Holiday 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!

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.

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

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.

Escape to the country with your pets!

Need a break? A place to meet up with family/friends? A romantic getaway? This comfy cabin can accommodate! Kick back & relax in the rustic-chic space. Full kitchen, 2 bedrooms, 2 bath, living room, dining area. Enjoy the view of the pond from your porch, put a line in or walk an easy trail. Traveling with a your furry friends, no problem-all are welcome. Close to Longleaf Trace, Rt 84, state parks. Ride the trace, we will pick you and your bikes up at the trail head!

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 ..

Love Creek Cabin at Fortenberry Farm

Love Creek Cabin is your quiet nature getaway—hot tub on the screened porch, rocking chairs with morning coffee, miles of private trails, and a peaceful meadow setting. This freshly renovated two-bed, two-bath cabin sleeps four and includes a full kitchen, firepit, and space to unplug. Explore the creek, wander the woods, grill under the trees, or simply slow down and enjoy the privacy—all just steps from your front door.

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.

“A” Avenue for You

Your family will be close to everything when you stay at this centrally-located home in a quaint, quiet neighborhood. Perfect for families, friends, or work crews- whether you need a few nights or a few weeks. A fully stocked kitchen, laundry area, & dedicated work space make this home perfect for relaxing or working from “home.” Your pets are welcome; for an additional fee.