Vacation rentals in Waynesboro

Harper's Haven

This newly renovated property was carefully curated and thoughtfully decorated, featuring midcentury modern flares. Here we will offer a comfortable two-bedroom, one bath manufactured home that will exceed all your expectations. We make it our goal to give our guests a pleasant and memorable getaway. Whether you're looking for a weekend retreat or an extended stay, this will be the perfect spot for you! We are located about 4 miles from the Natchez Trace Parkway, and about 2 miles from town!

The Collinwood Suite: Natchez Trace

Unwind in our spacious and quiet suite, located just a short stroll from the Natchez Trace Parkway. Nestled in historic downtown Collinwood, our suite blends antique charm with modern comforts, perfect for travelers by car, motorcycle, or bicycle. With two luxurious full beds, a private entrance, and a fully equipped kitchen, it’s an ideal retreat for up to 4 guests. Explore local gems like our historic Library, a delicious BBQ joint, and a cozy coffee shop—all within easy walking distance.

Peaceful, Nature-Lovers, Family-Friendly Farmhouse

Downing Hollow Farm is a 35 acre farm nestled in a hollow in the rolling hill country between Memphis and Nashville. Located in Middle Tennessee east of Savannah TN, Olivehill is 30 minutes from Pickwick Landing State Park and 30 minutes to Natchez Trace Parkway. It's a magical place full of sunshine and babbling creeks and mysterious forests. Watch the fireflies lift up from the pastures, hear the whippoorwill sing her lonesome song and enjoy the cool air drifting down through the hollow.

1 BR Studio just yards from Natchez Trace Parkway

Dogwood Inn's Studio One, an ideal location for cyclists, hikers or those traveling the Natchez Trace Pkwy is just yards from Trace exit 355 in the heart of Collinwood, TN. It's Near restaurants, The Dragonfly coffee/gift shop, groceries & city parks. The Wayne County Welcome Ctr. is a block away and a great source for planning day trips. This newly constructed building has six rentals of various sizes & price points, so please see our other listings if this studio isn’t the perfect fit.

Uplifting and Quaint accessible country cabin

Special treatment for our cabin guests! Ask about our new Healing Homestead Spa Package at The Relaxation Station here. Plus, unwind with the natural energy of forest, wild flowers and herbs, frog and bird song. Walk or jog the country road alongside the neighbor's cow and miniature horse pasture. Nearby are parks with lakes, rivers, waterfalls, hiking, biking, and The Farm community. Shop in Amish country and visit local historic towns with all the amenities. Wifi here; no TV.

Studio Cabin in the woods

My studio cabin is surrounded by hardwood trees, walking trails, and graceful meadows. There are plenty of family-friendly activities nearby including a disc golf course, The Farm Community, antique shopping, Amish markets, and the best BBQ in Tennessee. You’ll love staying in this quiet, peaceful cabin in the woods because of its coziness, high ceilings, natural light, and location. My place is good for couples and solo adventurers. Pets are welcome with advance notice.

Massey Townhouse

This charming 2-bedroom, 2-bathroom townhouse is perfectly located in the heart of Lawrenceburg. Whether you’re here for a weekend getaway or an extended stay, the home offers a comfortable and stylish retreat with all the amenities you need. The townhouse boasts a spacious open living area with plenty of natural light and modern decor. The cozy back patio is the perfect spot to unwind and watch the sunset. (You and your guests rent the entire house.)

Cozy Pine Log Home

We hand built this 2400 sq.ft home/cabin with local, pine logs, straight out of our wonderful wooded Tennessee hills. We did most of the work and designing on this and were able to put a personal touch to the work inside and out . We would like to invite you to come and enjoy it. Relax in a comfortable cedar rocker on the covered wrap around porch and if you're quiet you might glimpse deer ,or any other of the many kinds of wildlife.

The Shanty by the Creek

Get away from it all when you stay under the stars in The Shanty. A rare gem nestled in the Tennessee woods by a relaxing creek. Come sit by the fire, on one of 2 decks by the water, or in the hammock to enjoy sounds of nature as you feel the tranquility rejuvenating your soul. Have a smores party or a romantic getaway. Come meditate and leave the world behind. Whatever your reason, The Shanty is a great place to visit.