Holiday rentals in Boston

Cabin on Lake Nichols

Enjoy a comfortable retreat in a historic 1930s cabin overlooking a 350-acre private lake. This fully renovated farmhouse features its original beadboard. The historic touches, combined with all the modern amenities, make this the perfect destination for those seeking to enjoy a getaway into nature and fishing experience. The lake is loaded with largemouth bass, catfish, speckled perch, bream, and bluegill and is only otherwise available by very limited membership. See more on IG @lake_nichols

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.

Hollybourne Cottage

Welcome to Hollybourne Cottage, a cozy, quiet getaway in the heart of Thomasville. Perfectly located just a short drive from charming local shops and exceptional dining, this elegant retreat offers the best of Southern charm! Beautiful MacIntire Park is only a short walk away, or settle in for a relaxing evening with games, TV, or a dedicated desk space, ideal for remote work. Whether you're visiting for a weekend escape or an extended stay, you'll feel right at home at Hollybourne Cottage.

Charber Farm Cabin

A tranquil retreat nestled at the back of a 20-acre Pinetree farm. Here, you’ll experience the calming sounds of nature, with the occasional rooster crowing and the gentle mooing of cows in the distance. A few times a day, you can enjoy the picturesque sight of a train passing by, adding a touch of nostalgia to the setting. Whether you're enjoying a morning coffee on the porch or unwinding at sunset, the peaceful rhythm of the farm life invites you to slow down and reconnect with nature.

Cozy cabin in the Georgia pines! Retriever kennels

No neighbors on 30 acres of woods in the beautiful town of southern charm, Boston Georgia, 20 minutes from downtown Thomasville Georgia. A modern but retro cabin in the pine forest with all the modern luxuries including full kitchen, gas indoor fireplace, outdoor natural fireplace, outdoor shower, very comfortable beds, fast WiFi, smart TV. A great hideaway from the craziness of life. NON-SMOKERS ONLY! NEWLY ADDED FOUR COVERED RETRIEVER KENNELS 6x6x10 FT. I WILL BE BOW HUNTING NOV-JAN.

Lakefront 2 Bedroom Cottage with Indoor Fireplace

Adorable cottage located on a 1.3 acre lot directly on Lake Riverside. We are an easy 15 minute drive to quaint, historic downtown Thomasville. You will enjoy the old brick streets with many wonderful boutiques, coffee shops and amazing restaurants! Fish on the huge dock including a fish cleaning table with water. After a long day shopping, relax by the fire pit or curl up in a quilt on the screened patio overlooking the lake. Step back in time…soak in nature, relax and unwind!

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!

The Jerger - Amazing loft in the heart of downtown

Experience everything historic downtown Thomasville has to offer all within walking distance - including the Ritz Amphitheatre, award winning restaurants and locally curated shops. The Jerger sits atop what was once Georgia's oldest jewelry store (Jerger Jewelers) and is now a working leather shop, SouthLife Supply. Its mid-century modern design boasts custom high end finishes, 200 year old heart pine floors, exposed brick walls and a breath taking view downtown.

Remodeled Farmhouse!

Take it easy at this unique and tranquil getaway. Recently remodeled farmhouse; close to Thomasville, Moultrie, Valdosta. Pet friendly. Want to get out in the country to the peace and quiet but be close to cities listed above. Book this beautiful farmhouse in Pavo, Georgia and enjoy the country life. Nestled by the fields and beautiful view; that is what you will find. Two bedroom; 1 bath, 3 beds and plenty of parking. King bed, twin and full size

Southland Cottage - Walk to Historic Downtown

Experience Southern charm in this cozy cottage in Thomasville’s historic Love Street district, just blocks from downtown shops, restaurants, and local attractions. Whether you’re planning a weekend getaway, visiting family, or traveling for work, you’ll enjoy modern amenities, a peaceful setting, and a convenient location. Relax, explore downtown Thomasville, and experience the warm hospitality of South Georgia. We look forward to hosting you!

small town living

Enjoy the laid back. simple, life of a small southern town. Our old house with hardwood floors, nice comfortable furniture, and vintage decorating choices is perfect for a leisurely get away or business. Great stay for travel nurses or others working temporarily in the area, or just a layover during travels. An air mattress and pack and play are also available. We do allow pets with a pet fee and rules.

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautiful 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large swimming pool. There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.