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Holiday houses in Waynesboro

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Top-rated holiday rentals in Waynesboro

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Top Guest favourite
The exterior of the Cowboy Cottage features a wooden porch with a covered seating area. Two staircases lead to different entrances, surrounded by gravel. Potted plants hang from the beams, and the cottage is set against a backdrop of open fields under a bright blue sky.
Farm stay in Florence
5 out of 5 average rating, 154 reviews

Cowboy Cottage

The Cowboy Cottage is the perfect getaway for couples that enjoy nature and the countryside. A gated entrance will lead you to a quiet, peaceful, and private place to enjoy. This is a single bedroom dwelling with 2 sliding patio door entrances and decks. One entrance leads to the master bedroom and the other is the living room area. Explore nearby hiking trails or gaze upon the horse pasture with friendly horses that will come right up to the back patio for some gorgeous photo opportunities.

Top Guest favourite
A softly lit pathway along a meandering creek is framed by lush greenery. Warm lights are strung above, enhancing the outdoor ambiance near the inviting structure. The gentle flow of water is visible alongside rocky banks, creating a serene atmosphere.
Tiny home in Collinwood
5 out of 5 average rating, 217 reviews

The Boathouse by the Creek

The Boathouse is a perfect place to recapture some peace in a hectic world. Enjoy the lovely setting of this romantic spot in nature. A great place to get away for a breath of fresh air. Sit by the year round creek and enjoy the soothing sounds of water meandering its way beneath the lush green trees as the sunlight peaks through the branches and dances on the water. Take a creek walk and enjoy the beauty of nature on a relaxing adventure. ( We now have high speed fiber wifi at the Boathouse!)

Guest favourite
A dining area features a compact wooden table surrounded by four white chairs. A contemporary pendant light hangs overhead, illuminating a vase of greenery. A coffee maker and artwork add to the aesthetic, while a green cabinet serves as a functional accent.
Home in Hohenwald
4.89 out of 5 average rating, 64 reviews

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!

Guest favourite
A spacious studio features a comfortably made bed with clean linens and a decorative headboard. A small seating area with a light-colored sofa complements the hardwood floor. The kitchenette is equipped with essential appliances, and soft lighting enhances the inviting ambiance of the room.
Apartment in Collinwood
5 out of 5 average rating, 15 reviews

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.

Guest favourite
A classic farmhouse is visible, surrounded by lush greenery and a manicured lawn. A white wooden fence outlines the property, leading to an inviting entrance. The home features multiple windows that allow natural light to enhance the outdoor ambiance.
Home in Waynesboro
4.94 out of 5 average rating, 17 reviews

spacious Farm Style House with horses

Forget your worries in this classic farmhouse stocked with everything you need for a comfortable stay. 3 bedrooms , 2.5 half Baths. fenced in yard . Pets allowed for extra fee, you can even bring your horses for additional fee. close to everything in wayne county!.. 10 miles from the Tennessee River in Clifton. 5 miles to the Buffalo River, 2 miles from groceries, feel, restaurants, & city square stores. Horseback riding stable & petting zoo 5min. walk away at Little Creek Ranch .

Guest favourite
The farmhouse features a two-story design with a welcoming front porch, framed by green shutters. Hydrangeas adorn the steps, and a star decoration hangs above the entrance. A pathway leads to the porch, showcasing a blend of rustic charm and natural landscaping.
Home in Olivehill
4.96 out of 5 average rating, 56 reviews

Family-Friendly Farmhouse-Gather and Create

Downing Hollow Farm is a 35-acre retreat tucked into a quiet hollow in the rolling hills between Memphis and Nashville. Beautiful in every season, it’s located in Middle Tennessee, just east of Savannah—30 minutes to Pickwick Landing State Park and the Natchez Trace Parkway, 20 minutes to White Oak Falls, and 45 minutes to Shiloh National Military Park. Quiet nights and open fields, fireflies at dusk, murmuring creeks, and whippoorwills call through the cool, star-filled evening air.

Guest favourite
A single-story modular home is presented with a covered front porch featuring a wooden railing. Blue window shutters complement the light exterior. A grassy area surrounds the house, with a pathway leading to the entrance. The setting conveys a peaceful rural environment.
Farm stay in Waynesboro
4.88 out of 5 average rating, 114 reviews

Storybook Farm Tennessee, Guest House

Stay at our quiet, safe, and private horse facility/mini farm. Ponies to draft size horses call it home. Various other farm animals live here. The guest house is a three bedroom modular home with two baths. You have the house to yourself. There is a carport not included and is used for storing horse drawn equipment. Beyond the pasture to the east is a wooded area with a trail that borders the Green River. The farm is 9 miles from the Buffalo River. It is 2 miles to town.

Top Guest favourite
A single-story house is depicted, featuring light-colored siding and a metal roof. A spacious driveway leads to a covered carport. The front yard has well-maintained grass and low shrubs. A serene sunset is visible in the background, contributing to the tranquil setting.
Cottage in Hohenwald
5 out of 5 average rating, 71 reviews

Welcome to Getaway at the Grove!

Take a break and unwind at this country getaway! Getaway at The Grove is a newly remodeled house within walking distance to a Buffalo River Blueway access and a short drive to the Natchez Trace Parkway. The house includes two bedrooms, full bathroom, spacious living room with sofa bed, fully equipped kitchen, and oversized laundry room which includes a twin bed for a seventh sleeper if needed. The back yard offers a relaxing space to sit around the fire pit and unwind.

Top Guest favourite
A porch area features woven seating with blue cushions, inviting a relaxed atmosphere. The view overlooks the Tennessee River, with a grassy area and trees visible in the background. A small table accompanies the chairs, creating a comfortable space for gatherings.
Cottage in Saltillo
4.96 out of 5 average rating, 134 reviews

Tennessee River Retreat

Come enjoy some downtime on the beautiful Tennessee River at this recently renovated river front cottage. This beautiful cottage is just steps away from the water’s edge with gorgeous views of the river from every room. There is a unique rock ledge that is ideal for sunbathing or fishing. You won’t need to leave the cottage for anything, but if you crave a little adventure, you’re just 30 minutes away from charming Savannah or historic Shiloh National Military Park.

Top Guest favourite
Cabin in Savannah
4.99 out of 5 average rating, 121 reviews

New! Coral Ridge on Indian Creek-A Couples Getaway

Coral Ridge is the perfect place for two. Escape it all and enjoy nature and relaxation at it’s finest. Take in the amazing view while soaking in a hot tub and listening to the sounds of the waterfall all at the same time. Need a little adventure? Take a hike down our scenic trail to the beautiful clear waters of Indian Creek. Wade in the rapids, cast for a small mouth, or just simply kick back and meditate in these beautiful surroundings.

Top Guest favourite
The exterior of a charming white house is highlighted by a green metal roof, complemented by a brick chimney. Florals hang from hooks on the porch, which features a welcoming entrance. The surrounding greenery offers a serene country setting.
Home in Parsons
4.99 out of 5 average rating, 162 reviews

Little House on Main

Located just 1.5 hours from Nashville and 6 miles from the Tennessee River, this cozy 80-year-old home is a perfect weekend escape. Nestled between two Tennessee State Parks, it’s ideal for hiking, fishing, and unplugging from the city. We renovated it as newlyweds, keeping its charm and quirks. Whether you're looking for a romantic retreat or a quiet reset, come enjoy small-town living at its best—we hope you love it as much as we do.

Superhost
An inviting living space features a green sofa, an armchair, and a coffee table positioned on a patterned rug. Natural light enters through large windows, illuminating the wood-paneled ceiling and floors. A fully equipped kitchen is visible in the background, adding convenience to the area.
Cabin in Waynesboro
4.88 out of 5 average rating, 8 reviews

Jessie's Hideaway

You won’t want to leave this charming, one-of-a-kind place. Get away from the hustle and bustle of all the noise in everyday life where there is the only double span natural bridges. We offer cabin rental, serene views, and on-site amenities. We have full access to a gym, sauna, indoor heated pool, basketball, racquetball, pickleball, charcoal grills, fire pits, hiking, fishing, dining hall, general store, and much more.

Popular amenities for Waynesboro holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Wayne County
  5. Waynesboro