
Vacation rentals in Jonesborough
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Quick stats about vacation rentals in Jonesborough

Total vacation rentals
Explore 30 vacation rentals in Jonesborough

Nightly prices starting at
Jonesborough vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Jonesborough vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Jonesborough rentals

4.9 Average rating
Jonesborough stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Jonesborough
Guests agree: these stays are highly rated for location, cleanliness, and more.

1 B/1 B Downtown Johnson City w/parking pass
Downtown Loft in Johnson City, TN w/ PARKING PASS Welcome to Suite310, a 1 bed, 1 bath that offers the perfect blend of comfort and sophistication. Leave your car parked in the private lot and enjoy your proximity to trendy restaurants, lively bars, coffee shops and charming boutiques. Enjoy the private entrance and elevator up to a modern space with keyless entry, Wi-Fi, 2 TVs, YouTube TV app included & in-unit laundry. Business or pleasure, you'll find everything for a memorable visit.

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.

Fluffy Bottom Farm’s Serenity Cabin
The Serenity Cabin offers a 1100sq ft cabin on 70 acres. 1 master bedroom and pull out couch. Best copper bathtub and view around ! Exterior decks on both levels. “Expertly Designed “ TVs . WiFi Gated entrance , long secluded and private driveway . Mountaintop 360* views . Walk , hike , bring your dogs . Access to entire property. Grazing 🦙 🐖 🐐 🐓 from our mini farm next door . We are dog friendly and also offer guests private river access to the Watuaga River 1/2 mile down the road

"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!

Skyline Serenity
Welcome to Skyline Serenity, your peaceful getaway nestled in beautiful Jonesborough, TN ~ the oldest town in the state. This inviting space offers a relaxing atmosphere and a delightful charm that will have you feeling at home. Just minutes from downtown, you'll be steps away from quaint shops, local cafes and historic landmarks that make Jonesborough a beloved destination. Whether you are here for a weekend, a storytelling festival, or just to unwind, Skyline Serenity is the perfect spot!

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.

Newly Renovated Getaway Home
Relax and unwind in this completely renovated home in Sulphur Springs, TN! Perfect for a family getaway or a weekend with friends, this charming space offers comfortable accommodations for up to 6 guests. Pet-friendly with a cleaning fee! (Please note there is a 2 pet limit, and we cannot accommodate aggressive breeds.) Enjoy a fully equipped kitchen. Unwind in the living room or any of the bedrooms, each featuring a TV. High-speed Wi-Fi keeps you connected throughout your stay.

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.
Popular amenities for Jonesborough vacation rentals
Other great vacation rentals in Jonesborough

Find peace on our horse farm!

Unique 1 bdrm apt in downtown Jonesborough!

Granny's House is home away from home!

Walk to Downtown | Near Airport | Self-Check-in

“On Golden Pond”

Forty Acres Farmhouse

Walnut Hill Barndominium

Cozy basement apartment
When is the best time to visit Jonesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,266 GYD | G$24,056 GYD | G$25,102 GYD | G$25,311 GYD | G$26,567 GYD | G$26,776 GYD | G$26,148 GYD | G$26,148 GYD | G$25,730 GYD | G$27,822 GYD | G$25,521 GYD | G$25,311 GYD |
| Avg. temp | 2°C | 4°C | 9°C | 14°C | 18°C | 22°C | 24°C | 24°C | 20°C | 14°C | 8°C | 4°C |
Frequently Asked Questions
What are the best places to stay in Jonesborough?
Vacation rentals and inns around historic downtown are often chosen for their character and proximity to shops, galleries, and storytelling venues. Staying within walking distance of main attractions lets you experience the town’s unique atmosphere.
What are the best things to do in Jonesborough with kids?
Kids often enjoy engaging with storytelling sessions, playing in local parks, and visiting hands-on exhibits at local museums. Seasonal events and craft workshops also provide interactive experiences.
What are some of the best things to do in Jonesborough?
Explore the historic main street, visit museums celebrating regional heritage, and attend storytelling performances. Local shops, galleries, and restaurants around downtown are often recommended for discovering Jonesborough’s culture.
How is the weather in Jonesborough?
Winters are cool, with average temperatures from 26–47°F (-3–8°C), and summers are warm, reaching 65–86°F (18–30°C). Rain is most frequent in July, so packing a light jacket and umbrella can help you enjoy the town year-round.
When is the best time to visit Jonesborough?
Late spring through early fall is often recommended for warmer temperatures, outdoor markets, and storytelling festivals. Winter has a quieter atmosphere, and the historic downtown’s holiday decorations add to the town’s charm.
What are the best places to visit in Jonesborough?
Around Jonesborough's historic downtown, you can explore sites like the Jonesborough Visitor Center, regional museums, and storytelling stages. Shop-lined main streets and heritage buildings provide a glimpse into local history.
What are some hiking trails in Jonesborough?
Around Jonesborough, you can explore nature trails in local parks, wooded paths with interpretive signs, and routes linking historic sites. Many trails are suitable for families and offer shaded walks through the Appalachian foothills.
What are some family activities we can do in Jonesborough?
Families can enjoy storytelling events, explore interactive museums, and walk heritage trails through the historic downtown. Parks and open spaces around Jonesborough frequently have play areas and picnic spots.
What are some of the best day trip ideas from Jonesborough?
The area around Jonesborough has parks for hiking, regional art centers, and scenic drives through the Appalachian foothills. Vineyards and traditional craft workshops offer engaging ways to experience eastern Tennessee’s culture.
Are there any pet friendly accommodations available in Jonesborough?
Jonesborough has pet-friendly stays, including vacation rentals in the historic downtown area. Many local shops and parks welcome visitors with pets, so it is easy to explore the town together.
What are some local tips for visiting Jonesborough?
Jonesborough has walkable historic streets, so comfortable shoes are often recommended. Many visitors explore its shops and enjoy locally influenced cuisine, and the town's storytelling tradition shapes its cultural events year-round.
What is Jonesborough known for?
Jonesborough is often recognized as Tennessee’s oldest town, with a rich storytelling heritage and preserved historic architecture. Its vibrant arts scene and community festivals shape the area’s reputation.
What are the best hidden gems to explore in Jonesborough?
Visitors frequently suggest exploring local galleries, tucked-away tea shops, and historic homes that share stories of the region’s past. The storytelling venues and small museums around the town add to its distinctive charm.
What are the best foods to try in Jonesborough?
Jonesborough has locally inspired Southern dishes, freshly baked pies, and seasonal farm-to-table meals. Tea rooms and coffee shops are frequently suggested for relaxing with baked treats and regional specialties.
What should I bring for a trip to Jonesborough?
Pack comfortable walking shoes for exploring historic streets, a light jacket for cooler evenings, and an umbrella, as rain is frequent in summer. A camera or sketchbook can help capture the town’s architecture and cultural events.
What is the nightlife in Jonesborough like?
Nightlife in Jonesborough centers around intimate pubs, community theaters, and venues that host live storytelling or music. Expect a convivial atmosphere where locals and visitors come together to enjoy conversation and performances.
What are the most popular events or festivals in Jonesborough?
Jonesborough is known for its storytelling festivals, including events held in early fall that draw performers from around the region. Seasonal celebrations and arts markets are frequently suggested for meeting artisans and enjoying local food.
Are there family friendly vacation rentals in Jonesborough?
Jonesborough has family-friendly vacation rentals near historic downtown and local parks. Accommodations often include amenities like kitchens and outdoor spaces that make traveling with children more comfortable.
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