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!

The Oakland

Enjoy the lovely setting of this romantic spot in nature situated at the corner of our main property. While the home is tiny, it is cozy and the open countryside makes up for it! The rolling pastures are typical of country life with two ponds on the property and curious livestock. The small community has a Dollar General and a country store with fuel within 2 miles either direction. Closest town is 15 miles. Shiloh Baptist Church further down the road welcomes visitors every Sunday morning.

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.

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.

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.

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!

Farm Cottage in the City

Unplug in this 2 bedroom (one queen bed and two twin beds) farm cottage located at Homestead Whittington Farm wedding and event venue. Peaceful setting in Brookhaven city limits with goats and other animals. Close to dining, shopping, & hospital. Full bath with shower and soaking tub.