Pet-friendly holiday rentals in Milledgeville

The Speakeasy Cottage, renovated midtown, quiet

You’ll feel right at home in this brand new updated 1940’s cottage in the heart of Macon. Enjoy the quiet but friendly neighborhood conveniently located near north Macon and downtown. You’ll see neighbors walking dogs and pushing baby strollers as you enjoy the new amenities in house as well as the private back porch equipped with twinkling lights to set an ambient outdoor experience. “Rest easy at the speakeasy!” The speakeasy cottage gets its name from the original hardware on the front door.

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.

Shore Thing at Lake Sinclair

Escape to tranquility at our secluded Lake Sinclair getaway! Perfect for family gatherings or a weekend with friends, this cozy retreat offers something for everyone. Kids will love the bunk room, providing a fun and comfortable space just for them. Nestled on the peaceful east side of Lake Sinclair, our property promises the serenity you crave, away from the hustle and bustle. Enjoy access to the boathouse and dock, making it easy to explore the lake or simply relax by the water.

Downtown Loft | Walkable to Dining & Entertainment

Come visit downtown Macon and enjoy your stay in this beautiful two-bedroom, two-bath loft. This space feels like a private getaway while only steps away from restaurants, shops, and nightlife. Amenities include: => Two-bedrooms w king beds => Two ensuite full bathrooms => Two walk-in closets => Laundry machine and dryer => Fully equipped kitchen for cooking => Large open living area with natural light => Two smart TVs - all apps available => Record player => Hanging hammock chair

Private Oconee Lakefront Cottage w/Fantastic View!

Welcome to our Lake Oconee Cottage! Fully stocked kitchen and all of the supplies you need! 1200 sq ft of space; 2 Queen BR’s, 2 sitting areas, pullout couch, 2 couches, leather recliner, 2 decks, grill, fire pit, kayak, floats, swimmable cove and tree swing! Fast Wifi. SmartTV. Private woods and dock to explore! Great land and lake location. Fantastic view! Swim out “beach” on a clean cove. Marina around corner. Quiet lakefront property, private, but minutes to everything!

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.

Lake Oconee Waterfront Cabin+Fire Pit+Dock+VIEWS

Where memories will be made and where spirits will be renewed! Completely private lake front cabin w/private dock. This rustic yet modern cabin is all about views views views! The whole house has tongue & groove wood ceilings and walls that provide a calming, peaceful vibe. Amazing sunrises/sunsets/lake views from large windows throughout home. Cook whatever you catch in the lake on the grill or smoker right outside your gorgeous lake view screened in porch (w tv!)

Pet Friendly|Game Room|Kayaks|Dock|SUP|Fire Pit

*License # STR2026-066 Morning begins in a quiet Lake Oconee cove where paddle boards and kayaks rest beside the dock, ready for a slow start on the water. This four bedroom waterfront home blends lakeside outdoor living with multiple gathering spaces inside, including a lower level game room and bunk retreat. Evenings settle around the shoreline fire pit or on the deck overlooking the cove, with calm water reflecting the lights of the home as the day fades.

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!

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!

Beautiful Historic In-Town Ground Floor Apartment

This Historic apartment built in 1875 sits on College Street in Historic In-Town Macon. It has tall ceilings, hardwood floors, and plenty of square footage. The picturesque street is dead center of the In-Town District. It is a short walking distance to Navicent/ Children's Hospital, Mercer University, downtown Macon, and several tourist attractions like The Cannonball House. Stay with us for convenience of location and historic Southern charm!

Anchors Away…hot tub, dog-friendly, renovated

>>View our IG videos for more @anchorsaway_lakesinclair<< Renovated, spacious home w/ abundant outdoor space on deep waters of Lake Sinclair. 3 br, 2 ba + Queen pull out sofa comfortably sleeps 8. Enjoy the lake with our kayaks, paddle board, swim mat, fishing gear. Drop your boat in nearby Twin Bridges Marina & tie up at our dock. After water fun, soak in the hot tub, cook out on the grill, roast treats on the fire pit, play cornhole.