations once farmed, now a retreat for memory-making under the Hill Country sky.

Historic charm with modern comforts.

Designed for gathering—with a full kitchen, cozy living spaces, and a private party barn complete with hot tub and outdoor dining. Surrounded by rolling vineyards and sky-wide sunsets, it’s the perfect place to celebrate, reconnect, or simply enjoy the pace of Fredericksburg wine country.

  • 4 luxurious bedrooms, 3 kings & 1 queen

  • FREE, private Wifi,Full, well stocked Kitchen

  • Indoor wood fireplace Outdoor Grill.

  • Multiple seating areas, indoor and out

  • Private Party Barn with Hot Tub and lounge

  • Adult and children's games & toddler toys

Discover Fredericksburg

Nestled in the heart of Texas Wine Country, Fredericksburg is a town where heritage and hospitality meet. Stroll along Main Street for boutique shopping and German eats, tour local vineyards for a taste of the region, or explore scenic drives and historic sites nearby. Whether you're here to sip, shop, or simply slow down, Fredericksburg offers a little something for every kind of traveler.

Party Barn

Perfect for group dinners, celebrations, or relaxed nights in, the private party barn features a hot tub, outdoor dining, TV, and games—your own personal Hill Country hangout.

Wildflower Season

In spring, the landscape bursts into color with native Texas wildflowers. Take a stroll, snap a photo, and soak in the natural beauty that makes this region so magical.

Wine Tasting

Fredericksburg is home to some of Texas' best wineries—and many are just minutes from the Homestead. Whether you're into bold reds or crisp whites, there’s a pour waiting for you.

Hot Tub

Slip into soothing warmth under a Hill Country sky. Each private hot tub offers a tranquil way to unwind—perfect after a day of exploring, wine tasting, or doing absolutely nothing at all.

Special Features

  • Gourmet kitchen with oversized island and premium appliances

  • Four beautifully designed bedrooms + 3.5 updated bathrooms

  • Indoor gas fireplace and cozy living area with sleeper sofa

  • Large outdoor fire pit with private seating area under the stars

  • Covered “Party Barn” with hot tub, grill, outdoor TV, and dining space

  • Round game table perfect for cards, puzzles, or casual dining

  • Located on the iconic 290 Wine Trail—minutes from top-rated wineries

  • Gourmet kitchen with oversized island and premium appliances

  • Round game table perfect for cards, puzzles, or casual dining

  • Washer and dryer for guest convenience

  • Just 15 minutes to Main Street Fredericksburg

  • Historic two-story farmhouse on a 10-acre vineyard-adjacent homestead

A Fredericksburg Favorite for Friends & Family

SPRING AND SUMMER ACTIVITIES

  • Wine Tasting on the 290 Trail

    Soak up sunshine and sip your way through local vineyards—many with patios, live music, and hilltop views.

  • Wildflower Drives

    Bluebonnets and Indian paintbrush line the roads in spring. A drive through Willow City Loop is a must-see.

  • Peach Picking at Local Orchards

    From May through July, enjoy Fredericksburg’s famous peaches fresh from the tree—or in a homemade cobbler.

  • Live Music on Main Street

    Evenings bring the sounds of Texas country and local talent to patios and beer gardens all over town.

  • Al Fresco Dining & Markets

    Grab a seat under the twinkle lights, browse fresh goods at the Farmer’s Market, and enjoy Fredericksburg’s farm-to-table charm.

  • Hike Enchanted Rock

    Get an early start and climb this pink granite dome for panoramic views—and a classic Hill Country sunrise.

FALL & WINTER ESCAPES

  • Oktoberfest on Marktplatz

    Celebrate Fredericksburg’s German roots with polka, brats, beer, and family-friendly fun each October.

  • Fall Foliage Drives

    Take the scenic route through the changing oaks and maples—especially beautiful along Hwy 16 and CR 390.

  • Cozy Winery Tastings

    Warm up with bold reds, mulled wine, and candlelit tastings in intimate barrel rooms and tasting lounges.

  • Holiday Nights at Marktplatz

    Stroll under the lights, visit the Christmas pyramid, and take in the festive charm of downtown in December.

  • Fireside Evenings at the Homestead

    End the day with a glass of wine, a good blanket, and a fire pit glow—no better way to enjoy Hill Country winter.

  • Lights Spectacular in Johnson City

    Just a short drive from Fredericksburg, this beloved holiday event transforms Johnson City into a glowing wonderland with over two million twinkling lights. It’s a festive, family-friendly outing that captures the magic of the season.

Meet Your Hosts

We’re Jake and Skye, and we’re so excited to share The Oswald with you—a place that means so much to our family. Set on the historic Behrends Family Homestead, The Oswald blends generations of history with modern comforts, creating a space where families and friends can relax, celebrate, and make lasting memories.

From the farmhouse charm to the party barn under the stars, every part of this property has been thoughtfully designed to offer connection, comfort, and a true taste of Hill Country hospitality. We’re honored to continue our family's legacy here and to welcome guests into this special place.

During your stay, our wonderful hosts Jen and David will be available to assist you with anything you may need. We hope your time at The Oswald is filled with laughter, relaxation, and unforgettable home.

Discover why our guests can't get enough of our home

Plan Your Getaway Today

Perfect for group stays and memory-making weekends, The Oswald is one of our most popular homes—book before it’s gone!

From riverside retreats to wine country escapes, our handpicked WonderLodge stays offer comfort, character, and the perfect setting to slow down and connect. Whether you're planning a romantic weekend, a family gathering, or a solo reset—we have a stay for every kind of traveler.