Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

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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, 129 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.

Guest favorite

A cozy bedroom features a queen bed dressed with a mustard-colored blanket. Wooden accents are present, including a dresser and a chest. A lamp beside the bed provides soft lighting. Large glass doors lead to a deck, offering natural light and outdoor access.

Cabin in Centerville

4.95 out of 5 average rating, 410 reviews

#1 Peaceful Hills Retreat Lodge 97 Acres Creek

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 gorgeous 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!

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

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, 483 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.

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

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.

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 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.

Top guest favorite

A wooden cabin is positioned alongside a serene lake, with clear skies overhead. Lush greenery surrounds the cabin and the water, enhancing the tranquil atmosphere. The outdoor space includes a sandy area leading towards the lake, providing an inviting setting for relaxation.

Cabin in Summertown

4.9 out of 5 average rating, 135 reviews

Lake Side Cabin

Come and relax next to a private lake side cabin. Whether it is with a family or you're in need of a lone time, this beautiful view will be sure to recharge you. Pet friendly. *If you are looking for more space for larger families or dates are not available, please search for 3 other listings on the same property. Water Side Cozy Cabin 2BR, 1 Bath Hill Side retreat 2 BR, 1 Bath WR's Saw Creek Cabin 2BR, 1 Bath