Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

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Top guest favorite

Cottage in Centerville

4.98 out of 5 average rating, 324 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 serene creek flows gently over smooth stones, surrounded by lush greenery and trees. In the background, a grassy hill is visible, leading to a stacked stone fire pit area, perfect for gatherings. Sunlight filters through the branches, creating a peaceful atmosphere.

Farm stay in Lyles

4.98 out of 5 average rating, 131 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

A traditional Amish horse-drawn buggy is seen traveling along a rural road. The buggy features a black wooden frame with a red reflective triangle on the back, and a brown horse is harnessed in front. Lush green fields and trees provide a natural backdrop.

Guesthouse in Pleasantville

4.95 out of 5 average rating, 123 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 kitchen countertop is displayed, featuring a gold faucet above a deep sink. Natural light illuminates the space from a nearby window, with an artwork on the wall adding a pop of color. An air conditioning unit is mounted on the wall.

Home in Hohenwald

4.88 out of 5 average rating, 32 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

A spacious outdoor seating area is surrounded by trees, featuring a modern fire pit placed on a gravel surface. Four black metal chairs provide comfortable seating, overlooking a lush landscape and distant hills under a clear blue sky.

Cottage in Centerville

4.97 out of 5 average rating, 155 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

An organized closet is displayed, featuring multiple shelves. Eight hangers are positioned on a wooden rod, and four woven baskets in neutral colors are arranged on a lower shelf. The upper area is illuminated, providing clarity to the storage space.

Cabin in Summertown

4.95 out of 5 average rating, 467 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.

Superhost

Cottage in Centerville

4.83 out of 5 average rating, 113 reviews

Remodeled 2 bedroom 1 bath cottage close to town

Relax with your family in this historic, quiet, remodeled early 1900's Victorian home. Full kitchen, 1 bath, 5 beds (kid friendly bunk beds). A shaded private outdoor side porch and gas grill. The home is located three blocks from historic Centerville Town Center where coffee, retail shops and several restaurants are located. Centerville is close to several wineries (grinders switch}, camp sites, walking paths, and water sports. Grocery stores are close by if needed.

Guest favorite

The kitchen area features wooden cabinetry and a marble countertop, with modern appliances visible, including a refrigerator and stove. The open layout allows for a view into the living space, where natural light streams through multiple windows, highlighting the wood-paneled walls.

Home in Lobelville

4.87 out of 5 average rating, 127 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 open-plan living area features a spacious kitchen with modern appliances and a large dining table surrounded by wooden chairs. High ceilings with exposed beams add character, while natural light floods in through the windows, enhancing the rustic charm of the cabin.

Cabin in Pleasantville

5 out of 5 average rating, 22 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 serene creek flows gently through vibrant greenery, with sunlight filtering through the leaves above. The clear water showcases a sandy bottom while reflecting the surrounding trees, creating a peaceful atmosphere ideal for relaxation and exploration.

Tiny home in Collinwood

4.99 out of 5 average rating, 243 reviews

The Shanty by the Creek

Get away from it all when you stay under the stars in The Shanty. A rare gem nestled in the Tennessee woods by a relaxing creek. Come sit by the fire, on one of 2 decks by the water, or in the hammock to enjoy sounds of nature as you feel the tranquility rejuvenating your soul. Have a smores party or a romantic getaway. Come meditate and leave the world behind. Whatever your reason, The Shanty is a great place to visit.

Top guest favorite

A sign indicating 'Deer Ridge Cabin' is positioned at the entrance to the property, with the cabin visible in the background. The cabin features a combination of rustic and modern architecture, surrounded by greenery and a gravel driveway leading to its entrance.

Cabin in McEwen

5 out of 5 average rating, 100 reviews

Find your tranquility at Deer Ridge Cabin.

During our travels, we’ve stayed in countless hotels, motels, cabins, and even tents. It is our opinion that this guest cabin is by far the most well appointed, cozy and peaceful place to rest one’s travel weary body or take a break from the hustle and bustle. These are the things we look for in a memorable stay. We sincerely hope you do as well. Please enjoy your stay at the Deer Ridge Cabin.

Top guest favorite

Cottage in McEwen

4.97 out of 5 average rating, 369 reviews

Cottage By The Creek (One Hour (W) of Nashville)

Cottage by the Creek is a 600 sq ft converted grain barn built in the early 1900's. We've converted the space into a light and bright one bedroom, with a loft. There is a fully functional kitchen and custom bath with tile shower. The 30 ft front porch offers views of the cattle farm across the street and the year round flowing creek. Or enjoy the back patio with hot in and fire pit.