Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

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A bright living area features two white armchairs draped with colorful throws. A small table holds a vase of flowers, while sunlight filters through sheer white curtains, highlighting the deep blue walls. A wooden console table adds warmth to the inviting space.
Home in Monticello
4.75 out of 5 average rating, 87 reviews

Diva Farm House Escape

Are you looking to get away from the fastness of big city life? Want to enjoy time outdoors? Are you wanting to take a second to slow down and feel immersed in Southern culture? Are you a lover of local boutiques and Mom & Pop Shops? Well then, look no further. The Diva Farm House is nestled away in a quiet neighborhood, and is surrounded by very little traffic. The house is covered from top to bottom with knotty pine to really give you that farmhouse / cabin feel! Monticello is known for charm!

Top guest favorite
Home in Columbia
4.96 out of 5 average rating, 142 reviews

Herstory Home B&B- Downtown Columbia

Enjoy a stylish experience at this centrally-located cottage in downtown Columbia. Each guest gets to experience 1 free food and latte item per day at Coffee-Haus… the best Coffee experience in the Pine Belt! Come relax in our amazing soaking tub, or steam it up in our very roomie shower for two. Whether you are on a business trip and need super high speed internet and a peaceful nights sleep, or you want to celebrate with your family, the Herstory Home is excited to host your stay in Columbia!

Guest favorite
Cabin in Tylertown
4.94 out of 5 average rating, 16 reviews

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our brand-new, three-bedroom, two-bathroom cabin with all the comforts of home. This unique two-story cabin was a family project from the ground up, completed in 2025. We enjoyed designing this guest house and hope you find it a rejuvenating space. The cabin is perfect for a refreshing getaway. Relax on the front porch, back deck or upper balcony and listen to the birds. The location is private and mostly surrounded by trees but is less than ten minutes from Tylertown.

Top guest favorite
Farm stay in Summit
4.93 out of 5 average rating, 261 reviews

First Fruits Farm

Peaceful Tiny House on 80 acres, including 16 acres of blueberries and blackberries (seasonal)Get away to enjoy beautiful sunrises and sunsets on the screen porch Full kitchen. One bedroom (full size). Loveseat. Shower only.. coffee provided. BREAKFAST i UPON REQUEST. 10 minutes from Interstate 55, between Jackson, Ms and New Orleans. REGISTERED GUESTS only PLEASE INCLUDE the names and ages NO SMOKING; NO PETS. **Will possibly accept reservations less than 24 hrs. Please send inquiry

Top guest favorite
A cozy loft space features an extensive bookshelf filled with various books. A vintage-style couch is positioned in front, adorned with decorative cushions. A rustic coffee table made from reclaimed wood adds a charming touch to the room, complemented by natural light from the surrounding area.
Apartment in Brookhaven
4.99 out of 5 average rating, 162 reviews

Apartment with Loft

We absolutely love hosting!This space is an apartment built in part of a shop metal building. This was designed by and for our daughter who has since moved and so now using for Airbnb. one queen bed in the loft, one twin XL bed in downstairs bedroom. couch lets out to twin bed but I would only recommend for children….as it is small. To be comfortable, you may want to ask options for more than 3 . Bathroom opens to bedroom. Please note: Shower is small. There is no TV, but great WiFi.

Top guest favorite
Two wooden Adirondack chairs are placed beside a small side table on a wooden porch. A potted plant rests on the table, which also holds two mugs. A window is visible in the background, offering a view of the surrounding trees.
Tiny home in Collins
5 out of 5 average rating, 102 reviews

Tiny home tucked in the woods

You will find yourself nestled in the heart of the woods and our charming tiny home offers a peaceful retreat from everyday life. *Located 9 minutes from Taylorsville, 12 minutes from Collins, 24 minutes from Laurel 45 minutes from Hattisburg, Ms. Surrounded by towering trees this home features a warm, inviting interior with rustic touches and modern amenities in a quiet location. Sit down on the front porch with a cup of coffee and enjoy a moment of rest & relaxation.

Top guest favorite
A wrought iron bench is positioned on a natural slope overlooking a tranquil creek. Lush greenery surrounds the area, including tall grasses and trees that provide a serene backdrop. The calm water reflects the surrounding foliage, creating a peaceful outdoor setting.
Cottage in Poplarville
4.96 out of 5 average rating, 202 reviews

Three Creeks Cottage (Popatop)

Looking for that romantic getaway from the real world? Well here it is! Beautiful quiet escape just an hour from the MS Coast or New Orleans, LA. Enjoy your morning coffee on the front porch, relax by the creek, or read a book/ enjoy a drink on the deck overlooking the creek. At night, sit by the outdoor firepit while listening to the crickets chirp or turn on the twinkle lights of the gazebo. Life doesn't get any better than at Three Creeks Cottage.

Guest favorite
A living area features exposed brick walls and a combination of light and dark furnishings. A comfortable sofa is positioned across from a wall-mounted TV. Two armchairs and a coffee table create a cozy seating area, illuminated by a stylish floor lamp.
Apartment in Columbia
5 out of 5 average rating, 134 reviews

Upscale 1 BR Apt. in the Heart of Downtown

Relax and unwind in this cozy one-bedroom apartment featuring a king-size bed, a full kitchen, and a comfortable living area with a daybed and trundle for additional sleeping space. The apartment also includes a full-size bathroom with a shower and tub combo. The open layout offers the perfect place to rest, dine, and recharge. Whether you’re visiting for a quick trip or a longer stay, this apartment provides a simple, stylish, and comfortable space.

Top guest favorite
The front porch of a charming house features a roof overhead with decorative plants hanging from the beams. Several potted plants accent the porch steps, and a set of simple chairs is positioned for relaxation. A path made of stone leads to the entrance.
Home in Jayess
4.84 out of 5 average rating, 180 reviews

Quite Country Style Stay W/ WiFi

It’s an old house out in the country with lots of character & very cozy!! Not A HOTEL SUITE!! If your looking for piece & quiet, its there..:) I also have things on hand there if you need something.. extra sheets, bathroom things, kitchen condiments and seasoning.. I also have an extra full size air mattress & por-ta-crib Everything has WiFi , no cable just TVs and DVD players .. There’s 3 smart tvs 1 regular tv. They all have Roku ..

Top guest favorite
An open-concept great room features high wooden ceilings and walls made of wood planks. Leather sofas and chairs are arranged around a coffee table in a cozy seating area. A television is mounted on the wall, and several deer antlers are displayed, adding rustic charm.
Cabin in Monticello
5 out of 5 average rating, 28 reviews

A Country Get Away

Take a break and unwind at this peaceful oasis. This 4 bedroom, 2 bathroom home is perfect for anyone looking to spend a couple days in the country. Wether your rocking on the porch, or hiking around the 4 miles of trails on our 320 acres, there’s plenty to explore while visiting. The house has a 1200 sq ft great room/ kitchen area that provides the perfect place spread out and relax when we’re not exploring the woods.

Top guest favorite
A wooden staircase leads to a treehouse entrance, surrounded by lush ferns and tall trees. A welcome mat with a cheerful message is positioned at the base of the steps, and a sign labeled 'Owl Nest' is visible next to the door.
Treehouse in Mount Olive
4.99 out of 5 average rating, 139 reviews

A True Treehouse- Owls Nest @Pines and Pillows

Escape to our enchanting treehouse experience nestled in the heart of Mississippi's countryside. Experience rustic vibes among the treetops with cozy accommodations, breathtaking views, and comforting amenities. Perfect for romantic getaways or adventurous retreats, our unique rental offers a serene escape with a touch of whimsical charm. Book your stay now for an unforgettable experience in nature's embrace.

Guest favorite
A cozy porch area features a hanging chair with plush cushions, paired with a sofa adorned with orange accents. A patterned rug adds texture, and a lush hanging plant is suspended above, providing a touch of nature against the backdrop of greenery.
Treehouse in Pike County
4.91 out of 5 average rating, 294 reviews

Riverfront Cabin w/ Firepit, Outdoor Tub, Kayaks!

Enjoy the tranquility of the Bogue Chitto river in the freshly renovated Blue Heron Cabin. This modern waterfront cabin sits on 3 acres and offers beautiful views of the river and nature. The cabin is bright and cozy and provides many outdoor spaces, including a screened in porch, an outdoor shower, outdoor tub, and kayaks available for your use!

Popular amenities for Monticello vacation rentals