Vacation rentals in Damascus

Cozy in Colquitt

Cozy in Colquitt is the perfect oasis for you to come to browse the unique shops of small-town America, visit family, walk the square, enjoy our local play Swamp Gravy, peruse the murals, and meet gracious Southern people. Built in the 1950s, it was recently restored to bring a unique style that is comfortable yet beautiful for you to enjoy. Sleeps 6 with 3 bedrooms (each with private bath), half bath, laundry, sunroom, large open kitchen, plenty of parking. Master (king); guest rooms (queens).

Home in Heart of Headland

Quaint cottage located on the grounds of the beautiful and historical Covington Home that was built in 1902. Headland, AL better known as the “Gem of the Wiregrass” was rated one of the safest cities in AL in 2019 and is a designated Main Street community. The cottage is walking distance to the square where you will find soft music playing as you stroll the streets, picturesque oak trees, stylish boutiques and cuisine to fit any taste pallet. It is less than 10 miles to the Dothan Airport.

Peaceful, clean and cozy cabin to unwind and relax

Relax and unwind at Cottontail Cottage snuggled in the South West Georgia countryside at Fallen Pines Farm and Rabbitry. Sleep tight on a king size bed with a deep, pillow top mattress and squeaky clean 100% cotton sheets. Relax with a coffee in the am or glass of wine in the pm on the porch. We are located 8.5 miles from central Blakely, Georgia and 25 miles from central Dothan, Alabama. Tahoma Plantation, Kolomoki State Park, White Oak Pastures, Still Pine Vineyard are all close by.

Country Farmhouse Pool Private Wooded Estate

4000 Square Feet 5 Bedroom (includes 2 Master En-suites) Sleeps 12 4.5 Bath (includes Jack & Jill connected Bath) Wet Bath (walk-in shower) 3 Fireplaces 2 Living Rooms Dining Room Coffee & Tea Bar Office Pet-Friendly (limit 2) Wi-Fi 2 Smart TV’s (Large Family room & Screened Porch) Bumper Pool Table/ Card Table Gunite Pool Screened Porch 2 Car Drive-In Carport Ample Parking for Camper/Truck/Trailer (no Semi’s) Located 7 miles to Blakely city limits. 5 minutes to Blakely Airport

Cozy Cottage in the Pines

Enjoy a quiet stay just outside of town on a farm! Listen to the breeze whisper through the pines and relax in this peaceful country setting. The cottage is 2 miles north of Cottonwood and is just under 10 miles to The Ross Clark Circle in Dothan. Dothan has a lot to do…..shopping, dining, and entertainment. Also, the cottage is only a few miles from the Florida line and the Georgia line if you’re going there for something fun! WiFi is fast so working from the cottage is easy as well!

Charming 1BR House - 30 mins to Albany GA

• 1-bedroom home with rustic charm, open layout, and workspace • Modern bathroom with rainfall shower and premium fixtures • Fully equipped kitchen with utensils and refrigerator • Covered front porch for relaxing or remote work • Quiet small-town setting, 30 minutes from Albany, GA • Ideal for long-term stays — great for remote workers, travel nurses, or contractors • This is Unit A — book both units for crew or group stays • Fast Wi-Fi and monthly discounts — message for details

Cottage in the Woods that Sleeps 10

Raven’s Rest is nestled on 3 wooded acres in Cedar Springs, Georgia, a stone’s throw from the historic town of Blakely and the majestic Chattahoochee River. This newly renovated 2-bedroom, 1-bunkroom, 1-bath, 1-outdoor shower, cottage comfortably sleeps 10 people. We cater to weekend hunter and outage worker groups, as well as families and executives. With few lodging options in our area, Raven’s Rest is a versatile property that can accommodate many different lodging needs.

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.

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

Barndo“mini”um

Peaceful, private country retreat with beautiful views and friendly cows in the backyard. Enjoy your morning coffee on the porch swing and relax in the ultra-comfy bed after a quiet, restful night. Includes full-sized fridge, microwave, toaster oven, TV, Wi-Fi, and full bathroom. Just 10 minutes from Farley Nuclear Plant and 13 minutes from Southeast Health. Perfect for relaxing stays or quiet work trips. Come enjoy our little slice of paradise!

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

Reel Paradise II

Forget your worries in this spacious and serene cottage. This 1 bedroom cottage is the perfect place to unwind and unplug after a long day of work or play with tranquil views of the Flint River. Cottage features a back porch area, private parking for you and your boat along with upscale amenities that include high speed internet, large grill along with a green egg. The property also features a boat dock for you boating adventures.