The Gathering Oak
Room to roam beneath the oaks: a fenced Hill Country retreat made for family, friends, and four-legged companions.
Space to Gather, Shade to Unwind
Welcome to The Gathering Oak, a 3 bedroom Wimberley home tucked beneath towering oak trees on a large, fully fenced lot. Just minutes from Wimberley Square, it’s close to everything but feels like a world away. Let the kids and pups run free, then wander into town for dinner and live music.
Where Evenings Stretch a Little Longer
Gather around the fire pit as the sun slips behind the oaks, grill up a backyard dinner, then settle in for a friendly game of pool. At The Gathering Oak, the best moments happen together.
Made for Families, Friends & Furry Companions
With 3 spacious bedrooms, a full, well stocked kitchen, and a game room with a pool table, The Gathering Oak gives your whole crew room to spread out, indoors and out. Traveling with a larger group? The Cottage at The Gathering Oak sits just steps away and can be booked separately for extra guests who’d love a little privacy of their own.
Discover Wimberley
Just minutes from Wimberley Square, The Gathering Oak puts you close to boutique shopping, coffee shops, galleries, and live music. Cool off at Blue Hole Regional Park or Jacob’s Well, taste your way through local wineries and breweries, or take an easy day trip to Gruene, New Braunfels, or Austin. When you’re ready to slow down, the oaks are waiting back home.
Huge Fenced Yard
Plenty of room to run, play, and relax under towering oak trees. Let the kids and pups roam free while you kick back in the shade.
Game Room with Pool Table
Rainy day fun or a late night rematch, the game room keeps the good times rolling long after the sun goes down.
Fire Pit
Gather under the stars for s’mores, storytelling, and slow Hill Country evenings with the people you love most.
Pet Friendly
Bring the whole family, furry members included. Up to 2 well-behaved dogs are welcome with a pet fee.
Special Features
- Huge Fenced Yard: room to roam beneath towering oak trees
- Pet Friendly: up to 2 well-behaved dogs welcome with a pet fee
- Fire Pit: cozy evenings and s’mores under the stars
- Game Room with Pool Table: built-in fun for rainy days and late nights
- 3 Bedrooms / 3 Baths / Sleeps 10: comfortable, thoughtfully designed spaces for the whole group
- Full, Well Stocked Kitchen: everything you need for home-cooked meals
- Outdoor Grilling: backyard dinners in the shade of the oaks
- Free Private Wifi: stay connected or unplug, your choice
- Minutes to Wimberley Square: shops, restaurants, and live music close by
- The Cottage Next Door: book the cottage separately for extra guests
Life Beneath
the Oaks
SPRING AND SUMMER ACTIVITIES
- Swim at Blue Hole Regional Park
A true Texas gem—crystal-clear, spring-fed waters surrounded by towering cypress trees. Pack a picnic, reserve a swim spot, and make a day of it. - Float the Blanco or Guadalupe River
Grab a tube, a cooler, and some good friends. There’s nothing like a slow float through the heart of Hill Country with the sun on your face. - Shop Wimberley Market Days (1st Saturday of the month)
The largest outdoor market in the region, full of local art, vintage finds, and Hill Country flavor. Come early—locals know it fills up fast. - Zipline Over the Hills
Take in the sweeping views and a shot of adrenaline at Wimberley Zipline Adventures. - Savor Sunsets at a Local Winery
Lean back with a glass of Texas-grown wine at places like Fall Creek Vineyards or Wimberley Valley Winery. The views are as smooth as the pours. - Chase Wildflowers Along the Backroads
Spring paints the Hill Country in bluebonnets, Indian paintbrushes, and golden coreopsis. Take a drive, roll down the windows, and experience Texas in full bloom.
FALL & WINTER ESCAPES
- Attend Wimberley’s Winter Wonderland Market
Local crafts, warm cider, and holiday cheer—it’s the perfect place to find handmade gifts and a little magic. - Scenic Drives Through Changing Leaves
The Hill Country’s backroads explode in color during fall. Cruise from Wimberley to nearby Blanco or Luckenbach with a playlist and a thermos of coffee. - Cozy Up at the Firepit
After a day exploring, there’s nothing better than wrapping yourself in a blanket, sipping a glass of wine, and sharing stories under the stars. - Visit Local Breweries & Distilleries
Treat yourself to bold seasonal flavors at Roughhouse Brewing or Desert Door Sotol—where warm hospitality meets handcrafted spirits. - Game Nights in the Game Room
When the weather turns chilly, rack up a game of pool, pour something warm, and let the friendly competition carry you well into the night. - Explore Wimberley’s Art & Antique Scene
Take your time wandering the town square, stopping in local galleries and antique shops that feel like treasure hunts.
Meet Your Hosts
We’re Jen and David, and we’re so excited to share The Gathering Oak with you. With its towering oaks, wide open yard, and plenty of room for everyone, this home was made for gathering, and we designed every corner with that in mind.
We love to travel ourselves, and we’ve brought the little details from our favorite stays into this one, from the fire pit under the stars to the game room built for friendly competition.
We’re always available to answer any questions before or during your stay, but once you’re settled in, we’ll leave you to relax and enjoy the Hill Country. We hope your time at The Gathering Oak is filled with laughter, connection, and memories you’ll carry home with you.
Ready to gather?
The Gathering Oak is your Hill Country basecamp for family trips, weekends with friends, and slow days beneath the oaks. Bring the whole crew, pups included, and reserve your dates today.
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.