Holiday rentals in Madison

Spacious Condo with Pool (Short & Long Term Stays)

VERY SPACIOUS INCLUDES POOL, TWO GYMS AND TENNIS COURT! Guests have private use of the condo with self check-in keyless entry. Has 1 bedroom with queen bed, bathroom with shower/tub, enclosed screened patio, sunroom, living room with TV and Sofa that converts to a double bed or chaise, dining room, full kitchen, and laundry area. Central heat and air conditioning. We are on the third floor. The stairway is close to the condo and two elevators are also available. No pets. No parties.

Fondren In-Style Southern Charm

Have a relaxing stay at "Fondren In Style" , nestled in the downtown Fondren Historic District. Our gorgeous suite is close to great restaurants, retailers and the Art District of Jackson. In town for work or leisure? We are just 2 minutes from major hospitals and and less than a mile from four area colleges and just 2.5 miles from downtown Jackson. There’s plenty to explore while you’re here – check out all the great nightlife that Fondren/Jackon has to offer at "Fondren In Style"

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!

Therapy

Quick access to Jackson Airport, Downtown, Museum Trail and Veterans Football Stadium. Belhaven District, where you’ll find a brewery, food trucks, indoor & outdoor bars for entertainment. In addition, 5 mins from Pearl Outlet Mall and 2 mins from Wholefoods. Amenities features WiFi, Keurig, blender, kitchen ware, simple weights, accessible plugins for charging purposes. Gated community with an Officer on premise. Don’t forget to click the heart ❤️ adding us to your ‘Wishlist’.

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.

New Years 26 in Fondren: Quiet Retreat/Balcony

Cozy 2-Level Loft in Fondren - Ideal Location! The Loft at Fondren View offers a 1BR, 1BA loft in the heart of Fondren, Jackson. This spacious two-level unit offers modern amenities in a gated community, perfect for a relaxing getaway. Just steps away from local shops, restaurants, and attractions. Enjoy the comfort of home with easy access to everything Fondren has to offer. Ideal for couples, medical professionals, or solo travelers seeking a cozy, convenient retreat.

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

Downtown Apartment, Close to the Best of Jackson

Long-term discounts now available. Welcome to this cozy one-bedroom apartment in a quiet, safe neighborhood minutes from the heart of downtown, Belhaven university, and Millsaps. This well-lit space is part of a 1940s duplex with off-street parking and a private yard for outdoor relaxation after a long day-- perfect for business professionals and cultural enthusiasts. By default we do not allow pets, however we are open to it with conditions so please request first.

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!

#3 - Kay's Nook

This facility does not allow parties. This is a studio cottage with a full bed and no sofa - two guests maximum occupancy. This jewel is just the right place for an overnight sleepover passing through the area or a long-term stay while on business. Fees for early check-in and late check-out are payable upon arrival/departure. One pet allowed with a maximum weight of 25 lbs. A coin laundry is available for your convenience.

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.