Cottage vacation rentals in Thomasville

An outdoor patio area is shown, featuring a circular table surrounded by four chairs, all situated under a blue and white striped umbrella. A large area rug lies on the wooden deck, complementing the greenery from the surrounding trees and backyard.

4.87 out of 5 average rating, 39 reviews

Georgia Blue Cottage

This quaint and cozy updated 1940's home is tucked away in the heart of Thomasville. It's centrally located to downtown restaurants, museums, and parks. The fenced patio comes with a BBQ Grill for outdoor dining or if you prefer indoor dining we got you covered. The spacious living room has a great couch that can double as a queen bed and the bedrooms are decorated for rest and relaxation with dedicated TV's. The kitchen is equipped with the basic necessities. Come enjoy this beauty and charm.

4.97 out of 5 average rating, 380 reviews

Cottage 308-Walk to Downtown-Historical-King Bed

Welcome to Cottage 308! This adorable 1863 historical home is loaded with charm! Come enjoy its' towering tall ceilings, arched doorways, and quaint spaces for your perfect get away! Located in peaceful, Victoria Place and within walking distance of the brick streets of downtown Thomasville. This one bedroom, one bath home hosts a king bed, lovely walk in shower, fully furnished kitchen, laundry room and coffee bar! All the charm of this home awaits you to make your stay one of a kind! Welcome!

5 out of 5 average rating, 8 reviews

A private pool is surrounded by a wooden deck, featuring a clear blue surface reflecting the sky. Colorful pool floats and towels are neatly arranged on the deck, providing a welcoming space for relaxation. Lush trees and open green areas extend beyond the pool.

Cottage in Havana

D’town Restaurants & Shops & Pool!

King Bed,2.65 acres,Private pool,Dogs OK-$50 non refundable pet fee. 20 min to Tallahassee for sport events, colleges, legislation & business. A taste of Old FL with country breezes & wide open spaces. Stroll to quaint antique shops & eat in our cute cafes. Learn about “The Old Spanish Trail” & the many antique tobacco barns in the area. Cool off in our lovely pool or read under sprawling centuries old Oak trees. End the day at the firepit with a glass of wine or cup of cocoa. Relax & recharge

4.94 out of 5 average rating, 129 reviews

Cottage in Monticello

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.

4.95 out of 5 average rating, 185 reviews

A serene view of a small, privately owned lake surrounded by lush greenery and trees. The calm water reflects the blue sky, and various birdhouses are positioned along the shore, inviting local wildlife.

Cottage in Tallahassee

Twisted Pine Lake Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

A well-maintained garden area features lush greenery, colorful flower beds, and a wooden deck. Illuminated by warm lights from the cottage, a seating arrangement with black metal chairs and a small table is visible among the landscaping, enhancing the outdoor experience.

5 out of 5 average rating, 199 reviews

The Fern Leaf Cottage

Nestled in a residential neighborhood overlooking the owners beautifully designed and maintained garden is The Fern Leaf Cottage. You will have your own private drive to access the cottage. The Cottage is cozy and comfortable. Every detail is addressed and the decor will make you feel right at home. There is a small kitchenette furnished with a microwave, Keurig coffee maker, toaster, and small refrigerator. A great bonus is the little screened in porch complete with rocking chairs.

4.96 out of 5 average rating, 53 reviews

A hallway leads into a studio kitchen area, showcasing a combination of brick and white cabinetry. A small plant sits beside a wooden stump, adding a touch of greenery. Recessed lighting illuminates the space, highlighting the vaulted ceiling with wooden beams.

Cottage in Ochlocknee

Delightful renovated summer kitchen

This cute summer cottage is located 15 min north of Thomasville GA and approximately 45 min from Tallahassee. If your looking for a country getaway this is the place for you. The cottage is surrounded by old pecan trees and by lovely cotton fields. This studio apartment has a queen size bed, full sized sofa, and a kitchenette. The bathroom has a full tub\shower. There are spacious porches on two sides of the cottage with a lovely swing. Very close proximity to our house! Note pics

5 out of 5 average rating, 13 reviews

A luxurious swim spa bubbles invitingly on a wooden deck, adjacent to a contemporary cabin with a rounded roof. An umbrella provides shade over a seating area, and trees envelope the property, enhancing the serene outdoor setting.

Cottage in Havana

Lakefront retreat!

Escape to peace and serenity at this beautiful retreat located in the gated wildlife community of Lake Tallavana in Havana, Florida. Unwind on the deck or in the luxurious swim spa while enjoying breathtaking sunsets over the lake. Bring your fishing gear to cast a line right off the dock or take a leisurely boat ride on the calm waters. Whether you're seeking a romantic escape, a family vacation, or a solo retreat, this Lake Tallavana home provides an unforgettable experience.

4.95 out of 5 average rating, 100 reviews

The entrance door stands open, revealing a welcome mat in front of a concrete driveway. Green plants are positioned near the entryway, with a glimpse of the surrounding outdoor space visible in the background.

Cottage in Moultrie

Ode to Easy

Ode to Easy is located in the sweetest historic town of Moultrie, GA less than 1/2 a mile from downtown and the Moss Farms Diving facility. Fully renovated with great intention, this stand alone cottage is cozy, clean, and the perfect space for you to steal away for the night or stay awhile. A few blocks from the park and within walking distance to downtown, you will have access to Moultrie's downtown eateries and scenic views like the Great Tree and the beautiful Courthouse.

4.89 out of 5 average rating, 121 reviews

The exterior of the cottage is framed by large oak trees adorned with Spanish moss. A welcoming front porch features comfortable seating, while well-maintained bushes and plants create a pleasant entrance. The cottage's light-colored siding contributes to its charming appearance in the peaceful residential setting.

Cottage in Monticello

The Knotted Oak Cottage- Fenced & Dog Friendly

Enjoy this cozy “dog friendly” 2 BR cottage on a quiet residential street in the heart of Monticello’s historic district. This cottage is an easy walk to downtown and is ideal for couples or friends for a relaxed getaway. Well-behaved potty trained dogs ( max 2) are welcome! The cottage has a fenced in yard and is located on a perfect street for dog walking. The cottage front porch is the perfect place to unwind with a cocktail before walking to dinner. On Instagram too!

A modern kitchen features light gray cabinets and a spacious wooden island with seating. A farmhouse sink is positioned beneath a large window, allowing natural light. Neatly arranged dishes and glassware are displayed on open shelves, contributing to a functional and inviting cooking space.

5 out of 5 average rating, 8 reviews

Cottage with private outdoor oasis

Whether you are in town for business or visiting family this private oasis will be your favorite home base. Recently remodeled, this home has amazing upgrades in the kitchen. 2 perfectly sized bedrooms (1 King, 1 Queen) and an incredible outdoor space. The home has been tastefully decorated and is well stocked with everything you will need. 1,344 square feet inside, includes a sunroom with a dedicated work space, and private outdoor seating for a retreat like no other.

The entrance features double glass doors framed by potted ferns and a pumpkins. A welcome mat displays the name 'Hoodwood' and is situated on a dark wooden porch, complemented by a muted green exterior and subtle lighting fixtures on either side.