Holiday rentals in Pleasantville

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

Cardoness Cabin on Private Lake!

Enjoy days of tranquility and fun at this cozy and newly built guest cabin set deep in the woods on a private lake! Here you will experience a park-like setting surrounded by nature while still having all the amenities of modern life including high speed internet, smart tv, full kitchen, washer/dryer, and central ac. From the deck of your cabin you will have a bird's eye view of a beautiful lake with ducks and hear the continuous water sounds of a waterfall and fountain which lights up at night.

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.

Wee Nook- a Hobbit Hole

Wee Nook is a 360 square foot living space with a full kitchen and bathroom. It is tucked underground in the middle of the woods. Please come enjoy the woods, farm animals, trails, pond and wide open space while you're here! As JRR Tolkien said: “In a hole in the ground there lived a hobbit. Not a nasty, dirty, wet hole, filled with the ends of worms and an oozy smell, nor yet a dry, bare, sandy hole with nothing in it to sit down on or to eat: it was a hobbit-hold, and that means comfort.”

#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!

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.

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).

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.

Little House on Main

Located just 1.5 hours from Nashville and 6 miles from the Tennessee River, this cozy 80-year-old home is a perfect weekend escape. Nestled between two Tennessee State Parks, it’s ideal for hiking, fishing, and unplugging from the city. We renovated it as newlyweds, keeping its charm and quirks. Whether you're looking for a romantic retreat or a quiet reset, come enjoy small-town living at its best—we hope you love it as much as we do.

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.

Hill Side Retreat

Come to relax and unwind at this private, tucked away, hill side retreat. This cabin is perched on a hill overlooking 3 private lakes. We are a pet and family friendly get away. *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

Charming Waterfront Cottage in Clifton

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, and more.