Holiday rentals in Toomsboro

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.

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.

Woodland Chalet w/ HOT TUB, Deck + Private Lake!

BNB Breeze Presents: Woodland Chalet! Set back into the rustic Georgia landscape, you will find your own private PET-FRIENDLY cabin oasis in paradise, built by Zook Cabins! Thankfully, you do not have to sacrifice modern comforts and amenities when staying at our 5-star property! Your stay includes: - HOT TUB! - Private 7.5 Acre Lake w/ Kayaks - River Access ​​​​​​​- Fire Pit w/ Seating + Wood Provided! - Dreamy Deck w/ String Lights + Cozy Lounge Furniture ​​​​​​​- Fully-Equipped Kitchen

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.

Cozy Wooded Cabin w/ Tub, Rain Shower & Pergola

Summer Tiny House Hideaway! ☀️ Escape to this gorgeous Milledgeville gem, tucked in a cool, wooded retreat just 5 minutes from downtown. Beat the summer heat with a refreshing rinse in your private outdoor rain shower under the stars, or hide out in the crisp AC and soak in the luxury indoor tub with a Smart TV. End your warm summer nights cozying up by the fire pit or relaxing under the pergola. Perfect for couples or friends looking to sneak away, connect, and unwind!

Lake Escape

Relax with the whole family at this peaceful place to stay. This home offers a place to get away and enjoy the views from your own private secluded lake. The house includes a king size bed with 2 additional bedrooms and 2 bathrooms. Enjoy the large patio with gas grill and plenty of outdoor space to explore. Bring your fishing pole and enjoy catching bass off of the new dock in the stocked lake. This house is the perfect place to get away and enjoy the outdoors.

"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.

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.

Cozy Guesthouse

Welcome to our guest house in Milledgeville! This one-bedroom, one-bath detached guesthouse offers all guests a cozy, quiet place to relax. We are located just minutes from historic downtown Milledgeville, close to many great restaurants, shopping, and the colleges. Whether you're visiting for work, the college, or just a perfect getaway, let our place be where you book

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.

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.