Holiday houses in Toomsboro

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Toomsboro

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A charming cottage-style guesthouse is visible, featuring a light green exterior and intricate white trim. The double front doors are framed by decorative elements, while lush greenery and seasonal decor, including a pumpkin, enhance the inviting entrance.
Guesthouse in Dublin
4.97 out of 5 average rating, 196 reviews

Adorable 1-bedroom guesthouse on the river

Kick back and relax in this calm, stylish woodland space. Just 7 miles off 1-16 on the Oconee River. Dublin is 15 min. away. Carl Vinson VA Hospital and Fairview Park Hospital 20 min. away. Southern Pines 12 min. Extra large bedroom with queen bed and loft. Can accommodate at least 4 adults, 2 small children. Full kitchen with bar. Amenities include internet, cable, VCR. Air& heat. All linens, dishes, and cookware provided. Apartment located above separate garage. Community boat ramp available.

Top Guest favourite
Home in McIntyre
5 out of 5 average rating, 11 reviews

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.

Guest favourite
Cabin in Macon
4.84 out of 5 average rating, 296 reviews

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

Guest favourite
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.
Home in Milledgeville
4.87 out of 5 average rating, 136 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.

Top Guest favourite
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.
Tiny home in Milledgeville
4.98 out of 5 average rating, 243 reviews

Cozy Wooded Cabin w/ Tub, Rain Shower & Pergola

Summer Tiny House Hideaway! ☀️ Escape to this gorgeous Milledgeville gem, tucked in a cool, wooded retreat just 5 minutes from downtown. Beat the summer heat with a refreshing rinse in your private outdoor rain shower under the stars, or hide out in the crisp AC and soak in the luxury indoor tub with a Smart TV. End your warm summer nights cozying up by the fire pit or relaxing under the pergola. Perfect for couples or friends looking to sneak away, connect, and unwind!

Top Guest favourite
Tiny home in Irwinton
4.99 out of 5 average rating, 204 reviews

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.

Guest favourite
The exterior of a single-story guest house is presented, featuring a simple gray façade with white trim. Steps lead to a central entrance door flanked by two windows, each with shutters. Neatly trimmed bushes surround the base, and trees provide shade in the background.
Home in Jeffersonville
4.88 out of 5 average rating, 465 reviews

"Wimberly Plantation-Gleesom Hall" 3br Guest House

Charming guest house located on the grounds of historic "Gleesom Hall", an antebellum home built in 1844. There are 27 acres to enjoy, with azaleas, dogwoods, camellias, honeysuckle, and wildlife. Located within 25 minutes of Downtown Macon or Warner Robins AFB, and 35 minutes from Dublin. Gleesom Hall is inhabited by 7th and 8th generation descendants of the original family. Great place for enjoying country peace and quiet in a wonderful, historic setting.

Top Guest favourite
The exterior of a charming white cabin is showcased, featuring a steeply pitched roof with wooden accents. Lush greenery surrounds the property, providing a serene setting. A welcoming entrance with a small set of steps is visible, leading to broad windows that invite natural light.
Cabin in Montezuma
4.97 out of 5 average rating, 173 reviews

Oasis Ridge Cabin - Overlooking Pond

Only 15 min. From I-75, Nestled in a private natural setting, this 2-bedroom, 2-bathroom cabin offers a tranquil escape. Unwind on the furnished patio, gather around the fire pit, or enjoy a barbecue on the outdoor grill. The spacious yard, flatland and hillside areas provide ample space for family fun. Stroll through the greenery, relax by the pond, or simply soak in the serenity of the surroundings. Create lasting memories in this family-friendly retreat.

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
4.89 out of 5 average rating, 179 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!

Top Guest favourite
A cozy living area is highlighted by a light-colored sofa adorned with colorful cushions. A wooden table is positioned beside the sofa, while a small television sits atop a vintage-style stand. Indoor plants and artwork bring a touch of natural warmth to the space.
Place to stay in Irwinton
4.97 out of 5 average rating, 68 reviews

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.

Guest favourite
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
4.96 out of 5 average rating, 133 reviews

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

Top Guest favourite
A spacious, private waterfront lot is depicted with lush greenery and trees surrounding the area. Two docks extend into the water, alongside a private boat ramp. Kayaks are seen on the shore, with a tranquil lake view and a colorful sunset visible in the sky.
Home in Putnam County
4.95 out of 5 average rating, 57 reviews

Pet Friendly|FencedYard|Dock|Beach|PrivateBoatRamp

License STR2026 159. Two bedroom Lake Sinclair waterfront home with king bedroom plus bunk room sleeping up to 4 guests. Massive private fenced point lot includes private boat ramp, two large docks, pavilion with fire pit, and panoramic lake views. Paddleboard, kayak, pool floats, bucket golf, and cornhole provided. Updated kitchen with coffee bar, lake view, and back deck with propane grill.

Popular amenities for Toomsboro holiday rentals

  1. Airbnb
  2. United States
  3. Georgia
  4. Wilkinson County
  5. Toomsboro