Vacation rentals in Bentonia

“Paradise”

This beautiful, cozy, secluded, 2 bed/2 bath home gives you the feeling of being in the mountains! It features a fully equipped kitchen, plunge pool, hot tub, 2 outdoor bars, cooking area with a charcoal grill. It is surrounded by over 2,000 sq ft. of outdoor deck!! This property also has a mother in law suite with 1 bedroom, 1 bath, kitchen and sitting area that can be added for an additional $100/night. The property is located behind a private gate. Come relax and enjoy “PARADISE” today!

The Bolton Loft 1

The Bolton Lodge is a one of a kind property. Built in 1892, it was used as a masonic lodge until its renovation in 2023. Enjoy the privacy and character of a small town with all the amenities you would expect in any modern home: full kitchen, Internet, smart TV, washer, dryer, and a walk-in shower. Located above Gaddis and Mclaurin Mercantile, you’ll be able to walk to B-town Steakhouse and S & S Burgers. Close to Interstate 20, old highway 80, the Natchez Trace, and Civil War Sites.

The Funky Monkey Cottage in Fondren!

The Funky Monkey is a cozy, whimsical, historic cottage brimming with charm in the heart of Fondren! The perfect spot for a quiet romantic weekend, a last-minute getaway, or a family trip to the famous Hal's St. Paddy’s day parade. Within walking distance to local restaurants, coffee shops, boutiques, movie theatre and music venues and a short drive to all major medical facilities, universities and museums. The Funky Monkey Cottage is the most unique spot for your Jackson adventure!

Relax in Architecture! Secluded, Safe, and Serene.

Welcome to the Falk House! Listed on the National Register of Historic Places by the US Department of the Interior, the Falk House is a treasure of mid-century modern design. We've transformed the original art studio into a stylish, private oasis, with expansive views of nature and Eastover’s Upper Twin Lake. You will be central to all metro destinations, including amazing restaurants, bars, and shopping, as well as area hospitals, courts, and businesses. Long stays ideal.

Mannsdale Manor Bunk House

Sweetest lil Bunkhouse in the South and in the safest little city in America according to Forbes Magazine. Nestled in the pines, our guests have privacy in nature with the amenities of rural life. Our location is central to the Madison-Jackson area; easy access to shopping and fine dining; tons of charm and character; full access to pool, private patio. Ask me for special discounts for Active military, Veterans, Law Enforcement and Southwest Airline employees. Contact Pam.

Modern Farmhouse w/ Gameroom + Close to Everything

Newly remodeled farmhouse in the perfect location. Fully stocked kitchen, on site laundry, outdoor gathering with fire pit. The game room has pool table, arcade games, karaoke machine, and extra large projector. Perfect location within 15 minutes of Downtown Jackson, outlet mall, Mississippi Braves, Brandon Amphitheater, golf courses, JAN airport, Tesla, several museums, & more. If you need a car, we can accommodate you through Turo. Just message us for availability.

Secret Sanctuary in Fondren

This hidden private apartment behind my home is perfect for the traveling business person or the vacationers looking for a central location in the Fondren District. With off street parking, well away from any busy thoroughfare, you can be sure to enjoy peace and comfort. You will be inspired by the original decor and outdoor porch to go out and discover Jackson or rest and enjoy solitude. Also, there is a Purified Drinking Water Faucet installed in the apartment!

Homey 1 BR unit across from Belhaven Town Center

Built in 1925 and located in the historic Belhaven neighborhood, this vintage-style 1 bedroom apartment is centrally located near downtown Jackson and the Fondren art district. Explore this scenic area, from its unique, historic homes to a medley of locally-owned restaurants. Located across the street from Belhaven Town Center, have a delicious dinner at Elvie's Bistro, unwind with a drink at the Fertile Ground Beer Company, or grab a coffee at District Donuts.

Jewelbox Suite w/ Private Entry - Perfect Locale

The Snooty Suite loves everybody! Smack in between downtown and Fondren (but in an awesome, old historic neighborhood in its own right), it's part of the House of Seven Gables. With a private entry, sitting room and bath, you'll have ample breathing room and the freedom to explore Jackson at your leisure. Chill on the porch, walk to the coffee shop or take a quick drive to Fondren, downtown and the museum campus.