Holiday rentals in Toomsboro

Adorable 1-bedroom guesthouse on the river

Guesthouse at TURKEY HILL COTTAGE Relax in this calm, stylish woodland retreat just 6 miles off 1-16 on the Oconee River. Dublin is 15 min. away, VA Hospital & Fairview Park Hospital 20 min. Southern Pines Rec. prk, 12 min. Extra large bedroom with queen bed and loft. Can accommodate at least 4 adults, 2 children. Full kitchen with bar. Amenities include internet, cable, VCR, HVAC. All linens, dishes, & cookware provided. Apartment located above separate garage. Community boat ramp available.

Granny’s House-3/2- 25ish min Milledgeville/Dublin

Welcome to Granny’s House; your peaceful and comfortable retreat. This charming 3-bed, 2-bath home is designed with families in mind and comfortably sleeps 7(up to 9) see notes on beds. The warm and inviting atmosphere makes Granny’s House feel like home. The layout includes two separate living spaces, giving your group plenty of room to spread out. The home is furnished with comfort and practicality in mind. Granny’s House is the perfect place to relax, reconnect, and make lasting memories.

Woodland Chalet w/ HOT TUB, Deck + Private Lake!

BNB Breeze Presents: Woodland Chalet! Set back into the rustic Georgia landscape, you will find your own private PET-FRIENDLY cabin oasis in paradise, built by Zook Cabins! Thankfully, you do not have to sacrifice modern comforts and amenities when staying at our 5-star property! Your stay includes: - HOT TUB! - Private 7.5 Acre Lake w/ Kayaks - River Access ​​​​​​​- Fire Pit w/ Seating + Wood Provided! - Dreamy Deck w/ String Lights + Cozy Lounge Furniture ​​​​​​​- Fully-Equipped Kitchen

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!

Historic Macon Luxury Lodge with updated decor

Nestled in the heart of town, our Historic Macon Lodge has everything you need to relax and feel like you have escaped into nature. 3 bedrooms, 2.5 bathrooms, with 2 stone fireplaces and large glass windows. There is a spacious backyard with a fire pit and breathtaking wooded walking trails to a nearby historic Grotto. This Lodge is perfect for romantic couples and families with small children. There will be no parties, groups or gatherings allowed. Please acknowledge in your message

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 Escape

Relax with the whole family at this peaceful place to stay. This home offers a place to get away and enjoy the views from your own private secluded lake. The house includes a king size bed with 2 additional bedrooms and 2 bathrooms. Enjoy the large patio with gas grill and plenty of outdoor space to explore. Bring your fishing pole and enjoy catching bass off of the new dock in the stocked lake. This house is the perfect place to get away and enjoy the outdoors.

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!)

The Hideaway Treehouse: Romantic Fireplace & View

Escape to The Hideaway in the Trees! 🌳 Spring brings birdsong through our massive picture window, just minutes from GCSU & downtown Milledgeville. Enjoy a cozy gas fireplace, queen bed, and rainfall shower. The kitchenette features a Keurig, cooktop, and toaster oven (no oven), plus a park-style BBQ and fire pit outside. With fast WiFi and cold A/C, it’s the perfect blend of childhood wonder and modern comfort. 🌿 Book your peaceful spring retreat today! ✨

Cottage at the Blue Goose

The Cottage at the Blue Goose is the perfect space to relax or work remotely. It's surrounded by established gardens full of perennials and native plants. From the front porch rocking chairs enjoy watching the the hummingbirds dart from flower to flower. The Cottage also has a Southern style screened in porch with haunt blue ceiling and lots of comfortable seating. Parking is under the lighted breezeway connected to the cottage.

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.

The Farmhouse

Peaceful farm house cottage. Enjoy a weekend in the country just a few minutes from Milledgeville, and a short drive to Dublin or Macon. Safe, warm, and cozy. You and your family will enjoy chickens crowing in the distance, watching horses graze from the front porch, and the spacious yard providing plenty of safe, secure parking.