Olive St. Ranch Waylon's House

Welcome to Olive Street Ranch, a collection of three homes, tucked away on two acres a half-mile from lively Main street. You will love the feel of the country yet with the convenience of being close to shopping on Main Street, minutes from the 290 Wine trail, and fabulous cuisine. After you have shopped, toured, and indulged in great food, you can end the evening by stargazing in the hot tub with some fantastic Texas wine! This property is an ideal haven for families with kids.

You will feel welcome and at home as you walk through the door. The open-style floor plan is perfect for socializing and spending time together. Grab your favorite beverage and make popcorn for a night of relaxing and reminiscing while lounging on the plush living room sofa and enjoying a movie on the large flatscreen TV. The farmhouse table in the dining area would make an excellent space for game night or sharing a home-cooked meal made in the kitchen.
Waylon's house is ideal for two couples exploring the Hill Country, as both bedrooms have comfortable king-size beds and en-suite bathrooms with beautifully tiled walk-in showers. The sofa also pulls out into a sleeper and can sleep an additional two guests.
As fabulous as the inside of the house is, your favorite place will be watching the deer from the rocking chairs on the deck or enjoying the amenities the shared party barn offer. The shared party barn houses a ping pong table, cornhole, washers, a giant Jenga, grill, fire pit and bocce ball.

Waylon's house is the ideal place to call home during your stay! There are also two other guest houses on the property, Willie's house, which is a 3 bedroom/2 bath and will sleep up to eight, and Dolly's house, a 2 bedroom/2 bath sleeping up to six. Rent the entire property to accommodate a group of 20. Perfect for a family reunion, ladies' weekend away, or just a group of friends!

*The outdoor Party Barn area with a fire pit, grill and games is a shared space for everyone on the property

Olive Street Ranch is the ideal spot for a family reunion, a friends' weekend getaway, a small corporate retreat, a bachelor or bachelorette party, or an intimate wedding. Contact our customer service team for details on event fees for weddings or retreats.

Easy Check-In Process
We use Happy Guest for a seamless, app-free check-in experience. Just complete your rental agreement, ID verification, and a simple refundable security hold of $1,000 (which is not a traditional security deposit, just a pending transaction) to receive your arrival instructions. If you'd prefer, you can opt for a Non-Refundable Damage Waiver instead, which provides coverage up to $1,500. The waiver is $53 for stays up to 10 nights, with an additional $1.50 per day for stays longer than 10 nights. It’s simple: finish these steps, and you’re all set to enjoy your stay! Note: arrival info won’t be sent without completing these steps, and refunds aren’t possible if skipped. Happy Guest is web-based and user-friendly, with all the info about the house and local spots. You can even share it with friends and family. Got questions? Just message us anytime!!