Family-friendly holiday rentals in Milledgeville

A serene view of a quiet deep-water cove is showcased, with lush greenery lining the banks. A wooden pathway leads to the water's edge, where a dock is visible. The calm water reflects a clear blue sky, enhancing the peaceful ambiance of the surroundings.

4.88 out of 5 average rating, 109 reviews

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.

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A wooden boathouse is situated over calm waters, reflecting the structure and surrounding trees. The serene lake environment is highlighted by clear blue skies and lush greenery in the background, creating a peaceful lakeside atmosphere.

4.93 out of 5 average rating, 127 reviews

Summer is great 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.

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Townhouse in Milledgeville

4.97 out of 5 average rating, 36 reviews

Old Capital - Prof. Design, Mins to GCSU, DT, Lake

Enjoy comfort at Old Capital, our professionally designed retreat, just minutes to Downtown Milledgeville, Georgia College, and Lake Sinclair. This bright, modern home sleeps 5 and features high-speed WiFi, smart TVs, a fully stocked kitchen, and comfortable bedrooms designed for easy, relaxing stays. ☀ 5 min drive to Downtown Milledgeville ☀ 5 min drive to GCSU ☀ 10 min drive to Lake Sinclair Meredith and I are local hosts with 4.99★ ratings across our homes and hundreds of happy stays!

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4.99 out of 5 average rating, 130 reviews

A rustic barn with weathered wooden siding and a peaked roof, set on a sprawling green lawn. Trees line the background, and the barn features multiple doors and windows, contributing to its traditional country aesthetic.

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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.

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A two-story craftsman cottage features a blue metal roof and white clapboard siding. The front porch is framed by square pillars and includes a screened section. Neatly trimmed shrubs line the walkway leading to the entrance. Several windows allow natural light to enter the home.

4.87 out of 5 average rating, 138 reviews

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.

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5.0 out of 5 average rating, 122 reviews

Home in Eatonton

*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.

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An aerial view captures the lakefront home surrounded by lush greenery. The private pool is highlighted in the foreground, with a patio area equipped with lounge chairs. A separate pool house is positioned adjacent, enhancing the outdoor space with well-maintained gardens.

4.92 out of 5 average rating, 38 reviews

Lakefront Retreat with Pool and Room For Everyone!

Welcome to your perfect getaway on the shores of Lake Sinclair! This stunning six-bedroom, 4.5-bath lakefront home offers breathtaking views, a private pool, and unbeatable convenience—just minutes from downtown Milledgeville, shopping, dining, golf, and more. Whether you’re here for a family vacation, a friends’ getaway, or a relaxing retreat, this lakefront paradise has everything you need—including a private pool house for those who value their own space.

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Superhost

The exterior of the two-bedroom home is surrounded by lush greenery, showcasing a welcoming entrance. A screened-in porch with rocking chairs offers shaded seating, while large windows allow natural light to illuminate the interior. The rustic exterior features a combination of wood siding and a metal roof.

Cabin in Milledgeville

4.9 out of 5 average rating, 183 reviews

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!

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4.96 out of 5 average rating, 192 reviews

Home in Eatonton

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.

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4.96 out of 5 average rating, 136 reviews

A serene lake is depicted, featuring calm waters reflecting a dynamic sky filled with fluffy clouds. Lush greenery borders the shoreline, creating a peaceful natural setting. The gentle slope leading to the water enhances the accessibility of this tranquil outdoor space.

Home in Eatonton

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.

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Tiny home in Milledgeville

A rustic wooden cabin features a welcoming front porch with a small entrance. Surrounding greenery enhances the natural setting, while gravel and concrete pathways provide access. The cabin's simple design is complemented by large windows, allowing for natural light to filter into the space.

4.98 out of 5 average rating, 249 reviews

Cozy Wooded Cabin w/ Tub, Rain Shower & Pergola

Fall Tiny House Hideaway! 🍂 Escape to this Milledgeville gem in a quiet retreat just 5 mins from downtown. Embrace the crisp autumn air with cozy evenings by the fire pit or relaxing under the pergola. Indoors, soak in the luxury tub with a Smart TV, or step outside for a rinse in the private outdoor rain shower under the stars. Perfect for couples or friends looking to sneak away, connect, and enjoy the season!

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