Vacation rentals in Toomsboro

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Top-rated vacation rentals in Toomsboro

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Top guest favorite
An outdoor area showcases a fenced in-ground pool surrounded by green grass. A covered gazebo is adjacent to the pool, featuring seating arrangements. Lounge chairs are positioned for relaxation, while trees provide shade in the background, enhancing the overall inviting landscape.
Farm stay in Eastman
4.99 out of 5 average rating, 128 reviews

"Shaka Laka" Guest House and Ranch

Come feel the magic of our renovated country guest house. It's a 2 bedroom, 2 bathroom, with a full kitchen, dining & living room. The master bedroom has a king bed and the 2nd bedroom sleeps 3 with a twin XL bunk bed and a separate twin XL bed. The master bath has a luxurious walk-in curbless shower & double vanity. The house is down a private drive after going through a security gate. Guests have use of our private in-ground pool (pools open) BBQ, fire pit, 40 acres, and 2 fishing ponds.

Top guest favorite
A friendly dog is seen standing on a grassy area near a rustic wooden fence. The background features greenery and a glimpse of a building, creating a relaxed outdoor setting. The space is well-kept, with small plants and bushes surrounding the fence.
Farm stay in Avera
4.98 out of 5 average rating, 376 reviews

Bashan Valley Farm

Unique country cottage. You have your own little cottage with I bedroom and loft and a small kitchen. There is also a beautiful pond for swimming, fishing or canoeing. A beautiful 1/2 a mile walk to Rocky Comfort Creek where you can fish or relax. Lots of animals around the farm. A kids paradise! Just come and enjoy a relaxing day in the country. A 15 min. drive to town and restaurants. There is no tv or WiFi in the cottage so be prepared to relax and reconnect with how life used to be!

Top guest favorite
A cozy living area features wooden walls and a high ceiling with exposed beams. Two comfortable sofas and a coffee table are arranged on a natural fiber rug. A stone fireplace is positioned beside a staircase leading to an upper level, with large windows providing views of the surrounding nature.
Cabin in Macon
4.85 out of 5 average rating, 246 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

Top guest favorite
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
4.98 out of 5 average rating, 152 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 people. Full kitchen with bar. Amenities include internet, cable, VCR. Air and heat. All linens, dishes, and cookware provided. Apartment located above separate garage. Community boat ramp available.

Top guest favorite
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.
Barn in Gray
5 out of 5 average rating, 110 reviews

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.

Superhost
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
4.86 out of 5 average rating, 127 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 favorite
A small cabin is nestled among lush greenery, with trees framing its sides. The structure features wood accents and a sturdy entrance, resting on a gravel path. Flowering plants surround the area, adding natural beauty to the secluded setting.
Tiny home in Irwinton
4.99 out of 5 average rating, 184 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.

Top guest favorite
The cottage features a welcoming yellow exterior with a covered porch. A pair of rocking chairs invites relaxation, while the front door with an ornamental window ensures easy access. The landscape includes freshly mowed grass and scattered shrubs, providing a serene outdoor environment.
Home in Cochran
4.99 out of 5 average rating, 172 reviews

Janelle’s Cottage

Janelle’s cottage is named after my Mom, Janelle Perkins. She was a public health nurse who had a great love for God and people. This is a handicap friendly home. We want you to enjoy the slower pace in Cochran Ga. This is a pet friendly home whether it’s the 4 legged kind or the feathered kind. They are welcome. We do not charge a pet fee or a cleaning fee. We are approximately 4 miles from Middle Georgia State University and approx. 30 minutes from Warner Robins.

Guest favorite
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, 419 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 favorite
Apartment in Macon
4.98 out of 5 average rating, 163 reviews

Live Like a Legend: Gregg Allman’s Former Home

★ "This place is beautiful. Very elegant mid century modern decor. Comfortable bed. Quiet Peaceful Space". ☞ Gregg Allman lived in this apt in early 1970's ☞ Walk Score 80 (Walk to cafes, dining, shopping etc.) ☞ Master w/ King ☞ Fully equipped + stocked kitchen ☞ Outdoor patio w/ dining ☞ Living Room w/ couch & extra chairs ☞ Record player + albums ☞ Central AC + Heating ☞ Parking available ☞ Smart TV Footsteps to Atrium Navicent Health and Downtown.

Top guest favorite
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
5 out of 5 average rating, 43 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.

Top guest favorite
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, 216 reviews

Cozy Cabin: Tub, Fire Pit, Rain Shower, Pergola

Reconnect with nature in this peaceful Milledgeville hideaway — just 5 minutes from downtown but tucked away in the trees. Enjoy a refreshing outdoor rain shower, soak under bubbles in the indoor spa tub with Smart TV, and cozy up by the fire pit under the stars. Perfect for couples, small families, or a weekend with friends.

Popular amenities for Toomsboro vacation rentals

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