Vacation rentals in Fly

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.”

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.

Historic Biddle Place Downtown Columbia

Biddle Place is an elegant little home conveniently located a few minutes walk from the town square. Situated on the front lawn of Historic Rally Hill Manor, you're ensured a lovely backdrop to your stay. The Mulehouse, an intimate music venue, is just across the street. Biddle Place is perfect for enjoying time on the porch, nestling in, or heading downtown where you'll find antiques, quaint shops, books, great food, craft cocktails and beer, live music, stout coffee and good conversation.

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.

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.

Franklin's Best Hideaway

Take it easy at this unique and tranquil getaway! This property offers a peaceful setting on 13 acres where you can enjoy watching wildlife, playing in the creek, fishing, floating or canoeing the Harpeth River on the property, or having a quaint bonfire with friends! This property offers so much while being so close to all Franklin and Nashville have to offer. 10 minutes to Historic Downtown Franklin. Come visit this peaceful setting while exploring all Nashville has to offer!

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.

Breathtaking Franklin Cabin Retreat Near Leiper’s

Escape to a secluded storybook cabin tucked into the rolling hills of West Franklin. This rustic hideaway features dual master bedrooms, cathedral ceilings, & a myriad of indoor & outdoor nooks to explore. Sip your morning coffee on the old wrap-around porch, or cozy up w/ a good book in the detached mini writer's cabin. Enjoy sweeping forest views, stunning multi-level deck, and fully stocked kitchen. Close to all the action in nearby Franklin & Nashville!

Vintage RV/Camper in Franklin/Leipers Fork

The Campsite is a vintage glamping experience located in beautiful historic Leiper's Fork, TN. The Quirky Canary is a 1974 GMC motorhome completely renovated with all the 70's vintage vibes plus all our modern conveniences. This is a unique camper, equipped with an outdoor shower, covered porch, tree net, and a campfire area making it the perfect upscale camping spot for everyone. Located 1.5 mi from The Natchez Trace and 4 mi from Leiper’s Fork Village.

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!

East of Meacham Cabin (Flying Donkey)

My place is close to The Natchez Trace and historic Leipers Fork. You’ll love my place because the private, cozy cabin is situated on a 20 acre farm. You will have a fireplace and a large screened in porch. Very quiet and peaceful. My place is good for couples, solo adventurers, outdoor folks, bicyclers, and business travelers. Please note that Airbnb has exempted this property from hosting guests with service animals.