Holiday rentals in Bedford County

Hilltop Bed & Breakfast Cottage

Step inside to a cozy, inviting space with all the comforts of home. The highlight of the cottage is the sunroom—a perfect spot to sip your morning coffee while watching the birds flutter outside or to unwind with a book as the sun sets. In the summer, enjoy the many flower gardens. Whether you’re looking for a romantic retreat, a quiet escape, or a peaceful stop on your journey, this cottage offers a tranquil experience. Come relax, enjoy the beauty of nature, and make yourself at home!

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.

The Duck @ Glass Hollow

Welcome to The Duck, a charming studio apartment located in historic downtown Shelbyville, TN. Nestled in the Whiskey Triangle, you’re just moments from the iconic Jack Daniel’s, Uncle Nearest, and George Dickel distilleries. Enjoy the beauty of Tennessee’s countryside and explore the world’s most biologically diverse river, the Duck River. The Duck combines comfort with local flavor, making it the perfect spot for a memorable getaway. Discover the best of TN from this inviting retreat!

Whiskey River Retreat-The Barn with minis

Named Airbnb magazine top 5 must-see destination.Tranquil haven on a secluded 100 acre farm 50 m to Nashville & legendary Uncle Nearest/Jack Daniels. Experience rustic charm, modern amenities, relax in the stock tank pool, stroll unique rock landscape, meet adorable miniature horses & donkeys, and unwind on the private patio & build a fire under starlit skies. Enjoy Nash Creamery, yoga/massage. "The Humble Baron's Longest bar in the world," & Arrington Vineyards, & kayaking nearby.

Southern Comfort Oasis

Escape to the Southern Comfort Oasis – your ultimate family retreat! Spend quality time in this 2260 sq ft, 3-bedroom home fully equipped with a game room all in a beautiful, conveniently located neighborhood. Enjoy outdoor living with a fire pit, gas grill, and 6-person hot tub for memorable evenings under the stars. The family-friendly atmosphere ensures everyone's comfort, making it the perfect choice for your getaway. Enjoy relaxation, fun, and outdoor living all in one place!

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.

Bunkhouse@Rolling ThunderRanch/Monthly Rates Avail

Monthly rental available through Airbnb. No outside leasing. Studio apartment w/ queen bed, twin futon, full bath and a kitchenette area. One hour + away from downtown Nashville. The Bunkhouse is available for monthly (short-term - 3 month max*) Pets ok per review. $50 per pet fee. Max 30 lbs dog. Space is small and suitable for two adults (ideal for solo traveler). We live in a rural area so you may occasionally hear farm noises. Most find it incredibly peaceful!

Thompson

Welcome to your cozy home-away-from-home in Shelbyville! Just 1/4 mile from the Horse Show Grounds and Cooper Steel Arena, this quiet, safe retreat is minutes from downtown, shops, and restaurants. Enjoy high-speed Wi-Fi, a flat-screen TV, air conditioning, heating, and free parking. Whether you’re here for an event, a getaway, or business, we’ve designed this space to offer comfort, convenience, and relaxation. Book now and enjoy true Southern hospitality!

Lake Front Cabin w/ Stunning Views & Kayaks

Escape to this charming 700 sq. ft. lakefront cabin in Wartrace, TN! Perfect for a peaceful getaway, this cozy retreat offers breathtaking water views, direct lake access, and all the comforts of home. Inside, you’ll find a full kitchen, one full bathroom, and a loft that serves as a second bedroom, providing plenty of space to relax. Step outside to enjoy the charcoal grill, fire pit area, and kayaks for exploring the water at your leisure.