Unique Vacation Rentals in Bristol

Book your short-term rental for your vacation to Bristol, VA and Bristol, TN!

Gypsy Road Adventure specializes in short-term rental properties in Bristol, VA and Bristol, TN. The goal for our vacation rental company is to provide you a home away from home while vacationing in our unique towns; the Tennessee and Virginia state lines split the main street in the historic Bristol downtown. Your hosts, Rhoda Blackwell and Eddie Doyle, moved to Bristol to establish their vacation rental company, and extend gracious hospitality to out-of-towners looking for unique, fun, comfortable places to stay while visiting Bristol. Gypsy Road Adventure homes provide the comforts of home while on vacation. Eddie and Rhoda make themselves available to always meet the needs of the guests.

Please explore our available homes and schedule your rental below!

Wild Thang

5 guests   ·   2 bedrooms   ·   4 beds   ·   1 bath

Fun, colorful and whimsical

Boho Broad

5 guests   ·   2 bedrooms   ·   3 beds   ·   1 bath

Cozy, textured, and eclectic

Ole Gal

8 guests   ·   3 bedrooms   ·   4 beds   ·   1 bath

Comfortable, classic and cozy

Short-term rental homes in Bristol

About Bristol

Bristol has everything you are looking for in a small city, including great food, entertainment, art, and history.

Annual events like the Rhythm & Roots Reunion take place in the heart of the city. Motorcycle enthusiasts frequently visit our town to enjoy the Back of the Dragon. As the officially-designated “birthplace of country music”, a Smithsonian-affiliated museum of the same name shares the history of Bristol’s contribution to country music. And for our foodies…grab a burger at the Burger Bar, which is the last place that Hank Williams, Sr. was ever seen alive.

If your Gypsy Road Adventure is leading you outside, we have caverns, lakes, and miles of trails for you to enjoy. And of course we can’t forget the Bristol Motor Speedway and the world famous half-mile track! As locals and race fans like to say, “IT’S BRISTOL, BABY!”

Meet your Hosts

Rhoda Blackwell and Eddie Doyle always knew they shared a retirement goal: to own properties they could offer as short-term vacation rentals. They finally made their dream a reality when they moved to Bristol, VA and then purchased their first short-term rental home in July 2021. Soon after came their second rental home, and the rest is history. Their goal is to grow Gypsy Road Adventures to 6 Bristol properties and to make their homes more than simply a place to stay… their properties will truly be home away from home!

Gypsy Road Adventure hosts Eddie Doyle and Rhoda Blackwell