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Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Cottage in Centerville
4.97 out of 5 average rating, 352 reviews

#1 Peaceful Hills Retreat Cottage, 97 Acres, Creek

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
4.97 out of 5 average rating, 147 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

Top guest favorite
A tranquil scene of a private lake surrounded by lush greenery is displayed. A fountain adds visual interest, while ducks glide across the calm water. Wooden decks and seating areas are visible in the background, inviting relaxation and enjoyment of the natural surroundings.
Cabin in Linden
5 out of 5 average rating, 7 reviews

Cardoness Cabin on Private Lake!

Enjoy days of tranquility and fun at this cozy and newly built guest cabin set deep in the woods on a private lake! Here you will experience a park-like setting surrounded by nature while still having all the amenities of modern life including high speed internet, smart tv, full kitchen, washer/dryer, and central ac. From the deck of your cabin you will have a bird's eye view of a beautiful lake with ducks and hear the continuous water sounds of a waterfall and fountain which lights up at night.

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, 133 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.

Guest favorite
The cabin is nestled among trees, featuring a welcoming front porch with seating. The structure is painted in a soft blue, with large windows that allow natural light to enrich the interior. Gravel pathways lead to the entrance, surrounded by lush greenery.
Cabin in McEwen
4.95 out of 5 average rating, 105 reviews

Peaceful-Cabin on 44 Wooded acres, Creek, 4 beds

Relax in our peaceful cabin at Blue Creek Hill. The floors, countertops and wood on the walls were from trees felled to bring electricity to property. Walk down to the creek or roast marshmallows at the fire pit. Wooded, in the hills. Lots of wildlife. Very private. Wi-Fi, Verizon cell coverage. Note: 1.3 mile drive on gravel road to property. 11 miles to Loretta Lynn’s 7 miles to Waverly 16 miles to Kentucky Lake 1 hr 20 min to Nashville Have family and friends join you at our other cabin.

Guest favorite
A contemporary cabin features a sleek black exterior with two large windows. A spacious wooden deck surrounds the cabin, showcasing warm-toned wooden railings. A grill is situated on the deck, and trees provide a natural backdrop, enhancing the sense of seclusion.
Cabin in Lobelville
4.89 out of 5 average rating, 75 reviews

Black Betty on the Buffalo

Black Betty is located right beside the river at the halfway point on the kayaking route from the Buffalo River Resort. This is a perfect place to enjoy a few peaceful days by the water :) *2 wineries within 25 mins (Horseshoe Bend Farm + Grinder’s Switch) *Loretta Lynn’s 10 mins away *Walmart 30 mins away *Amish store 5 mins away *Log Cabin Restaurant 10 mins away *RZR/4wheeler riding *Buffalo River Resort 5 mins away *fresh fruit/produce 5 mins away *no Wi-Fi yet, on waiting list. Soon :)

Top guest favorite
The entrance to Wee Nook is framed by lush greenery, with a curved roof and a wooden door. A stone pathway leads to a pavilion, offering outdoor seating among the surrounding trees. The natural setting provides a peaceful ambiance in the woods.
Earthen home in McEwen
4.99 out of 5 average rating, 1,017 reviews

Wee Nook- a Hobbit Hole

Wee Nook is a 360 square foot living space with a full kitchen and bathroom. It is tucked underground in the middle of the woods. Please come enjoy the woods, farm animals, trails, pond and wide open space while you're here! As JRR Tolkien said: “In a hole in the ground there lived a hobbit. Not a nasty, dirty, wet hole, filled with the ends of worms and an oozy smell, nor yet a dry, bare, sandy hole with nothing in it to sit down on or to eat: it was a hobbit-hold, and that means comfort.”

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, 175 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
Cabin in Savannah
4.99 out of 5 average rating, 123 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 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, 53 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
Cabin in Franklin
5 out of 5 average rating, 230 reviews

Trace Hollow Bunkhouse

Take it easy at this unique and tranquil getaway. Our cozy bunkhouse is minutes from historic Leiper's Fork, 20 minutes from popular downtown Franklin, and 45 minutes from Nashville. Located next to the Natchez Trace Parkway, our bunkhouse offers something for everyone! For hikers and cyclists, the Parkway provides miles of peaceful, low traffic walking trails and riding options along this scenic route.

Guest favorite
Home in Clifton
4.96 out of 5 average rating, 110 reviews

Charming Waterfront Cottage in Clifton

Find a peaceful getaway at this country cottage on the creek. There is a cozy gas fireplace indoors and a fire pit outdoors for winter stays. In the summer, enjoy dining and grilling on the spacious deck or just relax to the sound of the babbling creek! Just 15 minutes from the quaint Historic Downtown Clifton situated on the picturesque Tennessee River with parks, a marina and restaurant, and more.

Popular amenities for Pleasantville vacation rentals