Holiday rentals in Monticello

1905 Cabin at Fortenberry Farm

What a magical home nestled on top of the hillside on a beautiful farm and nursery in the countryside of Mississippi. Come relax in the jetted tub, grill out on our deck, or spend your night outside by a fire! Our farm and nursery 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! Come

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

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.

Mill Creek Farm

Relax in quiet peacefulness surrounded by forest. You really notice the beauty and sounds of nature here. Walk down the trail to the one acre pond to feed the fish from the pier. Or walk out the back door to another trail to experience complete solitude. This was my grandparent's home where they once farmed 80 acres. It's cozy, quaint and very private. However, it's less than four miles from downtown Sumrall and 16 miles to Hattiesburg. Your pets will enjoy the large fenced in back yard.

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.

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.

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.