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!

Anchors

Get cozy and settle into this rustic space. It’s a simple treehouse built as a weekend prayer room by the Sandifers. Over a 25+ year span I had at one time or another lived with my sons in each home located on this corner 2015 both of my sons joined the NAVY. In 2018 we bought this little place we now call Anchors. This place became my “Church” Hebrews 6:19 For Hope Anchors the Soul. Anchors aweigh, my boys, anchors aweigh Until we meet again, here's wishing you a happy voyage home.

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.

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.

Colorful Cozy Cabin

Relax and unwind in a peaceful, serene setting, surrounded by nature. Swing on the back porch while watching the cows and donkeys graze by the pond. Sleeps 6-8; king, queen, 2 twins with an option of 2 twin air mattresses downstairs. All of the bedrooms are upstairs - which the stairs are somewhat steep. For the more adventurous, the Mt. Zion Bike Trail (ranked #1 in the state) is only a short 3 mile drive or ride! Downtown is a 5 min. drive & home to 25+ local boutiques & shops.

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.

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 ..

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.

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.