Holiday rentals in Jonesborough

The Trapper Shack

Don’t let the name fool you ! This trapper shack is nothing less than a 5 ⭐️ stay. Part of the Fluffy Bottom Farms experience . Disconnect from life. Experience the solitude of nature. City water / power. Gas outdoor fireplace . Wildlife feeder within site! Gated entrance into Fluffy Bottom Farms . Around 70 acres for you to roam and tons of trails ! Stop down at the barnyard to see alpacas , llamas , pigs , goat, horses , chickens , and emus Off property river access with grill / power

“On Golden Pond”

NEW Construction 2 BR 2 bath, minutes from I -26 short drive to BristolCasino, Bristol speedway, 5 min from ETSU. Short drive to Historic Jonesborough 1 hr drive to Asheville NC Upstairs features a double bed,Eat in DR,W/D .Spacious LR ample seating.French doors to porch front view of Buffalo Mountain.Downstairs offers King bed also leads to a tranquil porch, for beautiful sunrises & Sunsets lots of privacy. Book today and let us host you. You will be back after your visit to “On Golden Pond”❤️

"Treedom", Disc Golf Course+Hot Tub+Arcade+Firepit

❤️Welcome to "Treedom" (Treehouse+Freedom), built by "The Treehouse Guys" from the DIY Network! Reconnect with family & friends in a custom, unique, romantic and patriotic venue in the trees! Nestled on 27 acres, enjoy endless activities, including a massive firepit and a private 3-hole Disc Golf Course. Engage the owners to walk the farm, feed the chickens, and swing from a giant beach tree. In the oldest Tennessee city (Jonesborough), staying here is the most free you will ever experience!

Country Living, Modern Amenities

Peaceful home, nestled into the Smoky Mountain foothills. Equipped with brand new stainless-steel appliances, central air/heat and air purification system. Relax on the back porch and experience the sights and sounds of Apalachia! You are only 15-30 minutes from world class flyfishing, white-water rafting, amazing hikes, frisbee golf, in & outdoor Pickleball, festivals, farmers markets, live theater and story telling in Jonesborough, ATV Park, Mountain Biking, excellent dining… and MUCH MORE!

Blue Bird Hilltop Retreat

This inviting retreat perfectly blends comfort and style, offering stunning mountain views. Whether you're here to find your next home, traveling for business, or simply seeking a peaceful getaway, we'd love to host you. Our cozy 1-bedroom, 1-bath apartment home offers everything you need for a comfortable and relaxing stay. On-site coin laundry is conveniently just steps away. Conveniently located 0.8 miles from JC Medical Center, 3 miles from ETSU, and 5 miles from a variety of restaurants.

The Conner House

Your family will be close to everything when you stay at this centrally-located place. Our apartment is new construction, outside is still a work in progress, and about 50’ from our back door. It’s above a drive under garage, but there is no access to the apartment from the garage. We love pets and made every effort to accommodate your four-legged family members. Both bedrooms have their own gated pet bedrooms and are roughly 8’ x 5’ and 5’ tall at its highest point sloping down to the floor.

The Eggplant Cottage

The Eggplant Cottage is a quaint gem located in historic downtown Jonesborough, Tennessee - the oldest town in the state. With a two minute walk into town, you can spend your evenings like a local by going to the distillery, catching live music, or sitting on the porch listening to the train (note: train is active and close to property!). 🚂 Check out local events by searching “Jonesborough Tennessee Calendar” in your search engine. We can’t wait for you to explore this charming town.

*Couples Retreat* minutes from Jonesborough!

Upstairs, studio-style loft located minutes from historic downtown Jonesborough. Roughly 500 sq ft, this cozy space offers all the luxuries of home with a full kitchen, full bath, and private entrance with keypad. Centrally located, you can be anywhere from Asheville, NC to the beautiful Smokey Mountains in a little over an hour. We've created this space as a getaway for couples so we ask that children and pets are left at home. No handicap access as this is an above the garage loft.

Grace House. Home on Main Street!

Historic elegance in the heart of downtown Jonesborough! Stroll to boutiques, cafes, festivals, and the theater from your front porch! Completely restored spacious home where history meets modern comfort right on Main Street. Three bedrooms, a library featuring a piano, formal dining, and many special touches make this an unforgettable retreat! High end appliances and fully stocked kitchen give you the option to eat in or walk to the multiple options Main Street has to offer!

Modern Farmhouse Retreat

Welcome to our charming farmhouse retreat, nestled in the heart of the countryside! Escape the hustle and bustle of the city and immerse yourself in the serenity of our picturesque farmhouse. Our property offers a unique blend of modern comfort and rural charm, perfect for a tranquil getaway. Enjoy breathtaking sunset views from the spacious back porch. The unobstructed vistas of rolling hills and open skies make it the perfect place to relax.

Rustic Elegance, cabin in heart of Jonesborough

Kick back and relax in this cozy cabin located in the heart of Jonesborough. Fields of pasture and farmland surround you with wildlife roaming the property. This cabin offers it all. A full gourmet kitchen allows you to fix anything your heart desires. If you don't feel like cooking there are several restaurants just minutes away. The porch and firepit area allow you to soak up the scenery and just listen to the nature that surrounds you.

Olde Towne Loft on Main Street

Historic building across the street from the courthouse has two dedicated parking spaces and is within walking distance of everything historic Jonesborough has to offer - International Storytelling Center, Repertory Theater, Farmers’ Market, quaint shops and cafes, art galleries and more. You won’t find a better location to enjoy music on the square and the many festivals that take place in Jonesborough.