Holiday rentals in Whigham

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Pope's Museum Guest House-privacy and beauty

Privacy, culture, history and rest. This 1-bedroom cottage has a stocked kitchen & bath as well as a bunk beds in a sleeper sofa. Step next-door and tour the nation's oldest art, women's history and veterans' museum. Whether staying for business, a relaxing getaway or a destination stop, this guest house will give you the best of both worlds. Located on 6 Acres, surrounded on 3 side by certified forest, there is lots of room to enjoy the environment or run your dogs in the fenced fields.

Little House on Broughton Downtown Bainbridge Stay

Located just four blocks from beautiful downtown Bainbridge, this one bedroom, one bath historic shotgun house was recently moved to Broughton Street from across town and fully renovated by your host. Enjoy a taste of an original tiny home with big personality! Home includes free wifi, fully equipped kitchen, and tips from your host on favorite local stops. Pet friendly stay perfect for walks through historic downtown Bainbridge for pets under 50 pounds with a $75 pet fee.

The Shed-King Bed-Boho - Cabin- Grand Piano- WiFi

The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

Countryside Cottage in Moultrie, GA

Enjoy a tranquil plantation experience just 15 minutes outside of Moultrie! This recently built Southern Living cabin is the perfect experience for you and a guest! Caroline’s cottage is located on Gin Creek plantation and RoseMott Vineyards. Also enjoy long walks around our vineyard and wedding venue property. There are two large ponds for you to enjoy as well! Be sure to check out our profile to look at our other two listings at Gin Creek!

Loblolly Haven - One

Forget your worries in this spacious and serene space. This one bedroom apartment is located on the east side of Cairo. It’s just a short drive to Thomasville, Tallahassee and Bainbridge, and within minutes of several local motocross facilities. It features a small office for your convenience. It is adjacent to Loblolly - Two, if traveling with a group. Within walking distance, there is a bar, restaurant, convenience store and liquor store.

Cottage in the Woods

Newly listed in August 2025! Enjoy a private getaway in our 1,100 sq. ft. guest house, tucked at the back of a 3.5-acre wooded lot with your own driveway and entrance. Just minutes from Maclay Gardens, Lake Overstreet Trail, and Elinor Klapp-Phipps Park, it’s perfect for outdoor lovers who also want a peaceful place to unwind after a day at the Capitol or a big game at FSU. The house can accommodate up to two guests.

3BR Retreat w/ Firepit + Big Garden | Washer/Dryer

Welcome to Clifden, your peaceful Tallahassee escape. This spacious 3-bedroom home features a private master suite with garden views and direct patio access, a huge backyard with a firepit, and a screened terrace perfect for relaxing evenings. Enjoy movie nights on the large sofa with a flat-screen TV, cook in a fully equipped kitchen, and stay comfortable with A/C and heat throughout.

Studio(Unit5) at The Alderman

Tucked away within the beautiful Alderman building the Studio Unit is a perfect location to getaway. Located right off of “Georgia’s Downtown of the Year” you’ll be steps away from Bainbridge’s best in every way. The unit includes den-kitchen combo with shower/bath. There are stairs to access the queen bed loft. There is no elevator access.

Quiet Country: Entire Home 2 Bed /1 Office /2 bath

Great little place very quiet, remote in subdivision .. country . Price is a two for one - two rooms /2 bathrooms and an 3rd bedroom/sofa pull out office. Includes coffee bar, breakfast/ snack bar, kitchen, washer dryer , wifi ..

Country Cottage

Keep it simple at this peaceful and centrally-located place. Quiet, efficient and family friendly. Located centrally to Tallahassee FL, Thomasville GA and Bainbridge GA. Ample parking, all the comforts of home.