
Holiday houses in Macon County
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Top-rated holiday rentals in Macon County
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Treetop Views *Trails, Fishing *No Cleaning Fee
Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Unique & Authentic Farm Experience
A truly one of a kind farmstead experience -stay in a newly constructed barn apartment on our 500 acre dairy farm. The Mattingly farm is home to Kenny's Cheese - farmstead cheese made right here onsite. This is a unique opportunity to stay in the heart of the action, in our modern apartments directly above the dairy barn. You will be welcomed by our friendly dairy cows and possibly a new baby calf or two. Simply because our cheese is AMAZING, we will leave some in the fridge for you to try!

Tennessee Retreat Log Cabin Near Dale Hollow Lake
Tennessee Retreat Log Cabin, nestled in the hills of the Eastern Highland Rim, has everything you need to escape in style. Amenities (like WiFi and Cable TV) let you enjoy the serenity of the woods with casual or formal dining, antique or necessity shopping, water activities on Dale Hollow Lake - a 15 minute drive, wineries, historic & natural attractions & live entertainment. Perfect for business or pleasure trips, extended stay or hosting weddings or events on the extensive lawn. Welcome!

Cabin On The Creek! Private Suite
Our log cabin home is located on 30 acres just north of Gallatin, TN. Perfect location to enjoy Nashville and all it has to offer! Stay in our downstairs guest suite which has a private entrance, living space, bedroom and full bath. The guest suite is in the lower level of our cabin and is a naturally cool environment, so it's great for sleeping (no thermostat). We are only about a 50 min drive from the heart of downtown Nashville and Old Hickory Lake is just 20 minutes away!

A vintage cottage in historic downtown Gainesboro
The Cottage is a private space conveniently located one block from the Gainesboro square in picturesque Jackson county. Close by are many outdoor activities such as fishing the Cumberland River or canoeing/kayaking on the Roaring River, where there is a boat ramp, a swim area & playground. Just 12 miles to Cummins Falls State Park & 25 minutes to Cookeville. If you’re a history buff, make sure to visit the incredible Jackson County Archives & Veterans Hall at 104 Short St.

The Hayden Hideaway: A Charming 2 Bedroom Flat
The Hayden Hideaway lies on a unique secluded property tucked away in the lush green hills of Macon County, TN, yet is only 1 mile from the conveniences of town (groceries, restaurants, gas stations, shopping...). It is stationed in a newly-constructed spacious second floor (1100 sq ft) where guests enter via outdoor stairs leading to a private deck with keyless entry. Sleeping up to 8, the Hideaway boasts a full kitchen & a comfortable gathering space for work or play.

The Upper Room
Welcome to the Upper Room, a studio apartment above our detached garage with one bedroom/one bath, and small kitchen. Smart TVs with Roku. Conveniently located on Hwy 52 between Westmoreland and Lafayette, with a short drive of 5-10 minutes to either. Located in a quiet neighborhood on a hill off the Highway. If you are in town for a wedding, revival, hiking or funeral, give us a try. Winding Stairs is five minutes away and Dollar General is 4 minutes down the road.

BirdDog Farm Cabin 1
The BirdDog Farm is tranquility and peace. We have no light pollution so the night sky is abound with stars. Come to the quiet Hollow in Dixon Springs TN and you will hear absolutely no traffic. We have a fully stocked pond for fishing and are 15 minutes from Defeated Creek and the Caney Fork. Great hiking, wildlife and bird watching. This is a (2) DOG friendly property. ADDTL DETAILS APPLY. Enjoy this lovely setting, quite the romantic spot amoungst nature.

Horse Stall Suite 10 ROSE W Breakfast!
The Starstruck Farm horse barn Reba built has been converted to a B & B! Tennessee Country Bed & Breakfast! Country Breakfast 7:00-11 a.m. in the big barn! Each unique 2 level Horse Stall Suite has its own private FULL bathroom, a full-size memory foam bed down & a queen size bed in the loft, big screen TV, wifi, quiet heat/cool and lots more! Family friendly! See y'all soon! Note: This unit is "pet friendly". Thanks!

Brae Cabin - Nature Surrounded and Tech Connected
Relaxation, Romance, and Nature. Brae Cabin is a beacon that matches your wants and needs. The outdoor night is transformed by the Enchanted Forest light show. Secluded in nature with just the right amount of technology to be interesting. The trails start at the entrance of Brae Cabin. Walk to Mt. Cameron or the Outpost (the cabin with an outhouse). An experience awaits. Hugh and Nancy welcome you!

Sunset Ridge Cabin- Snow Hill Farm
Our cozy tiny cabin is the perfect get away for your vacation. Come relax just 10 minutes from beautiful Dale Hollow Lake in our peaceful location here in Celina, TN. Our goal is to allow you to unwind and put a pause on the craziness of everyday life. Enjoy your cup of coffee with a view of our rolling hills pasture and farm animals. *All natural cleaning supplies used. Yay for a chemical free vacation!*

Guest Favorite! Woodland Cabin, Views, Movie Rm
Experience the best modern cabin retreat in Carthage! Our fully updated 3-bed, 2-bath getaway offers stunning Cumberland River views, granite countertops, wood floors, and plush memory foam beds for ultimate comfort. Enjoy a private 4K movie room, relax by the firepit with a s’mores kit, or explore Bearwaller Gap Trail & Cordell Hull Lake nearby. Book now and discover the top stay in the area!
Popular amenities for Macon County holiday rentals
Other great holiday rentals in Macon County

Luxury Lakefront Private Cabin Eco Friendly

Cabin at Mystica (40 minutes to Nashville)

The Lake Loft

“Alice’s Cottage” - Complimentary Breakfast

Cute bungalow in quiet n'hood

Lakeside Loft at Cordell Hull

Cedar Bungalow

New cozy home, real working farm
Destinations to explore
- Mammoth Cave National Park
- Nashville Shores Lakeside Resort
- Beech Bend
- Burgess Falls State Park
- Cummins Falls State Park
- National Corvette Museum
- Shelby Golf Course
- Northfield Vineyards
- Russell Sims Aquatic Center
- The Club at Olde Stone
- Cedar Crest Golf Club
- Kentucky Action Park
- General Jackson Showboat
- Bluegrass Vineyard
- Reid's Livery
- DelMonaco Winery & Vineyards