Holiday rentals in Cave Spring Hollow

Enchanting Castle Hall Penthouse~TN Whiskey Trail

This is CASTLE HALL 🏰Located at the top of The Pythian Building. Castle Hall, built in 1902 to serve as the Grand Ball Room & Meeting Lodge for the secret brotherhood society, The Knights of Pythias. This 3000 ft.² penthouse has stunning 16 ft. original tiled ceilings complimented by exposed brick & plastered walls. Uniquely furnished w/ lots of eclectic & vintage pieces. Fully functional w/ sleeping accommodations for 6. ⚜️THE ENTIRE TOP (4th) FLOOR PENTHOUSE IS ALL YOUR PRIVATE SPACE!

Lynchburg Getaway walking distance 2 Jack Daniel’s

This beautiful, Victorian-style home is a perfect getaway. Located just off the square in historic Lynchburg, TN, it's a short walk to the world-famous Jack Daniel's Distillery. There are lots of places to relax; rocking chairs on the front porch, Adirondack chairs and corn-hole in the backyard. You can also visit Tim's Ford Lake or enjoy the southern hospitality of Miss Mary Bobo's restaurant. The beds and furnishings are all very comfortable! Check out @lynchburggetaway on Instagram

Horse Mountain Hide-A-Way

We book up fast....come see us in 2025 With easy access to lots of local destinations, Horse Mountain Hide-A-Way is a great place to stay without spending a fortune. Whiskey Trailing? Close to Nearest Green Distillery (George Dickel and Jack Daniels too). *Early check in is available but requires at least 24 hour notice and is not guaranteed until we confirm with you. If less than 24 hours, a $25 charge is required *2 dogs are allowed but require a fee and must be added during booking.

Cozy Cabin on Tims Ford Lake

Come stay at a hand built log cabin nestled right on Tims Ford Lake. Enjoy a cup of coffee and watch birds fly in a rocking chair on the front porch. Relax in the porch swing as you see fish jump from the water. Grill out on the back porch while watching the sun set. There is a dock available for fishing. The cabin is five miles from Tims Ford State Park, eight miles from Jack Daniels Distillery and downtown Lynchburg, eleven miles from Tullahoma, and fifteen miles from Winchester.

Luxury Tent • Mountain Views • Private Hot Tub

Perched above a quiet valley, this beautifully crafted safari tent offers a private, serene escape with stunning mountain views. Relax in your hot tub under the stars, stretch out on a king bed, and gather around the cozy fire feature as the sun dips behind the hills. Guests love the peaceful setting, vivid sunrises and sunsets, and nearby hiking trails and waterfalls. Remote, refined, and surrounded by nature—this is glamping reimagined. Slow down, unplug, and savor the stillness.

Coneflower Cottage

Adventure awaits you in this rustic getaway. The cottage is located 5 minutes from the Jack Daniel Distillery’s Visitor Center and the historic Lynchburg Square. Enjoy a tour of the distillery and grab lunch at an renowned barbecue restaurant on the square. If outdoor adventures are more to your taste, the Tim’s Ford State Park is only 20 minutes away and offer beautiful hiking trails for the intermediate hiker. Visitors can also rent a boat at the marina for a day on the lake.

Woodland Ct. Cottage

This one bedroom guesthouse is the perfect stay for you and your loved ones! Conveniently located in the heart of Tullahoma! Within walking distance of just about everything you need from grocery stores, restaurants, local coffee shops, and more! We are located just 20min from the famous Jack Daniels Distillery and 15 min from George Dickle! If you are interested in some nearby hiking be sure and check out Short Springs and Rutledge falls!

Mulberry Cottage Guest House

Mulberry Cottage Guest House was built in the late 1800's. It is nestled under shade trees and surrounded by hydrangeas in the front. The cottage is located behind the library at the only traffic light in historic Lynchburg, home of the oldest registered distillery in the United States and the cottage is within walking distance, so what are you waiting for? Come visit the Jack Daniel Distillery and enjoy our home.

The Barn @ Dreamcatcher Farm

Make sure to “heart” our listing so you can find us when you are ready to book. Did someone say baby goats?!?! Live the farming dream in Middle Tennessee on Dreamcatcher Farm. Our 13 acre farm is home to Nigerian Dwarf goats, Santa Gerturdus cattle, a couple of horses, and the Labs and barn cats that run the operation. Come enjoy some down time in a quiet country setting with friendly farm animals.