Holiday houses in Pleasantville

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Top-rated holiday rentals in Pleasantville

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Top Guest favourite
Cottage in Centerville
4.97 out of 5 average rating, 343 reviews

#1 Peaceful Hills Retreat Cottage on Dead End Road

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!

Guest favourite
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, 130 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 favourite
A serene outdoor area is shown, featuring a wooden deck that overlooks the river. A gazebo structure is visible in the distance, surrounded by greenery and tall trees. The setting offers a tranquil atmosphere with natural elements blending harmoniously.
Home in Lobelville
5 out of 5 average rating, 16 reviews

Peaceful River Retreat

This is a charming and private river front home with expansive views of the Buffalo River. The large kitchen is fully equipped for cooking and baking, as well as boasting a large, fully stocked tea and coffee bar. Enjoy a slow morning on the outdoor patio watching the sun rise across the river while enjoying a cup of organic, locally roasted coffee. It’s a perfect place to unplug and connect with loved ones. There are stairs down to a rock ledge where you can fish, or put in your kayaks.

Top Guest favourite
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, 167 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 favourite
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
4.96 out of 5 average rating, 493 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 favourite
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, 415 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 favourite
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, 236 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 favourite
Cabin in Savannah
4.99 out of 5 average rating, 108 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 favourite
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
4.88 out of 5 average rating, 145 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 favourite
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, 44 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 favourite
The cottage's front porch is framed by wooden railings, showcasing a rustic design with potted plants hanging from the posts. Large windows offer views of the surrounding green landscape, contributing to a bright and airy feel.
Cottage in McEwen
4.98 out of 5 average rating, 400 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.

Top Guest favourite
A young Highland calf is seen standing on snowy ground in front of a black barn-style cottage. The calf's fluffy orange coat contrasts with the white snow. In the background, two wooden chairs are positioned near the entrance, illuminated by string lights overhead.
Farm stay in Columbia
4.99 out of 5 average rating, 124 reviews

Rodeo Retreat - mini farm highland cows

Experience the charm and excitement of country living with a stay in our Rodeo Retreat — a uniquely themed 1-bedroom, 1-bathroom cottage on a picturesque working farm. This cozy getaway is perfect for rodeo fans, nature lovers, or anyone seeking a true taste of Tennessee living, complete with stunning pasture views and access to a relaxing firepit.

Popular amenities for Pleasantville holiday rentals