Vacation rentals in Boston

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Top-rated vacation rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view showcases a rustic cabin situated by a serene private lake. The reflection of the surrounding trees is visible on the water's surface. A spacious porch with a roof extends towards the lake, offering a peaceful spot for relaxation.
Cabin in Pavo
4.97 out of 5 average rating, 343 reviews

Cabin on Lake Nichols

Enjoy a comfortable retreat in a historic 1930s cabin overlooking a 350-acre private lake. This fully renovated farmhouse features its original beadboard. The historic touches, combined with all the modern amenities, make this the perfect destination for those seeking to enjoy a getaway into nature and fishing experience. The lake is loaded with largemouth bass, catfish, speckled perch, bream, and bluegill and is only otherwise available by very limited membership. See more on IG @lake_nichols

Guest favorite
A welcoming entrance features a white wooden facade with a classic porch. Two rocking chairs sit on a brick pathway leading to a front door adorned with a wreath. Sunlight filters through nearby trees, creating a serene outdoor atmosphere.
Home in Thomasville
4.93 out of 5 average rating, 208 reviews

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.

Top guest favorite
A well-appointed kitchen features modern white cabinetry paired with warm wooden elements. Natural light streams through two windows, illuminating the marble countertop and creating a welcoming atmosphere. Open shelving displays decorative items, while a subtle area rug adds texture to the wooden floor.
Home in Thomasville
5.0 out of 5 average rating, 45 reviews

Charber Farm Cabin

A tranquil retreat nestled at the back of a 20-acre Pinetree farm. Here, you’ll experience the calming sounds of nature, with the occasional rooster crowing and the gentle mooing of cows in the distance. A few times a day, you can enjoy the picturesque sight of a train passing by, adding a touch of nostalgia to the setting. Whether you're enjoying a morning coffee on the porch or unwinding at sunset, the peaceful rhythm of the farm life invites you to slow down and reconnect with nature.

Top guest favorite
A spacious open living area features wooden walls and warm lighting. Comfortable seating is arranged around a coffee table. An indoor fireplace is visible next to a flat-screen TV. A modern kitchen area with a bar and stools is present, enhancing the cozy atmosphere.
Cabin in Boston
5.0 out of 5 average rating, 61 reviews

Cozy cabin in the Georgia pines! Retriever kennels

No neighbors on 30 acres of woods in the beautiful town of southern charm, Boston Georgia, 20 minutes from downtown Thomasville Georgia. A modern but retro cabin in the pine forest with all the modern luxuries including full kitchen, gas indoor fireplace, outdoor natural fireplace, outdoor shower, very comfortable beds, fast WiFi, smart TV. A great hideaway from the craziness of life. NON-SMOKERS ONLY! NEWLY ADDED FOUR COVERED RETRIEVER KENNELS 6x6x10 FT. I WILL BE BOW HUNTING NOV-JAN.

Top guest favorite
The exterior of a charming cottage is visible, situated on a serene lakeside. Lush greenery surrounds the property, with tall trees providing shade. A flag is displayed prominently near the entrance. The tranquil lake is reflected in the background, adding to the peaceful ambiance.
Cottage in Thomasville
5.0 out of 5 average rating, 35 reviews

Lakefront 2 Bedroom Cottage with Indoor Fireplace

Adorable cottage located on a 1.3 acre lot directly on Lake Riverside. We are an easy 15 minute drive to quaint, historic downtown Thomasville. You will enjoy the old brick streets with many wonderful boutiques, coffee shops and amazing restaurants! Fish on the huge dock including a fish cleaning table with water. After a long day shopping, relax by the fire pit or curl up in a quilt on the screened patio overlooking the lake. Step back in time…soak in nature, relax and unwind!

Top guest favorite
The large open kitchen is highlighted by modern appliances and an island with seating. Exposed brick walls and wooden flooring add warmth, while the seating area features a comfortable couch with natural light streaming in from the windows. A decorative rug enhances the inviting space.
Loft in Thomasville
5.0 out of 5 average rating, 66 reviews

The Jerger - Amazing loft in the heart of downtown

Experience everything historic downtown Thomasville has to offer all within walking distance - including the Ritz Amphitheatre, award winning restaurants and locally curated shops. The Jerger sits atop what was once Georgia's oldest jewelry store (Jerger Jewelers) and is now a working leather shop, SouthLife Supply. Its mid-century modern design boasts custom high end finishes, 200 year old heart pine floors, exposed brick walls and a breath taking view downtown.

Guest favorite
A well-equipped kitchen is shown, featuring white cabinetry and a spacious countertop. Modern appliances, including a microwave and dishwasher, are positioned for convenience. A window provides natural light, and a decorative mat adds a touch of color to the floor.
Home in Pavo
4.95 out of 5 average rating, 63 reviews

Remodeled Farmhouse!

Take it easy at this unique and tranquil getaway. Recently remodeled farmhouse; close to Thomasville, Moultrie, Valdosta. Pet friendly. Want to get out in the country to the peace and quiet but be close to cities listed above. Book this beautiful farmhouse in Pavo, Georgia and enjoy the country life. Nestled by the fields and beautiful view; that is what you will find. Two bedroom; 1 bath, 3 beds and plenty of parking. King bed, twin and full size

Top guest favorite
The exterior of the cottage is depicted, featuring a light blue facade with white trim and dark window shutters. The entrance is framed by two symmetrically placed steps leading to the front door. Lush greenery and manicured shrubs are positioned along the pathway, enhancing the inviting appearance.
Cottage in Thomasville
5.0 out of 5 average rating, 132 reviews

Southland Cottage - Walk to Historic Downtown

Experience Southern charm in this cozy cottage in Thomasville’s historic Love Street district, just blocks from downtown shops, restaurants, and local attractions. Whether you’re planning a weekend getaway, visiting family, or traveling for work, you’ll enjoy modern amenities, a peaceful setting, and a convenient location. Relax, explore downtown Thomasville, and experience the warm hospitality of South Georgia. We look forward to hosting you!

Top guest favorite
Tiny home in Thomasville
4.97 out of 5 average rating, 100 reviews

Home Sweet Bookings

Home Sweet Bookings at Ariana's Place in a rare gem located in the perfect spot in Thomasville, Ga. We have put so much love and dedication into making this home feel like your home. Ariana's Place has fast WIFI, HUGE washer and dryer, full kitchen with all pans and utensils, Large televisions in each room, and a huge deck for entertaining. Stay one night or stay longer. We want this stay to be a memorable one.

Top guest favorite
The charming exterior of a blue house is displayed, featuring a gabled roof and an inviting orange door. A landscaped walkway with newly planted greenery leads up to the covered porch, which includes a small seating area. Sunlight brightens the scene.
Home in Quitman
4.96 out of 5 average rating, 380 reviews

small town living

Enjoy the laid back. simple, life of a small southern town. Our old house with hardwood floors, nice comfortable furniture, and vintage decorating choices is perfect for a leisurely get away or business. Great stay for travel nurses or others working temporarily in the area, or just a layover during travels. An air mattress and pack and play are also available. We do allow pets with a pet fee and rules.

Top guest favorite
The charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.
Home in Tallahassee
5.0 out of 5 average rating, 174 reviews

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.

Top guest favorite
The entrance features a stylish door framed by lush greenery and elegant planters. Clear glass panes allow natural light to illuminate the entryway, enhancing the welcoming atmosphere. The semi-gloss finish of the door contrasts gently with the natural wood siding.
Home in Thomasville
4.99 out of 5 average rating, 258 reviews

Executive Suite on Park Ave.

This is the most elegant and tranquil 1250 Sq ft. of pure comfort in Thomasville. 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

Popular amenities for Boston vacation rentals