Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

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Top guest favorite

Cottage in Centerville

4.97 out of 5 average rating, 333 reviews

#1 Peaceful Hills Retreat Cottage Creek & 97 acres

Peaceful Hills Cottage is the perfect place for you to find some peace & quiet. The cottage is located in a gorgeous location with a spring-fed creek, swimming hole, big yard, hammock & fire pit. If you enjoy being surrounded by nature like birds, deer, turkey and the bright, twinkling stars, while staying in a clean, comfortable home, then look no further! Peaceful Hills Cottage is the perfect place where you will definitely find some peace and quiet in the beautiful rolling hills of Tennessee!

Top guest favorite

A spacious barn-style apartment is depicted against a clear blue sky, with white clouds gently scattered above. Surrounding green pastures and trees provide a serene rural backdrop, and the entry is framed by neatly manicured bushes, creating an inviting atmosphere.

Farm stay in Lyles

4.98 out of 5 average rating, 138 reviews

Sundance Farms: Rest and Rescue

Vacation with purpose! 50% of your rental dollars go to fight human trafficking. Beautiful 80 acre farm situated in the rolling hills of middle Tennessee. Near many day outings. Miles of rural roads for walking or biking (we have bikes you can borrow free), a creek area complete with fire pit. Quiet walkways on farm. Feed farm animals. Watch the sun rise and set in wide-open skies. Star gaze.Mid-May, we have thousands of fireflies. However, please note: no children under 12, no pets, NO SMOKING

Guest favorite

The main room features a dining table with seating for six and a cozy sofa against the wall. A refrigerator is positioned in the corner, and natural light filters through window curtains, enhancing the light-colored walls and flooring.

Guesthouse in Pleasantville

4.95 out of 5 average rating, 125 reviews

Guest House on Beautiful Cane Creek

Comfortable Guest House on our 32-acre family farm located next to a picturesque Amish area. Nearby parks and access to recreational activities along the Tennessee River -- hiking, swimming, fishing, canoeing and kayaking. Loretta Lynne's Restaurant/Event Park - 30min. Kitchen for guests to prepare meals and snacks. Guests are welcome to tour the farm. Only one guest group (individual, couple or small group) occupies the Guest House building at any one time, so complete privacy during your stay.

Top guest favorite

A cozy bedroom is revealed through an open door, showcasing a spacious bed dressed in plaid and striped bedding. A ceiling fan provides subtle airflow, and a bench sits at the foot of the bed, enhancing the room's rustic charm.

Cottage in Centerville

4.97 out of 5 average rating, 161 reviews

River Run Cottage at Horseshoe Bend Farm

Welcome to River Run Cottage! Our 280 acre farm has views of the beautiful Duck River Valley & has 3 mi. of private river frontage. The cottage is located adjacent to our winery tasting room, open Thurs. - Sunday. (Horseshoe Bend Farm Wines) We also grow blueberries and offer picking opportunities for a real farm experience. Canoeing/Kayaking, Fishing, Hunting, Horseback Riding, ATV and Hiking experiences located nearby. Near I40, Loretta Lynn’s Ranch and 1 hr. to Nashville.

Top guest favorite

The A-frame cabin is surrounded by vibrant trees, showcasing a modern design with large glass windows. A wooden deck extends from the cabin, featuring two swing chairs for relaxation. The ground below is covered with natural materials, enhancing the connection with the outdoor environment.

Treehouse in Hurricane Mills

5 out of 5 average rating, 39 reviews

Gray Acres A-Frame

Welcome to our charming A-frame cabin located in the heart of Hurricane Mills, TN, neighboring the historic Lorretta Lynn Ranch. Our cozy home offers 2 bedrooms and 1 bathroom, perfect for a couple or small family. Enjoy the convenience of a fully equipped kitchen, and high-speed Wi-Fi. Unwind and enjoy the natural beauty of the woods from the back deck. Our home is designed to provide a comfortable and memorable stay. We look forward to hosting you!

Top guest favorite

A vintage 1974 GMC motorhome is parked under a wooden covered porch, surrounded by lush green trees. The inviting deck features outdoor dining and lounging areas, complemented by potted plants and decorative curtains that gently sway with the breeze.

Camper/RV in Franklin

4.98 out of 5 average rating, 449 reviews

Vintage RV/Camper in Franklin/Leipers Fork

The Campsite is a vintage glamping experience located in beautiful historic Leiper's Fork, TN. The Quirky Canary is a 1974 GMC motorhome completely renovated with all the 70's vintage vibes plus all our modern conveniences. This is a unique camper, equipped with an outdoor shower, covered porch, tree net, and a campfire area making it the perfect upscale camping spot for everyone. Located 1.5 mi from The Natchez Trace and 4 mi from Leiper’s Fork Village.

Top guest favorite

The exterior of a spacious white house is displayed, featuring a traditional design with dark shutters and a well-maintained lawn. The entrance is accentuated by a covered porch with columns, and an American flag is prominently displayed. Lush greenery surrounds the home.

Guesthouse in Dickson

4.98 out of 5 average rating, 219 reviews

Piney River Farmhouse

Welcome to our guest house, located on the Piney River in Dickson County. This private, gated home is located only a few miles off of I-40, 10 minutes from downtown Dickson, and 45 minutes from downtown Nashville. This private space is above the garage and features 650 sq ft of livable space, an office area with wifi, as well as a refrigerator, Keurig, microwave, toaster, and a TV with plenty of cable channels (plus a fire stick for streaming).

Guest favorite

The entrance to the cabin features a wooden deck with steps, flanked by planters containing greenery. Two cedar rockers can be seen on the porch, inviting relaxation. The cabin's exterior showcases natural wood logs and large windows, allowing for ample natural light.

Home in Lobelville

4.87 out of 5 average rating, 135 reviews

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.

Top guest favorite

A covered patio space features comfortable wicker seating arranged around a colorful area rug. Lush ferns add greenery, while a wooden ceiling provides structure. The entrance to the apartment is visible in the background, showcasing glass doors that invite natural light.

Farm stay in Bon Aqua

4.96 out of 5 average rating, 181 reviews

Amazing setting in the country, Bon Aqua, TN!

Picturesque setting in Bon Aqua, TN. Watch the cattle, horses, chickens and Randy the pig peacefully roam as you drink your coffee. Take it easy at this unique and tranquil getaway, enjoy the farm life as well as a quiet setting while being a short drive to Nashville, Franklin, Dickson and more. There is room for your horses as well if that is a need. Less than 15 mins from 1-40 and an easy drive and plenty of parking for a larger rig.

Top guest favorite

The cabin features a rustic design made from reclaimed logs, elevated on wooden posts. Surrounded by lush greenery, it showcases large windows that provide ample natural light. A space beneath the cabin is visible, creating an inviting area for outdoor activities.

Cabin in Pleasantville

5 out of 5 average rating, 36 reviews

Cane Creek Cabin

Come and enjoy a tranquil getaway at Cane Creek cabin, nestled in the heart of the Amish community. Make yourself at home in the charming loft-style cabin with a wrap-around porch, three bedrooms, a loft, and one bathroom, with space for up to 12 guests. You'll have direct access to the creek for swimming and water fun. Relax on the front porch with a vantage view of the creek and surrounding woods, or chill out by the fire pit.

Top guest favorite

A charming cabin is shown, featuring a screened porch that connects to a wooden deck. The exterior is painted in soft gray with red shutters, complemented by vibrant landscaping including various flowers. The metal roof adds a rustic touch to the overall appearance.

Cabin in Hurricane Mills

4.99 out of 5 average rating, 103 reviews

Lillie's Pad

Lillies Pad sits on a 30 acer farm. If you like your privacy then this is for you. The cabin has a screened porch that lets you enjoy the view of Duck River. A lighted pavilion with a firepit is also on site for hanging out, which is even closer to the river. Surrounding properties are large farms, private hunting properties, lodges. It is country living, peaceful, a perfect get-a-way

Top guest favorite

A two-story house is set back from a quiet road, featuring a wrap-around porch with ample seating. Lush greenery surrounds the property, and ornamental shrubs line the driveway, leading to the entrance. The home is adorned with a green metal roof, blending seamlessly with its natural surroundings.

Home in Lobelville

5 out of 5 average rating, 42 reviews

The Creekside W/5 Bedrooms

Relax with the whole family at this peaceful place. Swim in the creek, roam the ample lawns, grill at the pavilion, or relax around a campfire! There’s plenty of space to set up outdoor games. A large wrap-around porch with rockers and gliders offers more space to enjoy. Indoors you have the kitchen/living room, a large common room and a reading/game nook at the top of the stairs.