Holiday rentals in Fly

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

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.

Cottage at The Ridge-40 min south of Nashville.

Welcome to Cottage at the Ridge — your private 80-acre escape just outside Nashville. Enjoy hilltop views, a stocked fishing pond, and space to relax and reconnect. Perfect for a family getaway, girls trip, or a quiet weekend away, this property offers a great mix of privacy and comfort. ✔ Private 80-acre property ✔ Fishing pond ✔ Sleeps up to 10 ✔ Secluded setting with views ✔ Easy drive to Nashville If you’re looking for a true getaway — not just a place to stay — you’ll love it here.

Wyatt Farms Retreat

Welcome to Wyatt Farms, a 3rd generation cattle farm. Nestled on 76 acres, this property offers all the modern conveniences in a farm setting. Enjoy front porch sitting while listening to Turkey Creek or watching the sunrise while drinking your coffee. We are a working cattle farm so picturesque views of cows are your daily scenery. You will also likely be greeted by our free range chickens. We offer a retreat while being only being a 25 minute drive to Downtown Columbia or Leipers Fork.

Storybook Cottage near Leipers Fork, TN

Storybook Cottage is just as you would imagine . . . charming and dreamy, the perfect place to get away from your fast-paced world to find the things that matter most. From the painted poplar wood floors and the cathedral ceiling to the sleeping loft, outdoor shower and stacked stone wall, this cottage is one of a kind and is perfect for a romantic getaway, small families, weekend with friends or as an artist / writers retreat. Storybook Cottage has been featured in several publications.

Ruth’s Retreat-12 mins from Leipers Fork-sleeps 4

Welcome to Ruth's Retreat! Take a break and unwind at this peaceful retreat! BRAND new home! This cozy home features a fully equipped kitchen, 2 bedrooms, both with queen beds, 2 full bathrooms and laundry room. Come relax on this back deck and you’ll feel like you’re atop of the trees. It feels like you are in the mountains. The view is beautiful! 12 minutes to downtown Leipers Fork-28 minutes to downtown Franklin- 27 minutes to downtown Columbia-45 minutes to downtown Nashville.

Leipers Chateau | Luxury Historic Franklin Retreat

NEW Luxury Historic Franklin Retreat Experience a unique stay in a beautifully restored historic cabin in the heart of Leipers. This exceptional property accommodates up to 10 guests. Pool, jacuzzi, fire pit, poker & music room. 3 private ensuites with premium mattress & luxury bedding. Outside living area & designer kitchen is an entertainers dream. This exclusive & charming retreat offers beautifully appointed spaces for an unforgettable experience. Pet Friendly!

Large Private Apartment Leipers Fork/Natchez Trace

Spacious 2bedroom/1bath basement apartment just outside of Leipers Fork. 900+sqft, kitchenette, dining, living room and office. Large Master king bed and an additional bed/room in the open area with 3 twins. Perfect for families. Property has walking trails, creeks and a camp site complete with fire pit and picnic table. Unit is also equipped with a Pack N Play and playroom for the kids. Pets are welcome and kennel available for use. We have everything you need.

Historic Chester Cabin near Nashville and Franklin

The historic Chester cabin is in the heart of Fairview. The living room is part of the original log cabin built in 1807 during the early settlement of the area. The cabin has been beautifully renovated to perserve the history and the quaint charm of a bygone era. The cabin is conveniently located to both Nashville and Franklin, just a 25 min drive North or East. Grab a book and your favorite coffee or tea and step back in time with this charming cabin.

Forest Gully Farms

Know before you book! Unique, Nature immersion stay. Rural location near Nashville, TN. Private gated driveway separate from owner’s driveway. Forest stay in underground cedar Gully huts where you walk between structures and separate bathhouse. You won't run into anyone, this is a secluded getaway. Collect eggs, pick berries or hang out by the fire pit, hike to the creek and waterfalls, but don’t forget to pack bug spray and a sense of adventure!

Spacious House in Primm Springs

Welcome to Twin Oaks located in the outskirts of Williamson County, TN. Bring the whole family to this peaceful, private atmosphere with lots of room for fun and relaxation. The house includes 4 bedrooms (1 bunk bed room), 3 1/2 baths, 2 family rooms, indoor fireplace, a hot tub, outdoor fire pit and endless views. With so much room, everyone will have their own space to relax. Create lasting family memories in your own private country retreat!

Abiff Abode

Beautifully appointed, spacious & spotless in a peaceful, country setting. Centrally located Burns, TN home of Montgomery Bell State Park with easy access to 840 and 40 - Dickson, Franklin, Nashville & Brentwood. Luxury living in fully equipped kitchen, spacious living room. Two bedrooms, large bathroom and separate laundry facility, Private entry, and parking. Great daily and monthly rates. Sleeps 4 with private bedrooms.