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, 338 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, 140 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

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, 126 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

A modern cabin exterior is visible, featuring a wooden deck with two Adirondack chairs and a grill. Steps lead up to the entrance, flanked by large windows that allow natural light to enter. The surrounding forest creates a serene backdrop.

Cabin in Linden

4.89 out of 5 average rating, 18 reviews

The Retreat at Linden Woods

Take it easy at this unique and tranquil getaway. Peaceful setting in the wooded hills of west Tennessee. Explore the 5 acres of woods and perhaps spot some of our resident wildlife including deer, squirrels, chipmunks, many species of birds, and our very own groundhog, Alvin. The retreat features all of the modern conveniences in a secluded setting within 2 miles of the Tennessee River and 15 minutes from the Buffalo river providing numerous outdoor activities. Enjoy your private paradise.

Guest favorite

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

4.87 out of 5 average rating, 45 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!

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, 967 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.”

Superhost

Large windows framing the stunning view of the Buffalo River enhance the room's natural light. The warm cedar walls contrast with the greenery outside, while a small writing desk and a cozy seating area create a serene space for relaxation or creativity.

Cabin in Lobelville

4.91 out of 5 average rating, 53 reviews

Cozy Cabin Getaway on Buffalo River w/ HUGE Patio

Beautiful & Cozy cabin perched on the banks of the Buffalo River. Supreme comfort & design. A full kitchen & dining area, huge patio, grill, Sonos sound system and wood burning stove. Huge windows lining the east-facing wall let in lots of light and a gorgeous view of the sunrise over the river. Original cedar walls throughout. Fabulous cast iron bathtub for soaking. 2 miles from where you can rent tubes, canoes & kayaks. This special place is perfect for writing your next novel or record!

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, 163 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, 482 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.

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, 136 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

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, 39 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

A wooden deck with white railings overlooks a tree-lined creek. Steps lead down from the deck to the grassy area, while lanterns adorn the pathway, providing gentle illumination. The tranquil water reflects the surrounding greenery, creating a serene outdoor space.

Home in Clifton

4.97 out of 5 average rating, 100 reviews

Charming Waterfront Cottage

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, coffee shop, and more.