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, 339 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

4.97 out of 5 average rating, 142 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, 128 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

A charming cabin is framed by lush greenery and towering trees, featuring a rustic wooden facade and a blue metal roof. The entrance is marked by a simple door surrounded by vibrant bushes and plants, set against a backdrop of soft, sunlit grass.

Cabin in Fairview

4.98 out of 5 average rating, 173 reviews

Whispering Waters Cabin by the Creek

Whispering Waters offers a quiet space to relax and enjoy your time spent away from home. It is a four room cabin adjacent to Caney Fork Creek, which feeds into the South Harpeth River in Fernvale. The cabin easily hosts four guests. The queen size bed is complimented by a sleeper sofa in the living room, which sleeps two as well. It's an intimate space located in a lovely setting. IF you are booking "same day" please give me a call so I can make any necessary last minute arrangements.

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, 165 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

A charming cabin is set against a green lawn, featuring a stone chimney and a welcoming front porch with rocking chairs. A fire pit surrounded by four white Adirondack chairs is positioned in the yard, inviting guests to relax outdoors.

Farm stay in Columbia

4.98 out of 5 average rating, 410 reviews

Instaworthy Cabin | 31 Acre Farm | Pond | Fire Pit

Key Features You'll Love: - Two cozy bedrooms, each featuring a luxurious queen-size bed for a restful stay. - A rocking chair front porch, perfect for enjoying morning coffee or unwinding at sunset. - One bathroom equipped with a tub/shower combo. Your Gateway to Adventure: - Just 10 minutes from Downtown Columbia - 40 minutes to Franklin - Less than an hour from Nashville Please Note: There are two cabins nearby, including Muletown Manor, which shares the fire pit.

Top guest favorite

The exterior of a spacious white house is displayed, featuring a traditional design with dark shutters and a well-maintained lawn. The entrance is accentuated by a covered porch with columns, and an American flag is prominently displayed. Lush greenery surrounds the home.

Guesthouse in Dickson

4.98 out of 5 average rating, 229 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).

Top guest favorite

Cabin in Savannah

4.99 out of 5 average rating, 102 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.

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, 137 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

An outdoor seating area is highlighted by a vibrant stained glass table with a sunflower design. Two Adirondack chairs provide comfort, while a charming cabin in the background is adorned with warm string lights, creating a welcoming ambiance in the natural surroundings.

Tiny home in Collinwood

4.99 out of 5 average rating, 272 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.

Guest favorite

A rustic tiny house is surrounded by lush greenery, featuring wooden siding and charming decorative details. The front porch includes a small chair and a welcoming entryway, illuminated softly by outdoor lights. A landscaped path leads to the door, enhancing the inviting exterior.

Tiny home in Lyles

4.96 out of 5 average rating, 178 reviews

Secluded Tiny House on 13 Acres w/ Fire Pit

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. :)

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, 101 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.