Holiday rentals in Milledgeville

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!

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.

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.

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!

Cozy Guesthouse

Welcome to our cozy guesthouse in Milledgeville! This charming 1-bedroom detached guesthouse is perfect for solo travelers, couples, or small families. Our guesthouse is equiped with a dedicated workstation, fiber internet, queen sized sofa bed and washer and dryer. Located just 1 mile from downtown Milledgeville, you'll have quick access to local shops, restaurants, and historic sites. Our guesthouse provides the perfect blend of convenience and comfort.

Live Like a Legend: Gregg Allman’s Former Home

★ "This place is beautiful. Very elegant mid century modern decor. Comfortable bed. Quiet Peaceful Space". ☞ Gregg Allman lived in this apt in early 1970's ☞ Walk Score 80 (Walk to cafes, dining, shopping etc.) ☞ Master w/ King ☞ Fully equipped + stocked kitchen ☞ Outdoor patio w/ dining ☞ Living Room w/ couch & extra chairs ☞ Record player + albums ☞ Central AC + Heating ☞ Parking available ☞ Smart TV Footsteps to Atrium Navicent Health and Downtown.

The Real Reel

Two bedroom 1 bath lake front home with beautiful gardens that bloom year round. Escape from the hustle to enjoy the water, listen to the songbirds or enjoy a book by the fire. Heat up the grill or watch the water while rocking in the rocking chairs on the screened in porch. This location is the most peaceful place in Georgia. We offer kayaks, floats and stand up paddle boards for some downtime. Put your boat in the water or rent one at the marina!

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

Lake House Retreat on Sinclair, Relax/Fish/Nothin

You'll love waking up in this peaceful lakefront Airbnb. 2 large flat TVs, 2 acres of lawn leading to fishing from the dock and boathouse on Lake Sinclair in Milledgeville, GA. Shopping and restaurants nearby. This is such a special place! We've left you fishing poles, our guests catch fish, often off our dock. Bring a boat or rent one at the Lake Sinclair Marina! Comfortably sleeps 6. 10 min drive to GCSU College.

“Cottage on Cedar” Adorable Lake Sinclair cottage

Come relax by Lake Sinclair, and cozy up by the fireplace! Enjoy S’mores by firepit and beautiful lake views from house and dock. Master bedroom with King bed, and bunk room with a full and twin. Sofa pulls out as well. Enjoy the peaceful dock and deck by Lake Sinclair.This tiny but cute cottage has ample outdoor space to enjoy all Lake Sinclair has to offer! Perfect for fishing and romantic getaway from the city.

Romantic Treehouse: Fireplace, Views, Pets OK

Be a a kid again . . . Unique stay in a Treehouse with comfy home amenities. . . .This is a newly built treehouse. It has a large rain head shower, living space with cozy gas fireplace, cold a/c, comfy queen bed with huge window. The kitchen has a fridge, Keurig, toaster oven, and microwave. There’s a 2 burner gas cooktop and park size grill outside for use, as well. Stay in a treehouse tonight!