Holiday houses in Cave Spring Hollow

Place to stay in Normandy

4.85 out of 5 average rating, 226 reviews

The Blair House at Normandy

Enjoy a private suite in a 124-year-old Victorian home nestled in a historic village and conveniently located near a highway intersection. The state's oldest railroad line came through Normandy in 1853 and has frequent trains whistling for a crossing near our front porch. Some folks find trains romantic. Others, not so much. Attractions include George Dickel, Jack Daniels and Nearest Green distilleries, river kayaking, a lake beach for swimming, dining and unique shops, all within 20 minutes.

4.94 out of 5 average rating, 154 reviews

Home in Manchester

Chalet 638 - state park, golf & The Caverns

Short walk to a state park with golfing. This first floor living space has a kitchen, walk-in closet, large wood fireplace, workout equipment, washer/dryer, grill, fire pit and lots of space. Old Stone Fort Archeological Park with multiple hiking trails, fishing, canoeing and a $9 a round golf course are seconds away. Close to I-24 this centrally located Tennessee property gives equal access from Nashville to Chattanooga. Explore parks, vineyards, distilleries and Tennessee history from here.

4.99 out of 5 average rating, 521 reviews

Loft in Fayetteville

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!

4.94 out of 5 average rating, 238 reviews

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

4.99 out of 5 average rating, 138 reviews

Tiny home in Shelbyville

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.

4.96 out of 5 average rating, 191 reviews

Cabin in Lynchburg

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.

4.92 out of 5 average rating, 108 reviews

Cabin in Tullahoma

Private lakefront log cabin w/dock & hot tub

Be one with nature at this unique, tranquil getaway on Tim’s Ford Lake. Enjoy the two fireplaces in a “rustic” meets “modern” log cabin on 10 acres of privacy that is adjoined to over 2000 acres of park land. There is 450 ft of lake front & private dock to store your boat/toys, but the dock is not usable Nov 1 to April 1. Enjoy nature walks, spend lake time with friends or just relax taking in the amazingly beautiful views, hot tub and amenities. This truly is our happy place.

4.99 out of 5 average rating, 67 reviews

Farm stay in Lynchburg

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.

4.94 out of 5 average rating, 172 reviews

Cabin in Tullahoma

Cozy Cabin close to Tims Ford Lake & Jack Daniels

A cozy cabin awaits you located close to Tim's Ford Lake-1/2 mile from Holiday Landing Marina & Blue Gill Restaurant. Lynchburg, home to popular Jack Daniel's Distillery-only 12 miles away; Nashville-90 mins. Made from handcrafted red cedar, you will be met with a woodsy aroma when entering. Special touches can be found throughout including Jacuzzi tub! Truly a unique wooded cottage, equipped to ensure a relaxing getaway. Pet friendly with an additional pet fee.

4.96 out of 5 average rating, 139 reviews

Guesthouse in Tullahoma

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!

4.93 out of 5 average rating, 102 reviews

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.

4.98 out of 5 average rating, 178 reviews

Barn in Tullahoma

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.

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Other great holiday rentals in Cave Spring Hollow

4.98 out of 5 average rating, 90 reviews

Tiny home in Coalmont

The Coalmont Cove - Waterfront Retreat w/ HOT TUB

ElizabethRating, 5 stars6 days ago

Perfect getaway with my husband for his birthday! It’s always a bit of a gamble, we’ve had airbnbs that were NOT the way they appeared in the pictures but that wasn’t the case this time. It was exactly as described. The video instructions were helpful and thorough. It was cute, clean, and well stocked with little touches like toiletries, everything you need in the kitchen, outdoor options etc. We appreciated the binder of local sights and suggested restaurants, so helpful! The only things that could have made it better for us would have been robes and shades on the two windows near the door for more privacy. The hosts were excellent and even let us go check out their cabin on the other side of the property since no one was staying there. It is beautiful and had so many nice touches. We would love to bring our children to the cabin sometime.

4.98 out of 5 average rating, 54 reviews

Home in Tullahoma

"Dock Holiday" Retreat on Tim's Ford Lake.

CourtneyRating, 5 stars2 weeks ago

Thanks for having us ! The home was beautiful and we had a blast ! Would love to visit again !

5 out of 5 average rating, 27 reviews

Cottage in Tullahoma

3 Bedroom lake house cottage

DavidRating, 5 stars3 months ago

Great place to stay right on Tim's Ford Lake. You can walk to the boat ramp right behind the house or use the golf cars to access it. House was super clean. If you are going for a weekend on the water there is enough room to park a boat in the driveway and its 1 mile to the boat ramp! Will stay again!

5 out of 5 average rating, 60 reviews

Home in Tullahoma

Luxury Living at Tim's Ford Lake, w/ Golf Cart

HarveyRating, 5 stars2 months ago

I recommend Steve’s place on your to do list in Tullahoma

4.98 out of 5 average rating, 61 reviews

Farm stay in Shelbyville

The Cottage at Crossing Creeks - Unique Farm Stay

AmandaRating, 5 stars1 week ago

We loved the cottage from the time drove up. The cottage was beautiful, as well as the scenery. Mr. Reid and his family were so kind to us everything was perfect. We would definitely stay here again.

4.99 out of 5 average rating, 75 reviews

Sunshine’s- Pet friendly, walk to town square & JD

AndreaRating, 5 stars1 week ago

Frans place was perfect for our long getaway with our mom. Close to main area in downtown Lynchberg, walkable, clean. Highly recommend and if we ever come here again we will stay at this beautiful home.

5 out of 5 average rating, 76 reviews

Lakeside Family Escape-Modern Log Home; Pvt. Dock

AndrewRating, 5 stars1 week ago

Incredible lakehouse in a beautiful, private area by the lake! Our group had an awesome time here and would highly recommend for a quiet weekend getaway. Lots to do in the area. One of the most unique lake houses I have ever seen!