Holiday rentals in Madison

The Point at the Rez | Spacious Waterfront Getaway

Welcome to your lakeside escape perfect for families, friends, and unforgettable memories! Nestled on a serene half-acre peninsula just steps from the water, you’ll enjoy panoramic views and endless opportunities for fishing, kayaking, and bird watching The main level includes a King primary suite and additional Queen bedroom. Upstairs, each bedroom has both a Queen bed and a Twin-over-Full bunk Whether a weekend getaway or a longer vacation, this is the kind of place you won’t want to leave!

The Funky Monkey Cottage in Fondren!

The Funky Monkey is a 1bedroom 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!

The Modern Hideaway

Welcome to your unique private oasis, where modern minimalist decor meets serene tranquility. This thoughtfully designed space features open-concept living areas filled with natural light and stylish furnishings, ensuring a comfortable and chic retreat. Step outside to discover your own private backyard space, perfect for relaxing or entertaining. Experience a getaway that makes an ideal choice for those seeking both comfort and privacy. Unwind and recharge in a world of modern comfort!

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.

#4 - Nobody Inn

We do not allow parties. The price quote is for two guests. Cost per extra guest is $30 per person per night. Fees for early/late, check-in/out are payable on arrival/departure. We allow one pet 50 lbs or less. Other things to note: The cottages are next door to Shuckers Oyster Restaurant/Bar featuring live music Wednesday through Sunday. Enjoy weekly lunch specials Monday-Friday (11:00 am–7:00 pm); and Country Breakfast Brunch Saturday/Sunday (10:00 am-2:00 pm).

Hospitable Reservoir home w/King Bed near Shaggy’s

If you want the best food, a comfortable stay, and a place that feels like home, look no further than staying on the Rez Cottage. Walking Trails, Water Activities, and Parks are nearby. This fully furnished Cottage will have the perks of Simple Luxury without the hassle of the upkeep. Come stay for a Week or an Extended Weekend to enjoy all the Reservoir has to Offer. This property has a Beautiful Master Suite with a King Bed and Two Adjacent Bedrooms with a Queen Beds

rb and me with water access

Make some memories at this unique and family-friendly place or enjoy it by yourself! Remodeled cabin on the Ross Barnett Reservoir just minutes to Madison. Great for a family vacation spot or for fishermen wanting easy access to the water. 2 boat ramps are accessible in the neighborhood with boat tie offs in back yard. Plenty of parking. No large parties. Small get togethers are fine. Swimming pool in back yard.

Belhaven Guest Suite - Private

Cozy private guest suite in Belhaven home with vintage kitchenette, queen bed, full pullout sofa, Keurig, toaster oven, microwave, hotplate, oven, and fridge. Private entrance and space to a single-family home in a beautiful neighborhood. Nearby Belhaven University, Millsaps College, hospitals, and downtown. Ideal for solo travelers, couples, small families, or those traveling for work.

TreeLoft

Beautiful fully restored studio loft with 360° views of treetops, minutes from Natchez Trace and Reservoir, located in Madison County. Access to 100 acres including 2 ponds for fishing. Minutes from the Natchez Trace and Reservoir. Also, return to the classics with a record player and album collection, CD player with CDs and VCR player with tons of old classic movies.

Hope's Treasure

Hope's Treasure is just that--a sweet retreat less than 15 minutes from Mississippi College and Hinds Community College. With 2 bedrooms, a private bathroom, a comfortable living room, and a kitchenette, you can relax and enjoy some beautiful sunsets in a peaceful wooded setting. A picturesque half-mile drive leads from the gated entrance to your getaway.

The Guesthouse at Heidi’s Place

Peaceful property, surrounded by pines, nestled in a quiet, gated community, the Guesthouse boasts convenience while maintaining a rural feel. Close to fine dining, food on the go, and shopping in/around the Gluckstadt, Madison, Canton, and Ridgeland. Perfect place to stay while traveling for work or for out of town guests.