Holiday rentals in Toomsboro

Lakefront Escape/Private Dock: The Dogwood Cottage

Welcome to our charming lake cottage! Dogs welcome ($75 flat fee), baby amenities available! On Jackson Lake, 1 hr from Atlanta, our cottage with private dock (with kayaks-two adult and one child size) is the perfect spot to unwind. With photo-ready furnishings, white cotton and linen bedding, and subtle antique decor, our cottage exudes a warm vibe that will make you feel right at home. Please, no wild parties or drug use. Our neighbors don't deserve to hear or smell any nonsense. Thank you!

Treehouse called the Fire Tower

This tree house, also named, “ The Fire Tower” was custom built 40+ ft off of the ground on the highest point of a 200+ acre farm in Jackson, Georgia. A mile and a half back in the woods you will hear nothing but the calming sounds of nature. The Fire Tower is ideal for a couple whom is looking for a break and some much needed relaxation. Complimenting the Fire Tower is a King Sized bed, sound system, Satellite TV, kitchenette, garden tub/ Rain Fall Shower, Gas Grille, Hot tub and SO MUCH MORE!

Twinkly Secluded Cabin 1BR + Loft + Trails +Grotto

Escape to a unique, cozy cabin nestled right in the heart of historic Macon, Georgia! Perfect for couples, solo travelers, or small families, this charming cabin combines rustic charm with modern amenities, offering you the perfect blend of tranquility and convenience. Enjoy morning coffee & evening cocktails rocking on the front porch, then take a short walk through the woods to our secret Grotto! 10 mins to Downtown boasting nightlife, restaurants, & breweries. This is a true urban paradise!

It's almost Spring at the Bluebird Lakefront.

If you're coming to relax, fish, work or enjoy the lake life, that's your opportunity to stay in a peaceful and beautiful house with lots of comfortable spots indoor and outdoor. Gas grill, firepit, 2 kayaks, life vests and everything one would like to find in a lake house. This area is great for fishing and we have an awesome boathouse for your boat. Nice and quiet neighborhood, very convenient for your needs - marina, public boat ramp, grocery store, restaurants, shopping just minutes away.

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.

Moore Than Just an Art Studio & Mini Animal Farm

Step out, and step into our country bliss! Looking for a quiet stay in the country with the ease of close amenities? Located on our 20 acre farm property, this renovated art studio is atop a barn aged over 100 years old decorated to bring you comfort & peace. We have all the charm and quiet of country living, but are less than 10 minutes from Downtown Gray, where you will have access to gas, groceries, & restaurants. We’re about 20 minutes from Downtown Macon & Milledgeville.

Cozy Cabin: Tub, Fire Pit, Rain Shower, Pergola

Experience a cozy winter escape at this Milledgeville hideaway. Just 5 minutes from downtown but nestled in a quiet, wooded retreat, it’s the perfect spot to embrace the season. Warm up after a chilly day in the indoor spa tub with a Smart TV, or brave a brisk, refreshing rinse in the outdoor rain shower. End your night huddled by the fire pit under the crisp winter stars. Perfect for couples or friends looking to reconnect with nature and enjoy a peaceful seasonal getaway.

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.

Luxury 40 TINY Home

Want to escape from the city and all the hustle and bustle? Our little town is rural, charming and quaint. A perfect retreat for peace and quiet! Sit around a campfire, toast marshmallows, or just see the stars that fill our skies each night. We were featured on HGTV House Hunters, on 10 acres in the country with horses and donkeys. It features a kitchen,electric fireplace (ambience), soaker tub (no shower) NOTE: It does have 3 steps into bathroom and 3 into bedroom.

Hardware Loft Shannon Building

Loft above a bustling small town hardware store. The Shannon Building was built as a warehouse in 1920. Then converted into offices upstairs and furniture store downstairs in the 1940's. This one of a kind loft apartment is renovated from the 1950's lawyer's office of JD Shannon. Located right in Jeffersonville, 25 minutes from Macon, 25 minutes from Robbins Air Force Base, 35 minutes from Dublin, it's the affordable and stylish location for your stay!

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.