
Holiday rentals in Ocilla
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Top-rated holiday rentals in Ocilla
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The Farmhouse at Wiley Farms
Check out this unique and tranquil getaway. Wiley Farms is a working horse and cattle farm. During your stay, you can live the farm life and not have to do any of the work! The 109-acre farm is in full view from your back door. Many days you may catch some cowboys practicing rodeo events at the arena. A walking trail will be available soon. There is a very good chance you see deer, rabbits, racoons, ducks flying in to roost, along with the horses and cattle. All this, and only 3 miles from town!
4.99 out of 5 average rating, 138 reviews
The House on Central (updated photos)
Two story house located in local historic district on historic walking route. Only 4 blocks from center of town, local restaurants, downtown shopping, theater and arts center. Two miles from Walmart. House on Central is wood frame circa 1913. Free onsite private parking. Four spaces available but not suitable for campers or buses. No parking on grass areas. Very good WiFi 65” smart tv in family room. Samsung/Roku. Streaming apps Hulu, Disney, Prime available with your account. No pets No events
4.97 out of 5 average rating, 91 reviews
Lil' Red Cabin in Historic Fitzgerald, Georgia
Get away from the hustle and bustle of everyday life and enjoy a slower pace in Fitzgerald. Experience the “country life” with free range chickens and ducks roaming the property. Test your fishing skills and maybe you will have a great fish tale to carry home. Share stories and make memories while sitting around the fire pit. This quaint little cabin is only a few miles from historic downtown featuring brick streets, restored theatre, local restaurants, unique shops; and 30 minutes from I-75.
4.98 out of 5 average rating, 463 reviews
The Cotton Cottage 3bedroom Family friendly
3 BR family friendly! Located on GA Hwy 125N only 3 miles from I75 & 7 from Hwy 82. Minutes to grocery stores, restaurants & the welcoming town of Tifton. The Cotton Cottage is your warm country escape! This 1200 sq ft with central air/heat spacious children friendly cottage on an acre of land. Plenty of backyard seating with swing, gas grill and gas fire pit. Guests are welcome to their very own home away from home including wifi tv, full kitchen & screen porch. Easy keyless self checkin!
4.97 out of 5 average rating, 507 reviews
The Cypress House~Ranch-Style with a View
The Cypress House in rural Sycamore is a Ranch Style home laid out with Family and Fellowship in mind. Mr. Brown's Father built this spacious home in 1999 with cypress trees felled and split on his Farm. Furnished in 20th Century Classic Country style, it includes antiques used in everyday living plus modern amenities. Adding to its Charm are a Den fireplace, 2 porches with rocking chairs, 2 ponds, and a powered Gazebo. Located on 10 acres next to a 50 acre farm field. Access-Private Drive.
4.97 out of 5 average rating, 239 reviews
Home Away from Home
Pet friendly with gated yard. Your family will be close to everything with easy access to I-75, downtown, and Wiregrass Technical College. A spacious 1600 sq.ft in a family oriented neighborhood less than a mile to Harvey’s, Coffee Shops, and many other restaurants. You will only be a 3 minute drive to a thriving downtown, where you will find music, restaurants, and breweries. Just a short 15 minute drive to I75 and 3 minutes from Advent Health. This home is perfect for your longer stays.
4.78 out of 5 average rating, 18 reviews
Quiet Bungalow
A lovely one bedroom bungalow with a fabulous screened in porch for relaxing with a morning coffee. The house is located on a large lot surrounded on three sides by fence and trees to offer a wonderful private setting. Ample parking available for cars, trucks, boats and hard to fit vehicles. Comfortable queen bed and pull out sofa offer an ideal arrangement for a family of four. We love pets and welcome your well behaved fur babies to our home. Historic town with bike friendly roads.
4.88 out of 5 average rating, 616 reviews
Chaney Farms/Tall Oaks Cottage
Welcome to the Tall Oaks Cottage. This house was originally built in the 1960's and has been completely remodeled on inside and out. It is a quaint, one bedroom cottage- perfect for the couples. Our cottage is tucked away in the woods and off the beaten path. You will drive through a field road to get to the cottage; there is one way in and one way out. Enjoy the country while sitting on the front porch. You may see deer, opossum, rabbits, squirrels, etc, and get to hear birds singing.
4.94 out of 5 average rating, 197 reviews
The Project House
Built in the 1930’s as one of the Irwinville Farms project houses, it served originally as home to project farmer Randolph Martin, his wife Estelle, and their children, Frances, Betty, and Jimmy. The house and farm are still owned and operated today by descendants of the Martin family. The house is situated in the middle of a actively working farm consisting of row crops, such as peanuts, corn, cotton and cattle, so guest may experience sights, sounds, and smells that reflect such.
5.0 out of 5 average rating, 36 reviews
Private Pool & Hottub on Peaceful Duckpond retreat
Slow down and enjoy a peaceful stay at this comfortable 3-bedroom home tucked away in a quiet Tifton neighborhood—yet just 1 minute from I-75. The backyard is the star of the show. Relax in the screened-in porch, swim in the, soak in the tub, try fishing. Enjoy your morning coffee on the dock, and gather around the fire pit in the evening. Inside, you'll find three comfortable bedrooms, two bathrooms, a fully stocked kitchen, fast Wi-Fi, 4 TVs, and a dedicated workspace.
4.91 out of 5 average rating, 134 reviews
Historic Southern Home in the Heart of Fitzgerald
This southern home is located in the charming town of Fitzgerald, GA. Its in town location allows easy access to shops, dining, and events in Fitzgerald's historic downtown area. A spacious two story layout allows for a comfortable weekend visit or an extended stay. The large kitchen and dining area are perfect for gathering with friends and family. There is a fenced yard and the updated decor is tasteful and comfortable. Please contact me for extended stay requests.
4.97 out of 5 average rating, 145 reviews
The Yellow House in the Vineyards
Welcome to our little yellow house! This home is over 100 years old. It’s a quirky little thing with uneven floors and walls. Most of the house has its original walls and ceilings! It’s been added on to several times. We’ve given it lots of tender loving care to get it back to its beauty! You will love staying in this peaceful setting in our vineyards! While you’re here, be sure to visit our tasting room and store. We even have fresh fruit in season!
4.95 out of 5 average rating, 123 reviewsPopular amenities for Ocilla holiday rentals
Other great holiday rentals in Ocilla

Large updated historic home short walk to downtown
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Home in Fitzgerald
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Countryside Ranch with Picturesque View of Horses
5.0 out of 5 average rating, 21 reviews
The White House
5.0 out of 5 average rating, 76 reviews
*Newly Remodeled* The Southern Blue Hideaway
4.63 out of 5 average rating, 80 reviews
Historic Farm House, Ocilla, Georgia
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