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.

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
The cabin features a wooden exterior, surrounded by tall hardwood trees. A screened porch extends from the front, enhancing outdoor living. Two wooden chairs and a small table are arranged in the grassy area, inviting relaxation amidst the serene woodland setting.
Cabin in Summertown
4.95 out of 5 average rating, 504 reviews

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.

Top guest favorite
Treehouse in Hurricane Mills
5 out of 5 average rating, 65 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
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.

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.

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, 107 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

Popular amenities for Pleasantville vacation rentals