Vacation rentals with outdoor seating in Thomasville

The Cottage at Grand Oaks Plantation

The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

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.

The Jewel of Thomasville - Sleeps 10 + game room!

Relax with the whole family at this charming farmhouse in the heart of Thomasville, GA. The house was lovingly remodeled with modern details to provide a luxurious yet charming feel. Located on over a half acre in a highly sought after neighborhood, you can unwind into the beautifully decorated and well equipped home, or retreat to the private patio or game room. Although shops and top restaurants are only a 3-5 minute drive away, the area feels peaceful and secluded.

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 Quail Cottage (Downtown Thomasville)

“The Quail Cottage" has a convenient location less than 4 blocks from all the shopping/restaurants on famous Broad Street! This renovated bungalow is full of charm and complete with everything our guests need. Great curb appeal with rocking chair front porch and exterior patio lighting. Your dates not showing? We also own Southern Charm (3 Bed/2 Bath). We will try to accommodate you as best as we can. Just send us a message & read our many 5 star reviews!

Maple Tree Cottage - close to downtown

Forget your worries in this simple and serene space. Just a short walk and you'll be enjoying all the charm that downtown Thomasville has to offer. Our home welcomes you with 2 bedrooms, each with queen size beds, and 1 bathroom. All of your day-to-day conveniences are available in our home allowing you to settle in like it's yours. The home is located just blocks away from all of the shopping and restaurants on Broad Street.

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Private Hot tub, Adjusting Kingbed, Gated Property

Please read all! Walking distance from Historic District that's famous for Ghost tours, Good Eats, Antique shopping, Live theatre & Music on weekends! BE SURE TO ADD PET & Any Guest with you UPON Booking! (list service animals as guest). [Smoking Outside Only - medical as well!!!] Pet Fees are per stay - Reduced for returning guests - send booking inquiry 1st to get 50% discount; also given to 1 night booker with 1 pet.

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.

Executive Suite on Park Ave.

This is the most elegant and tranquil 1250 Sq ft. of pure comfort! It features a library quiet central smart H & A. system (not a window air) can be set to 70 in the summer and 68 in the winter. Large one bedroom with a Tempur-pedic luxury king size bed . 7 ft glass shower . Sofa can be used as an Extra long twin. Full kitchen with dishwasher

Southland Cottage - Walk to Historic Downtown

Discover Southern charm in our cozy cottage, nestled in the heart of the Love Street historic district, just blocks from downtown Thomasville. Perfect for a getaway, our retreat offers modern amenities and a peaceful atmosphere. Experience the South's timeless allure and hospitality during your stay with us. We look forward to hosting you!

Wimsam Carriage House

Enjoy the South Georgia pines and magnolias in this well-stocked, comfortable, & family-friendly carriage house. Just minutes from Thomasville's historic downtown district, this apartment features an open floor plan, nine acres of wooded trails, ample yard space, and gated entry.