Vacation rentals in Toomsboro

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.

Adorable 1-bedroom guesthouse on the river

Kick back and relax in this calm, stylish woodland space. Just 7 miles off 1-16 on the Oconee River. Dublin is 15 min. away. Carl Vinson VA Hospital and Fairview Park Hospital 20 min. away. Southern Pines 12 min. Extra large bedroom with queen bed and loft. Can accommodate at least 4 people. Full kitchen with bar. Amenities include internet, cable, VCR. Air and heat. All linens, dishes, and cookware provided. Apartment located above separate garage. Community boat ramp available.

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.

Tiny Cabin in the Country

Our tiny cabin is on a secluded, wooded 20 acre homestead in a very rural area. It's a quiet place where everyone is welcome. There is almost no light pollution here; on a clear night you'll have an amazing view of the stars. The cabin has internet and a smart TV. We're one mile from downtown Irwinton's gas station, local diner, small local market, and Dollar General. Dublin, Macon, Milledgeville, I-75 and I-16 are all about a 30 minute easy drive with little traffic.

"Wimberly Plantation-Gleesom Hall" 3br Guest House

Charming guest house located on the grounds of historic "Gleesom Hall", an antebellum home built in 1844. There are 27 acres to enjoy, with azaleas, dogwoods, camellias, honeysuckle, and wildlife. Located within 25 minutes of Downtown Macon or Warner Robins AFB, and 35 minutes from Dublin. Gleesom Hall is inhabited by 7th and 8th generation descendants of the original family. Great place for enjoying country peace and quiet in a wonderful, historic setting.

The Hideaway Treehouse: Romantic Fireplace & View

Escape to The Hideaway in the Trees! 🌳 Spring brings birdsong through our massive picture window, just minutes from GCSU & downtown Milledgeville. Enjoy a cozy gas fireplace, queen bed, and rainfall shower. The kitchenette features a Keurig, cooktop, and toaster oven (no oven), plus a park-style BBQ and fire pit outside. With fast WiFi and cold A/C, it’s the perfect blend of childhood wonder and modern comfort. 🌿 Book your peaceful spring retreat today! ✨

Oasis Ridge Cabin - Overlooking Pond

Only 15 min. From I-75, Nestled in a private natural setting, this 2-bedroom, 2-bathroom cabin offers a tranquil escape. Unwind on the furnished patio, gather around the fire pit, or enjoy a barbecue on the outdoor grill. The spacious yard, flatland and hillside areas provide ample space for family fun. Stroll through the greenery, relax by the pond, or simply soak in the serenity of the surroundings. Create lasting memories in this family-friendly retreat.

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.

Inspirational Lake Front Escape

This is a weekend escape unlike any other. Enjoy breath taking views from almost every room! Dock is great for fishing or just taking in the inspirational views! This property also has a private boat ramp across the street- so bring your boat!! It can be tied off to the dock for easy weekend use! Newly renovated inside and out. New furniture, appliances, and dock! Water is only about 30 ft from door! Gradual slope to water.

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.

Waterfront Retreat • Sleeps 18 • Game Room • Gym

Private waterfront retreat minutes from downtown Dublin. • 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

719 Wildwood Ranch 2 Bedrooms 3 beds

Take it easy at Wildwood, a unique and tranquil space. This 2 bedroom 2 bath cottage with a pull out sleeper sofa is tucked away and surrounded by nature, yet conveniently located next door to a wedding venue and just minutes from local activities. We promise you won't want to leave.