Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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Top guest favourite
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, 327 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

Top guest favourite
The exterior of a converted grain silo is presented, featuring a rustic metal facade with a round roof and a weathered wooden porch. Surrounding landscaping includes green shrubs and flowering plants, creating a welcoming transition to the surrounding pastureland. The sky is overcast, providing a soft light over the setting.
Farm stay in Hahira
5 out of 5 average rating, 186 reviews

The Silo~Oak Hill Farm~Outdoor Tub Under the Stars

The Silo at Oak Hill Farm is located on a multi-generational Centennial family farm in rural South Georgia. Overlooking beautiful pastureland 5 miles from interstate 75, this converted grain silo is a perfect getaway for those who enjoy a farm setting. Designed with a modern farmhouse feel, it has all of the amenities of home with a little twist. *Please read about extra amenities/concierge services in “The Space” section* Come enjoy southern hospitality in a one of a kind overnight experience.

Top guest favourite
The entrance features a charming pathway lined with carefully arranged stones, leading to a welcoming porch adorned with white wooden doors. Lush greenery and shrubs frame the space, providing a serene atmosphere, while the screened-in porch invites relaxation under the surrounding trees.
Cottage in Monticello
4.95 out of 5 average rating, 147 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 185 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 favourite
A spacious living area features a comfortable sofa and a wooden accent chair. Natural light enters through double doors, highlighting a piano and various decorative plants. The ceiling showcases exposed beams, and neutral tones create a relaxed atmosphere, complemented by a minimalist TV console.
Cottage in Thomasville
4.97 out of 5 average rating, 527 reviews

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!

Top guest favourite
A charming home's exterior is featured, showcasing a white facade with large windows. The front porch is accessible, surrounded by shaded trees, creating a welcoming entrance. The spacious yard is fenced, offering a safe area for children and pets.
Home in Thomasville
4.97 out of 5 average rating, 132 reviews

Southern Charm (Kid’s Bunk Room)

Welcome to "Southern Charm"! A charming home featuring 3 bedrooms/2 bathrooms with plenty of room for all. Two beds feature queen mattresses and the 3rd is a “woodlands” themed bunk bed room perfect for children complete with toys/games/puzzles to play with. We hope you enjoy your stay! *Your specific dates not showing? We also own the Quail Cottage too. We will try to accommodate you as best as we can. Just send us a message & read our great reviews!*

Guest favourite
A spa is featured beneath a wooden deck, with water swirling actively. Soft lighting adorns the overhead structure, and a flight of wooden stairs is visible in the background. Lush greenery surrounds the area, enhancing the serene atmosphere.
Guest house in Monticello
4.92 out of 5 average rating, 100 reviews

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.

Top guest favourite
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, 364 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 favourite
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, 246 reviews

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

Top guest favourite
Cottage in Thomasville
5 out of 5 average rating, 115 reviews

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!

Guest favourite
A charming single-story home is surrounded by trees, featuring a spacious deck with seating areas. Two chairs are positioned on one side, while a dining table and chairs are located nearby. A gentle slope of grass leads to the deck, enhancing the serene outdoor setting.
Home in Thomasville
4.95 out of 5 average rating, 108 reviews

Spacious home - all bedrooms have a private bath

Spacious home with room for the whole family! Peace and serenity await in this tranquil property that sits on over 1 acre in the charming town of Thomasville. Each of the three bedrooms has its own private bath. This fully equipped and professionally decorated home is ready for a relaxing and comfortable getaway.

Superhost
The front of the house features a blue exterior with white accents, complemented by a well-maintained garden. A pathway of white stones leads to the entrance, flanked by potted plants. Natural light filters through the surrounding trees, enhancing the inviting facade.
Home in Thomasville
4.94 out of 5 average rating, 141 reviews

Big Oak Cottage

My place is a 10 minute walk to parks, restaurants and the historical and Southern Living recognized, downtown area. You’ll love my place because of the back yard, the comfy bed, and the coziness. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Popular amenities for Boston holiday rentals

  1. Airbnb
  2. United States
  3. Georgia
  4. Thomas County
  5. Boston