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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Guest favorite

Guest suite in Summertown

4.96 out of 5 average rating, 179 reviews

Sky Farms Tennessee

Retreat to this country getaway and gaze at the twinkling constellations under a Tennessee sky. If you’re looking to escape from the city, Sky Farms is a comfortable visit back to nature. With a private carport and entrance, this beautifully decorated, two-bedroom basement apartment comes with a kitchen, full bathroom, living room and patio with brick fire circle. *There is an additional pet fee of $100 per stay payable upon arrival. *Do not leave your pets unattended. Keep off the furniture.

May 26 – Jun 2

$87 per night

Guest favorite

Farm stay in Lyles

4.97 out of 5 average rating, 102 reviews

Sundance Farms: Rest and Rescue

Vacation with purpose! 100% of your rental dollars are contributed 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. Farm animals. Watch the sun rise and set in wide-open skies, or star gaze at night. Mid-May, we have thousands of fireflies. However, please note: no children under 12, no pets, NO SMOKING.

May 19 – 26

$47 per night

Guest favorite

Home in Lobelville

5.0 out of 5 average rating, 17 reviews

Buffalo River Fishing & Golfing!

Relax with the whole family at this beautiful river getaway. You can find plenty to do or to not do here! Sit on the deck and watch the Buffalo River flow North! Enjoy fishing, kayaking, canoeing, golfing, local wildlife, and much more! This river home sleeps 8 comfortably. There is 1 full bath, & 1/2 in loft & an outdoor shower. Safe outdoor camping area underneath the larg deck overlooking the river and golf course. You will make wonderful memories here so book your destination with us!

Jun 29 – Jul 6

$124 per night

Guest favorite

Cottage in Centerville

4.97 out of 5 average rating, 122 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 Fri. Sat. and Sun. (Horseshoe Bend Farm Wines) We also grow blueberries & blackberries and offer picking opportunities for a real farm experience. Canoeing/Kayaking, Fishing, Hunting, Horseback Riding and Hiking experiences located nearby. 15 min. from I40 in Hickman County, TN 1 hour to Nashville

Mar 1 – 8

$123 per night

Guest favorite

Guesthouse in Pleasantville

4.94 out of 5 average rating, 102 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. Thirty minutes to Loretta Lynne's Ranch. 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.

Mar 22 – 29

$59 per night

Guest favorite

Cabin in Centerville

4.95 out of 5 average rating, 330 reviews

#1 Peaceful Hills Lodge Retreat 97 Acres with Pond

Peaceful Hills Lodge is the perfect place to relax on the front porch while enjoying the fresh air, the sounds of nature, and a pond. Inside is a large stone fireplace, a spiral staircase & a jacuzzi bathtub. Located on 97 acres in a remote location with a spring-fed creek, swimming hole, rope swing, hammock & fire pit. You'll find the spring fed stream is on a private lane that brings you into Peaceful Hills. The Lodge, Cabin & Cottage is where you’ll definitely enjoy some peace & quiet!

Jan 8 – 15

$158 per night

Superhost

Cabin in Lobelville

4.87 out of 5 average rating, 75 reviews

Cozy Private Log Home near the TN River

We hand built this home/cabin with huge, hand carved pine logs, straight out of our wonderful wooded Tennessee hills. We did most of the work and designing on this and we're able to really put a personal touch to the work inside and out . We would like to invite you to come and share a bit of our enjoyment and peaceful way of life. 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.

Sep 23 – 30

$105 per night

Guest favorite

Cabin in Summertown

4.95 out of 5 average rating, 413 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.

Oct 22 – 29

$79 per night

Guest favorite

Guesthouse in Dickson

4.97 out of 5 average rating, 106 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).

Jan 25 – Feb 1

$96 per night

Guest favorite

Tiny home in Collinwood

4.99 out of 5 average rating, 137 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.

Mar 9 – 16

$105 per night

Guest favorite

Tiny home in Lyles

4.96 out of 5 average rating, 122 reviews

Tiny House w/ fire pit on 13 acres

Have you ever wondered what it would be like to live in a Tiny House on wheels? Come experience a taste of country living and Tiny House Charm in a 220sq home we built ourselves! Located 15 minutes from both interstate 40 and 840, this rustic space is a perfect getaway for a couple or single person desirous of a change of pace and a little more peace. Please read entire listing before booking so there are no surprises. :)

Jun 7 – 14

$113 per night

Guest favorite

Home in Hohenwald

5.0 out of 5 average rating, 27 reviews

Serenity House

You'll have a memorable stay in this completely renovated quaint home nestled in Lewis county, just outside of Hohenwald city limits. You’ll feel the serenity of old charm with modern twists. Enjoy your peaceful stay in this single story cottage type home. Only 5 miles off Natzhez Trace Parkway and only 1.5 hours from Nashville. Nearby you can find fishing, canoeing, local shopping and diners.

Jan 23 – 30

$98 per night