Holiday rentals in Shelbyville

The Carriage House of Murfreesboro/MTSU/Nashville

Entire guest house located 10 minutes outside of Murfreesboro and 45 min. from downtown Nashville. Stay with us and have privacy with a detached suite and private access. No shared living space! Easy access to the highway and 12 miles from MTSU. Stay outside of the hustle and bustle of the Boro, but have the convenience of shopping and events. Full laundry room and kitchen for those longer stays! Drive in movie theatre, antique shops, Hop Springs concerts, state parks and much more nearby!

Cottage at The Reserve sleeps 10

Perfect family friendly get-away at Tims Ford Lake. The cottage is located on a beautiful, completely wooded lot. You have access to Holiday Landing Marina via a subdivision golf cart path. Whether you want to go boating on the lake, hike at the nearby Tims Ford State Park, or just get together with family and friends, look no further! This large open concept, cozy, spacious, 3-level home is all you will need. Brand new furnishings and mattresses! Our space also includes 5 large 4K ROKU TVs.

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.

Wartrace Depot! Hot Tub, Pool Table, Games & Charm

Welcome to Wartrace Depot Retreat, an inviting escape in historic Wartrace. Built in the year 1900, this recently remodeled gem seamlessly blends vintage charm with modern comfort. Enjoy the pool table, hot tub, and fun games! Located 1 hour from Nashville, 15 min from I-24, and a short drive from Bell Buckle, Manchester, and Shelbyville. Explore the shops of Wartrace on foot! Your stay promises a unique fusion of history and indulgence. Book now for a timeless experience! Heart = Discount!

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!

Sycamore House

Sycamore House has three large bedrooms and three baths with plenty of room to spread out. Located in a quiet neighborhood just off Hwy. 41A (Madison Street). Great for horse shows at the Celebration or Cooper Steel Arena, tours to Uncle Nearest and Jack Daniel distillery, Bonnaroo in Manchester, Tours of Music City, and many other local sites. If you are coming for a family event in Shelbyville, my Airbnb is not for hosting parties/events/weddings etc. Near Tims Ford and Normandy Lakes.

Alpaca Ridge Ranch and Retreat

Experience the serene luxury of Alpaca Ridge Ranch and Retreat, a private, gated hilltop estate spanning 21 scenic acres in Tennessee's rolling hills. While you'll feel miles away from it all, you're conveniently located just minutes from the charm of Tullahoma, Lynchburg, and downtown Shelbyville. For whiskey enthusiasts, the estate is a quick 15-minute drive from world-renowned distilleries, including Jack Daniels, George Dickel, and Uncle Nearest. Make this your home away from home!

Lakeside Retreat at The Reserve w/ Golf Cart

Beautiful lakeside home on Tim's Ford Lake! Short Walk or Golf Cart ride to Blue Gill Grill & Holiday Landing Marina. Boat Parking on the Driveway during your stay! First Floor: Master Bed with Full Bath, Dining Room, Living Room, Kitchen (Fully stocked with basic spices and cooking utensils). Outside Patio with Fire Place and seating. Second Floor: BR 2- King Bed. BR 3 Queen Bed, Loft Space, Sectional Couch, Pull out Queen. *No Smoking *Max 10 Guest *Front Door Security Cam*

Millie's Farmhouse

Millie's Farmhouse, located on a working Cattle & Horse Farm nestled in the rolling hills of Beechgrove. Located 1.5 miles off Interstate 24, 1 hour 20 minutes from Chattanooga, 45 minutes from Nashville, 15 - 30 minutes from Murfreesboro, Shelbyville, Manchester, and Tullahoma, and only 9 miles from historic Bell Buckle. Our newly renovated farmhouse style home, which sleeps up to 10, will provide you a peaceful and quiet setting for escaping and relaxing.

The Duck at Glass Hollow | Whiskey Triangle Studio

Stay inside the Glass Hollow experience — The Duck is a boutique studio above our downtown steakhouse in the heart of Tennessee’s Whiskey Triangle. Walk to local shops, dine just downstairs, and unwind in a cozy space designed for couples and weekend escapes. Minutes from Jack Daniel’s, Uncle Nearest, and George Dickel, this is the perfect home base for a memorable getaway—ideal for couples looking to relax, explore, and enjoy a true taste of Tennessee.

The “Cowboy Hideaway”

Come enjoy a short or long stay at our cute, rustic, efficiency barn apartment! 1 bedroom & 1 bath located just a little over an hour south of Nashville & approximately 40 minutes from either historic Franklin or Lynchburg. A 10 minute drive into Lewisburg has great restaurants, convenient shopping & hidden gems! We have stalls/turnouts/indoor/outdoor riding areas available for overnight travelers with horses. 🐴🫶

Private upstairs studio with quiet deck.

Keep it simple at this peaceful and centrally-located space.Has microwave and coffee maker and medium size refrigerator. There is a small dining table. The bath has a full tub and shower. Private entrance with concrete driveway and accommodating parking. Secure environment. There are stairs leading up to the space. The front window gets morning sun and the rear deck is mostly shaded.