Holiday rentals in Monticello

Diva Farm House Escape

Are you looking to get away from the fastness of big city life? Want to enjoy time outdoors? Are you wanting to take a second to slow down and feel immersed in Southern culture? Are you a lover of local boutiques and Mom & Pop Shops? Well then, look no further. The Diva Farm House is nestled away in a quiet neighborhood, and is surrounded by very little traffic. The house is covered from top to bottom with knotty pine to really give you that farmhouse / cabin feel! Monticello is known for charm!

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!

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.

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our brand-new, three-bedroom, two-bathroom cabin with all the comforts of home. This two-story cabin was a family project from the ground up, completed in 2025. We enjoyed designing this guest house and hope you find it a rejuvenating space. The cabin is great for a refreshing weekend getaway, a home base for a work crew or home-away-from home while visiting friends in the area. Private location away from the road but less than ten minute drive to Tylertown.

Tiny home tucked in the woods

You will find yourself nestled in the heart of the woods and our charming tiny home offers a peaceful retreat from everyday life. *Located 9 minutes from Taylorsville, 12 minutes from Collins, 24 minutes from Laurel 45 minutes from Hattisburg, Ms. Surrounded by towering trees this home features a warm, inviting interior with rustic touches and modern amenities in a quiet location. Sit down on the front porch with a cup of coffee and enjoy a moment of rest & relaxation.

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 ..

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.

Grandma’s House

Welcome to Grandma’s house! Take a step back in time to relax and unwind at this cozy country retreat. Rock on the porch or snuggle up around the firepit to watch the cows & donkeys graze nearby. This restored 1900's cabin is filled with rustic antiques mixed with modern conveniences. Small pets are allowed for a fee.

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.