Family-friendly holiday rentals in Milledgeville

Lake escape close to town! Bring the fam/dogs/boat

Whether here to relax at the lake, work or visit the schools, this is your perfect escape—right on the water! Fenced in, level walk to the lake. Rent a boat or bring your own. Short drive to grocery, restaurants, shops & downtown Milledgeville. For those needing work space - enjoy fast WiFi, desk & dual monitors. Family & dog friendly (upon approval and extra fee)—just bring the family, we’ve got the rest! Highchair, booster seat, pack’n play, sit-up chair, & games provided - we've been there!

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.

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.

Best Dam View at Sinclair! Big Water Pets Welcome

Lovely sunrises & moon views. 5 min to downtown, 2 min from The Club at Lake Sinclair & DG. Sleeps 6-8 people, (air mattresses/beds) Perfect for entertaining with outdoor dining areas. Fire pit with lots of seating. Big views of water & nearby sandbar, across from an island with beachfront space. Tons of amenities you may need, including a pack-n-play. For the hot-natured, white noise lovers we have large floor fans! Kayaks & paddleboards on site & Rubber Dockie that will entertain the kids.

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!

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.

Sleeps 8, Amazing Views, Prime Location, BIG WATER

Welcome to Sinclair Cottage, a truly unforgettable waterfront retreat on the stunning shores of Lake Sinclair. Perfectly situated in a PRIME location just minutes from Sinclair Marina, this beautifully appointed 4-bedroom, 2-bath home offers the ideal balance of relaxation, recreation, and upscale comfort. Whether you’re planning a peaceful getaway or a fun-filled family vacation, Sinclair Cottage delivers an experience that is nothing short of AMAZING.

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

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!

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