Holiday houses in Fly

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Top-rated holiday rentals in Fly

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious barn-style apartment is depicted against a clear blue sky, with white clouds gently scattered above. Surrounding green pastures and trees provide a serene rural backdrop, and the entry is framed by neatly manicured bushes, creating an inviting atmosphere.
Farm stay in Lyles
4.97 out of 5 average rating, 155 reviews

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

Top Guest favourite
The cottage is surrounded by trees, with a stone exterior and a sloped roof. Large glass doors provide views of the wooded landscape, while a gravel path leads to the entrance. Soft sunlight filters through the leaves, casting dappled shadows on the ground.
Home in Lyles
4.98 out of 5 average rating, 63 reviews

Foreverwater Cottage

Discover Foreverwater, our cottage by the creek, nestled on 17 wooded acres beside Barren Fork Creek minutes from Leipers Fork Village with direct access to the historic dirt path back roads of eastern Hickman County, Lyles TN. This writer's retreat was once home to guitar maker and author, R. O. Barton (The Tucker Novels). Rest easy within this natural stone berm house inspired by Frank Lloyd Wright with easy access to I-840; central to Franklin, Fairview, Dickson; 45 minutes west of Nashville.

Top Guest favourite
The entrance to Wee Nook is framed by lush greenery, with a curved roof and a wooden door. A stone pathway leads to a pavilion, offering outdoor seating among the surrounding trees. The natural setting provides a peaceful ambiance in the woods.
Earthen home in McEwen
4.98 out of 5 average rating, 1,042 reviews

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.”

Top Guest favourite
A charming cabin is framed by lush greenery and towering trees, featuring a rustic wooden facade and a blue metal roof. The entrance is marked by a simple door surrounded by vibrant bushes and plants, set against a backdrop of soft, sunlit grass.
Cabin in Fairview
4.98 out of 5 average rating, 208 reviews

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.

Top Guest favourite
The exterior of a charming white house is framed by lush green trees. A welcoming front porch is highlighted by decorative railings and lantern-style lights. Subtle architectural details reflect the historical character, while a manicured lawn leads to the front steps.
Home in Columbia
5 out of 5 average rating, 229 reviews

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.

Guest favourite
The exterior of the cottage showcases a modern design with a black top and large glass windows, offering expansive views. A covered porch with comfortable seating is positioned at the front, surrounded by landscaping that includes small shrubs and natural earth tones.
Cottage in Spring Hill
4.97 out of 5 average rating, 194 reviews

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.

Top Guest favourite
A spacious bedroom features a king-size bed dressed in crisp white linens. Two bedside lamps illuminate the dark wood nightstands, while a rustic wooden bench rests at the foot of the bed. Large windows offer natural light and views of the outdoors, enhancing the serene atmosphere.
Cottage in Franklin
5 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A modern kitchen with high ceilings and wooden beams features stainless steel appliances and a large island with seating for four. Natural light floods the space through windows, highlighting the white cabinetry and bright counter surfaces.
Home in Columbia
5 out of 5 average rating, 56 reviews

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.

Guest favourite
The open sleeping area displays two spacious beds, each adorned with colorful quilted covers. A patterned area rug enhances the hardwood flooring. Adjacent seating includes a small table and chairs, with decorative artwork and warm lighting contributing to a welcoming atmosphere.
Apartment in Franklin
4.93 out of 5 average rating, 639 reviews

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.

Guest favourite
A multi-level cabin is framed by lush greenery, featuring large windows that invite natural light. The outdoor deck showcases seating arrangements with comfortable chairs and a low table, creating a welcoming space for relaxation amidst the serene forest backdrop.
Cabin in Franklin
4.94 out of 5 average rating, 114 reviews

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!

Guest favourite
The historic cabin, framed by trees with autumn foliage, features a welcoming entrance with double doors and a metal roof. A wraparound porch is lined with potted plants, while fallen leaves cover the path leading to the cabin, reflecting the charm of the surrounding nature.
Cabin in Fairview
4.96 out of 5 average rating, 258 reviews

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.

Top Guest favourite
A charming entrance to one of the huts is visible, framed by grass and pathway stones. Soft lighting from the hut illuminates the surrounding area against a deep blue evening sky, showcasing the peaceful outdoor setting.
Earthen home in Santa Fe
4.96 out of 5 average rating, 446 reviews

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!

Popular amenities for Fly holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Maury County
  5. Fly