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.

Guest favorite

Farm stay in Lyles

4.97 out of 5 average rating, 100 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.

Aug 2 – 9

$47 per night
Guest favorite

Guest suite in Summertown

4.95 out of 5 average rating, 173 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.

Jun 20 – 27

$87 per night
Guest favorite

Treehouse in Pegram

4.91 out of 5 average rating, 186 reviews

Private Treehouse Escape Minutes from Downtown

Connect with nature at this unforgettable escape in Nashville's backyard. This treehouse is nestled in a Tennessee hardwood forest in a hollow. Close to the city, but away from it all, it's a perfect place to retreat from normal life. This isn't a tree fort. It's a tiny house with a loft in the trees over a trickling spring fed creek. It's private with all windows facing the forest. All the fun of being a kid w/ comforts of home like toilet, ac, electric fireplace, heater & 3 season hot shower.

Nov 2 – 9

$111 per night

Popular amenities for Pleasantville vacation rentals

Other great vacation rentals in Pleasantville

Guest favorite

Cabin in Lobelville

4.91 out of 5 average rating, 11 reviews

Black Betty on the Buffalo

Feb 9 – 16

$120 per night
Superhost

Cabin in Lobelville

4.88 out of 5 average rating, 72 reviews

Cozy Private Log Home near the TN River

Nov 27 – Dec 4

$105 per night
Guest favorite

Home in Linden

4.96 out of 5 average rating, 72 reviews

The Farmhouse

Nov 9 – 16

$117 per night
Guest favorite

Home in Lobelville

5.0 out of 5 average rating, 17 reviews

Buffalo River Fishing & Golfing!

Jul 17 – 24

$121 per night
Guest favorite

Home in Lobelville

5.0 out of 5 average rating, 16 reviews

The Creekside W/5 Bedrooms

May 12 – 19

$236 per night
Guest favorite

Home in Hohenwald

4.91 out of 5 average rating, 32 reviews

@ the debutante

Oct 8 – 15

$89 per night
Guest favorite

Cottage in Hohenwald

5.0 out of 5 average rating, 40 reviews

Welcome to Getaway at the Grove!

Sep 29 – Oct 6

$108 per night
Guest favorite

Cabin in Hohenwald

4.95 out of 5 average rating, 78 reviews

Snug cabin retreat overlooking a country pond

Feb 2 – 9

$72 per night
Guest favorite

Guesthouse in Waverly

5.0 out of 5 average rating, 32 reviews

The Waverly River Cottage

Nov 21 – 28

$112 per night
Guest favorite

Cabin in Lobelville

4.94 out of 5 average rating, 33 reviews

Colorful & Cozy River Retreat with a View

Jul 15 – 22

$175 per night
Guest favorite

Guesthouse in Dickson

4.97 out of 5 average rating, 94 reviews

Piney River Farmhouse

Jan 10 – 17

$83 per night
Guest favorite

Tiny home in Decaturville

5.0 out of 5 average rating, 5 reviews

Cocktails by the River

May 2 – 9

$73 per night

Destinations to explore