The Lakeside Residence

Tucked away in the heart of Jubilee Orchards, the Lakeside Residence is a one-of-a-kind retreat offering breathtaking views of Jubilee Lake and a perfect blend of rustic charm and modern luxury. Whether you’re looking for a relaxing escape or an outdoor adventure, this stunning home provides the ideal setting to unwind, explore, and reconnect with nature.

The Lakeside Residence – A Luxurious Retreat

Step outside, and you’ll find your own private pool and patio, complete with an outdoor kitchen and covered seating area—perfect for entertaining or simply soaking up the peaceful surroundings.

Beyond the residence, nature lovers will find plenty to explore. Jubilee Orchards is home to miles of scenic trails, perfect for hiking and biking through ancient Live Oak groves and Longleaf Pine forests. The lake is just steps away, where you can enjoy fishing, canoeing, or simply relaxing on the sunset dock. And if you visit in the right season, don’t miss the chance to pick fresh blueberries straight from the orchard.

While Lakeside Residence feels like a secluded retreat, it’s just a short, scenic drive from Tallahassee and Thomasville, GA, with canopy roads winding through Red Hills Plantations along the way. Whether you’re planning a weekend getaway, a family gathering, or an extended stay, this home offers the perfect mix of privacy, comfort, and outdoor adventure.

Book your stay at Lakeside Residence today and experience the beauty, tranquility, and luxury of Jubilee Orchards!

Spacious, Elegant, and Designed for Comfort

This custom-designed four-bedroom home is built for both comfort and style. With river pine floors and ceilings and exquisite pecky cypress paneling, every detail has been carefully crafted to create a warm, inviting atmosphere. The home features:

  • A large open-concept living and dining area with deluxe antique furnishings
  • A full kitchen with everything you need for home-cooked meals
  • A massive porch overlooking the lake, perfect for sipping coffee at sunrise or watching the sunset over the water
  • A master suite with two walk-in closets, a separate tub and shower, and a private sitting room with a TV and coffee bar
  • Smart TVs, high-speed internet, and full central heating and cooling for year-round comfort
(Note: Booking dates not available until October 2025)

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.

Let’s Plan Your Perfect Event

If you’re dreaming of a wedding, retreat, or celebration surrounded by nature’s beauty, Jubilee Orchards is the perfect setting. Contact us today to schedule a tour and start planning your unforgettable event!

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(850) 251-8317

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