Olive St. Ranch Dolly's House

Welcome to Olive Street Ranch, a collection of three homes, tucked away on two acres a half-mile from lively Main street. Dolly's house is nestled on two acres with beautiful shade trees and a splendid shared party barn with a ping pong table, cornhole game, giant Jenga, washers, grill, a fire pit, and bocce ball. This property is an ideal haven for families with kids.

Dolly's house is filled with coziness and charm. You will enjoy that the living room, dining area, and kitchen are open spaces which makes socializing and playing games a breeze. Curl up on the plush sofa, relax and enjoy a movie or your favorite show on the large flatscreen TV after a fun-filled day of shopping, wine touring, or just exploring. There are plenty of fabulous restaurants to choose from in Fredericksburg. Still, if you prefer to cook during your stay, the kitchen provides stainless steel appliances such as a flat-top electric stove, microwave, and dishwasher.

This two-bedroom home will sleep up to six comfortably; the first bedroom has a king-size bed while the second has a Twin over full bunk bed. There is also a pull-out sofa sleeper in the living room. Each bedroom features an en-suite bathroom with stylish stand-up showers and vanities.

Dolly'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 Waylon'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

*Please note the outdoor party barn is a shared space with the other two houses 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!