Vacation rentals in Monticello

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!

The Bird Nest

Take it easy at this unique and tranquil log cabin hand built by my grandfather and father from cypress trees pulled straight out of the Louisiana swamps. Escape the city & enjoy the serenity of the country life. Located 15 minutes from Monticello and 25 minutes from Brookhaven. Dollar General located 3 miles away & a country store with fuel 1.5 miles away. This fully furnished 2/1 currently has 1 full size & 1 queen size bed and 5’ shower(not a full tub). Smoking is allowed OUTSIDE ONLY!

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 (prior approval for visitors) PLEASE INCLUDE the names and ages (if under 25) of all registered guests! NO SMOKING; NO PETS on premises

The Farmhouse at Fortenberry Farm

What a quaint cabin nestled among the oaks on a beautiful farm and nursery in the countryside. Our farm is in the heart of the dairy industry and one of them is across the way with 2 silos anchoring the beautiful landscape. Our farm has more than 25 acres of trails, creeks, and nature to explore! The owners of this home are both Landscape Architects so you will have views of their lovely growing fields and their creation of "Stonehedge," a replica of what Stonehenge looked like out of plants!

Dixie Springs Delight

Welcome to our cozy tiny cabin tucked away on 32 acres of peaceful Mississippi woodlands, with direct access to the beautiful Bogue Chitto River. Step out your door and into miles of forest, spend the day kayaking or fishing on the river, then unwind by the firepit under a sky full of stars. Whether you're looking for solitude, adventure, or a digital detox, this retreat delivers. There is no shooting or ATV’s allowed on the property. PLEASE DO NOT DRIVE YOUR VEHICLES ON THE TRAILS EITHER!

The Haven -Remote 5 bdrm cabin w/ pool on 45 acres

The Haven is the perfect place to relax and reconnect with nature or have a good time with friends. Our 5 bedroom home sits on 45 acres of woodland with a 12 foot inground salt water pool. Unwind on the deck. Hike the trails into the forest and down to the creek. Play pool, air hockey, or ping pong in our balcony game room. Hang out in the pool or in the great room which has 3 couches, 2 recliners, and lots of space to spread out. And leave feeling refreshed and ready to get back to life.

Tranquil Hideaway

This serene 1-bedroom cottage is a guest house located behind our primary residence. It offers a blend of modern comfort and natural beauty. The open concept living area provides a large area for relaxation and socializing. Whether you're seeking a peaceful retreat or a convenient base for exploring the area, Tranquil Hideaway offers everything you need for a relaxing and memorable stay. This home is a non-smoking home. If you do smoke inside the cottage you will be charged a $250 fee.

Blacksmith Cottage

Enjoy quiet country setting with picturesque views of fields and pastures with cattle grazing nearby. The Blacksmith Cottage commemorates the patriarch of our family on this property. This cottage has all of the modern conveniences for a comfortable stay in a country setting. There is a country store one mile away with fuel and convenience items and a Dollar General four miles away. Shiloh Baptist Church is two and a half miles away and always welcomes visitors.

Dragonfly Ridge

The exterior of the cabin at Dragonfly Ridge is rustic cedar siding with a large deck and a screened porch. The cabin is elevated with views of lake and grounds. The interior is wood with modern cabinets and furniture. Central AC and electric fireplace provide climate control or double French doors may be opened to screened porch. Dragonfly Ridge is located in rural Jasper County, MS and is near The town of Bay Springs.

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.

Classy in the Country -3 BR House

Unwind in style at our elegant 3-bedroom, 2-bath countryside retreat, just 2 miles from town. Whether you’re visiting for business or a well-deserved getaway, our beautifully designed home offers the perfect blend of comfort and class. Come solo, with a partner, or bring the whole family—there’s plenty of space for everyone to relax, recharge, and feel right at home.

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!