Holiday rentals in Toomsboro

Spacious lakefront home. Super location! Deep H2O.

Spacious home on quiet deep-water cove, great for swimming. Put your boat in just .2 mile away & dock it here. Ample outdoor space, with 3 decks & terraced yard. Eat on the screened-in porch, grill out for dinner. HUGE master w/ door to a deck. Enormous kitchen. Two additional BR & large rec room w/ two twins. Double lot feels very private, but you're close to everything! 2 min to Dollar Gen; 6 to Kroger; 8 to downtown. I will consider two-night stays during non-peak months. Message a request.

Adorable 1-bedroom guesthouse on the river

Guesthouse at TURKEY HILL COTTAGE Relax in this calm, stylish woodland retreat just 6 miles off 1-16 on the Oconee River. Dublin is 15 min. away, VA Hospital & Fairview Park Hospital 20 min. Southern Pines Rec. prk, 12 min. Extra large bedroom with queen bed and loft. Can accommodate at least 4 adults, 2 children. Full kitchen with bar. Amenities include internet, cable, VCR, HVAC. All linens, dishes, & cookware provided. Apartment located above separate garage. Community boat ramp available.

Waterfront Retreat • Sleeps 14 • Game Room • Gym

Private waterfront retreat minutes from downtown Dublin. Step back to the good old days at The Dublin House, thoughtfully decorated to complement its authentic mid-century features with nostalgic artwork and even a record player. • 12-acre private property • Stocked 4-acre fishing pond • 4 king bedrooms + bunk room • Sleeps 14 in beds / up to 18 guests • Game room + home gym • Canoe, fishing & fire pit • 3.5 bathrooms • Ramp entry + accessible primary bath • Perfect for family & group getaways

Granny’s House-3/2- 25ish min Milledgeville/Dublin

Welcome to Granny’s House; your peaceful and comfortable retreat. This charming 3-bed, 2-bath home is designed with families in mind and comfortably sleeps 7(up to 9) see notes on beds. The warm and inviting atmosphere makes Granny’s House feel like home. The layout includes two separate living spaces, giving your group plenty of room to spread out. The home is furnished with comfort and practicality in mind. Granny’s House is the perfect place to relax, reconnect, and make lasting memories.

Best Dam View at Sinclair! Big Water Pets Welcome

Lovely sunrises & moon views. 5 min to downtown, 2 min from The Club at Lake Sinclair & DG. Sleeps 6-8 people, (air mattresses/beds) Perfect for entertaining with outdoor dining areas. Fire pit with lots of seating. Big views of water & nearby sandbar, across from an island with beachfront space. Tons of amenities you may need, including a pack-n-play. For the hot-natured, white noise lovers we have large floor fans! Kayaks & paddleboards on site & Rubber Dockie that will entertain the kids.

Historic Macon Luxury Lodge with updated decor

Nestled in the heart of town, our Historic Macon Lodge has everything you need to relax and feel like you have escaped into nature. 3 bedrooms, 2.5 bathrooms, with 2 stone fireplaces and large glass windows. There is a spacious backyard with a fire pit and breathtaking wooded walking trails to a nearby historic Grotto. This Lodge is perfect for romantic couples and families with small children. There will be no parties, groups or gatherings allowed. Please acknowledge in your message

Renovated 1928 cottage on a former asylum campus

Into the macabre? Stay on the campus of what once was the largest mental asylum in the world. Stay in a fully renovated craftsman, 1920's cottage situated on the corner of a large pecan grove, across from the Central State Hospital infirmary. Walking, driving or trolly tours are available to learn all about the history of one of the nation's oldest and largest institutions for the mentally ill. Note: Buildings are closed to the public. There are no tours inside buildings.

Janelle's Cottage

Janelle’s cottage is named after my Mom, Janelle Perkins. She was a public health nurse who had a great love for God and people. This is a handicap friendly home. We want you to enjoy the slower pace in Cochran Ga. This is a pet friendly home whether it’s the 4 legged kind or the feathered kind. They are welcome. We do not charge a pet fee or a cleaning fee. We are approximately 4 miles from Middle Georgia State University and approx. 30 minutes from Warner Robins.

Lakefront Retreat with Pool and Room For Everyone!

Welcome to your perfect getaway on the shores of Lake Sinclair! This stunning six-bedroom, 4.5-bath lakefront home offers breathtaking views, a private pool, and unbeatable convenience—just minutes from downtown Milledgeville, shopping, dining, golf, and more. Whether you’re here for a family vacation, a friends’ getaway, or a relaxing retreat, this lakefront paradise has everything you need—including a private pool house for those who value their own space.

Cottage at the Blue Goose

The Cottage at the Blue Goose is the perfect space to relax or work remotely. It's surrounded by established gardens full of perennials and native plants. From the front porch rocking chairs enjoy watching the the hummingbirds dart from flower to flower. The Cottage also has a Southern style screened in porch with haunt blue ceiling and lots of comfortable seating. Parking is under the lighted breezeway connected to the cottage.

The Farmhouse

Peaceful farm house cottage. Enjoy a weekend in the country just a few minutes from Milledgeville, and a short drive to Dublin or Macon. Safe, warm, and cozy. You and your family will enjoy chickens crowing in the distance, watching horses graze from the front porch, and the spacious yard providing plenty of safe, secure parking.

The Little Pink House

Cozy little home that is a historical landmark unique to the Sandersville area. Great outdoor living space to relax and unwind. Home has full amenities and everything you may need. 2 Bedroom, 2 Full Bath, and Pullout couch, home sleeps total of 6.