Holiday houses in Pleasantville

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Top-rated holiday rentals in Pleasantville

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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, 131 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 favourite
A contemporary cabin features a sleek black exterior with two large windows. A spacious wooden deck surrounds the cabin, showcasing warm-toned wooden railings. A grill is situated on the deck, and trees provide a natural backdrop, enhancing the sense of seclusion.
Cabin in Lobelville
4.89 out of 5 average rating, 65 reviews

Black Betty on the Buffalo

Black Betty is located right beside the river at the halfway point on the kayaking route from the Buffalo River Resort. This is a perfect place to enjoy a few peaceful days by the water :) *2 wineries within 25 mins (Horseshoe Bend Farm + Grinder’s Switch) *Loretta Lynn’s 10 mins away *Walmart 30 mins away *Amish store 5 mins away *Log Cabin Restaurant 10 mins away *RZR/4wheeler riding *Buffalo River Resort 5 mins away *fresh fruit/produce 5 mins away *no Wi-Fi yet, on waiting list. Soon :)

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, 18 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 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, 417 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 favourite
A friendly Highland calf stands in the foreground, showcasing its soft, reddish-brown fur and prominent horns. In the background, the modern structure of the cottage is partially visible, featuring a black exterior with warm wooden accents and a clear blue sky overhead.
Farm stay in Columbia
4.99 out of 5 average rating, 143 reviews

Country Music Cottage : farm with highland cows

Step into the heart of country living at our Country Music Cottage — a charming 1-bedroom, 1-bathroom retreat set on a picturesque farm. Whether you're a country music enthusiast or simply looking for a peaceful, rustic getaway, this cozy cottage offers a perfect blend of comfort, style, and farm charm. With beautiful pasture views, access to a fire pit, and the soothing sounds of the countryside, you'll feel right at home in this Southern-inspired haven. 10 minutes to downtown Columbia.

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, 171 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, 498 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
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, 244 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, 114 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.

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, 47 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.

Guest favourite
Home in Lobelville
4.88 out of 5 average rating, 149 reviews

Cozy Pine Log Home

We hand built this 2400 sq.ft home/cabin with local, pine logs, straight out of our 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
Cabin in Franklin
5 out of 5 average rating, 215 reviews

Trace Hollow Bunkhouse

Take it easy at this unique and tranquil getaway. Our cozy bunkhouse is minutes from historic Leiper's Fork, 20 minutes from popular downtown Franklin, and 45 minutes from Nashville. Located next to the Natchez Trace Parkway, our bunkhouse offers something for everyone! For hikers and cyclists, the Parkway provides miles of peaceful, low traffic walking trails and riding options along this scenic route.

Popular amenities for Pleasantville holiday rentals