Family Reunions at Jubilee Orchards

There’s nothing quite like bringing the whole family together in a place that feels special—somewhere peaceful, private, and full of opportunities to make lasting memories. Jubilee Orchards is that place. With beautiful cabins, a scenic lake, and hundreds of acres of outdoor space, our property is designed for families to reconnect, relax, and enjoy the beauty of nature.

A Place to Stay, A Place to Gather

Jubilee Orchards offers multiple lodging options, so whether your family is small or large, everyone has a comfortable place to stay. Our charming Governor Cabin, Longleaf Cabin, and Lakeside Residence provide a mix of rustic charm and modern luxury, accommodating groups of all sizes.

  • Lakeside Residence – Our largest rental, featuring four spacious bedrooms, a massive porch overlooking Jubilee Lake, a full kitchen, and a private pool with an outdoor kitchen—perfect for gathering and entertaining.
  • The Longleaf Cabin – A beautifully designed three-bedroom retreat with a screened porch, elegant furnishings, and a cozy firepit for evening stories and s’mores.
  • The Governor Cabin – A vintage log cabin with a rich history, offering a peaceful setting, scenic lake views, and a wraparound porch where families can sit and swap stories.
  • The Senator Cabin – A charming two-bedroom rustic getaway offering a mix of comfort and relaxation while enjoying the beauty of the orchards.

Book your Family Reunion today and experience the beauty, tranquility, and luxury of Jubilee Orchards!

A Gathering Place That Feels Like Home

Jubilee Orchards isn’t just a place to stay—it’s a place to experience. With 210 acres of breathtaking plantation land, lakes, and miles of trails, there’s something for everyone, from the youngest cousins to the grandparents.

  • Fishing, Canoeing & Paddleboarding – Spend the day on Jubilee Lake, stocked with bass and brim, or explore the water with a paddleboard or pedal boat.
  • Hiking & Biking – Take in the fresh air while exploring our scenic wooded trails, Live Oak groves, and Longleaf Pine forests.
  • Wildlife Watching – Spot everything from wild turkeys and deer to herons, hawks, and songbirds as you wander the property.
  • Seasonal Berry Picking – If your family visits in the spring or fall, enjoy the unique experience of picking fresh blueberries and pears straight from the orchard.
  • Outdoor Dining & Bonfires – Enjoy group meals under the stars with our outdoor grills and picnic areas, then gather around the firepit for a night of storytelling and laughter.

Reviews from our Cabin Guests

Dan
5/5 AirBnb Review: Mar 2025
Had a really good stay. Very relaxing and beautiful property!
Savana
5/5 AirBnb Review: Sept 2024
This beautiful place reminded me of home. I can’t thank them enough for the lovely time we had.
Kristen
5/5 AirBnb Review: Sept 2024
We had a lovely stay and highly recommend the cabin! Such an authentic setting. We would definitely come again!
Brian
5/5 AirBnb Review: Jul 2024
Amazing experience - rural getaway AND a real part of Florida’s history.
Keith
5/5 AirBnb Review: Jul 2024
The Senator’s cabin on Jubilee Orchards was everything we expected it to be. The 1824 cabin takes you back and really makes you think of who came before us. The grounds were peaceful and private. One of our favorite things was taking a long walk around the big pond, seeing tons of butterflies, birds, and the Asian pear orchard. The owners have signs to direct you around the loop which was most helpful. We had one issue with the a/c but it was corrected by the time we came back from dinner. Hosts are very nice and responsive.
Ross
5/5 AirBnb Review: Jun 2024
Place is special. Truly special. You'll love staying here!
David
5/5 AirBnb Review: May 2024
Great spot for a family vacation and getaway.
Holly
5/5 AirBnb Review: Mar 2024
The Senator's Cabin is remarkable in its preservation, providing a wonderful sense of history. The Governor's cabin, directly next door, looks equally genuine in its restoration. In between the two cabins is a large fire pit. Surrounding them is plenty of space for dogs and kids to run free. While we didn't realize the master bed is located in the "living room," it was actually a wonderful perspective. We felt comfortable and secure, lying at night under the high cabin ceiling gazing at beautiful, authentic wood work, imagining the Lawton's with the same perspective, nearly a century ago.
Maria Jose
5/5 AirBnb Review: Mar 2024
Our stay at the Senator Cabin was amazing. Great getaway for our family and dog!
Lisa
5/5 AirBnb Review: Oct 2023
We had an absolutely amazing stay at Jubilee. The property was amazing. It was great to be able to hike, sit in the porch with coffee in the morning and enjoy nature & chill around the fire pit at night. My dog loves the stay as well. The cabin is clean, cozy & well maintained. We really enjoyed the Blueberry jam that was gifted with our stay. Delicious. We look forward to coming back and bringing family for a weekend to unplug. We returned refreshed & relaxed. Amazing stay. Thank you Chiles family for opening up your cabins for us to enjoy
Tom
5/5 AirBnb Review: Oct 2023
We loved staying at the Senator cabin. The farm is very peaceful, with lots of wildlife, interesting plants and history. The cabin and surrounding grounds are beautiful, and the cabin itself is a work of art that is very comfortable.
Chad
5/5 AirBnb Review: Sept 2023
The cabin was an amazing place for my family to spend the weekend. The cabin and property were exactly what is described. The photos don’t do this place justice. Lawton was an excellent host. Very quick to reply. The owners of the property were one the kindest most accommodating couples we’ve had the pleasure of meeting in all our years of staying in airbnbs. Very happy with our stay!
Pamela
5/5 AirBnb Review: Sept 2023
This is a beautiful place to visit. The cabin is full of history and is almost like taking a step back in time. We are already talking about our next stay. We LOVED everything about this cabin.
Heidi
5/5 AirBnb Review: Jul 2023
We had a wonderful stay at The Senator. The cabin is so rustic and charming. You are surrounded by nature. The location is perfect if you are looking to visit Thomasville, GA, or Tallahassee. We would definitely stay here again!
Joshua
5/5 AirBnb Review: Jun 2023
Very therapeutic spot, no issues and very nice cabin, great get away if you want to be far from the constant flow of work/city life, the rain and thunderstorms added a nice touch to the cabin and sleep, a great recharge and the food options in town were great as well, would recommend if you want to get away and out your electronics/phones down for awhile.
Nicki
5/5 AirBnb Review: Aug 2021
We absolutely enjoyed every minute at the historic cabin. It retains so much of its historical charm while still providing a comfortable stay with all of the modern amenities you need. The beds and linens were comfortable and the bathroom shower and tub even felt luxurious. We spent some time exploring the property and it is just beautiful. Takes you back to old world Florida. We 100% want to come back in the fall or winter.
Daniel G.
5/5 AirBnb Review: Oct 2021
It's not a cabin...it's a museum!! Three words can describe our stay…A-MA-ZING!! Where the 19th century meets the 21st century! This amazing cabin is so cozy and comfortable with AC and WiFi but…you are staying in a cabin built in 1827!! It was incredible!! We slept so good and the bathroom was so nice!! The balance of old and new made this stay so memorable. The hosts were so nice and the property is so clean with so much acreage to explore!! We will be back!!
Ann
5/5 AirBnb Review: Apr 2021
Cozy, comfortable cabin in a remote but accessible location. Bud & Kitty have put lots of thoughtful touches and are very gracious. Good quality through out, very clean, nice linens, etc.
Allison M.
5/5 AirBnb Review: Jan 2022
Historic gem. Wow! This was an amazing experience. The history alone makes it special. When we arrived, the hosts has the light on and the fireplace going. The hosts were concerned about our comfort due to cold weather which was very thoughtful. Comfortable, spacious, and unique. Highly recommend. We will be back.
Lee & Hannalee
5/5 AirBnb Review: Aug 2021
Lawton’s place was beautiful! God’s creation surrounding us, trees, a pond, bird songs. It was clean and secluded and private.
Craig A.
5/5 AirBnb Review: Nov 2021
Wonderful hosts. Amazing cabin. Historic site.

Ready to Plan Your Family Reunion?

We’d love to help make your next family gathering unforgettable. Contact us today to reserve your dates and start planning your perfect reunion at Jubilee Orchards!

Call Us:

(850) 251-8317

Request a Quote