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Vacation rentals in Madison

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Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

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A tranquil view of a sailboat on the water at sunset. The sky is painted in warm hues of orange and yellow, while the water reflects the shimmering light. The silhouette of the boat and distant shoreline create a serene atmosphere.
Townhouse in Brandon
4.89 out of 5 average rating, 101 reviews

Chasing Sunsets on the Rez

Chasing Sunsets is a 2 bedroom 2 bath newly remodeled home located on the Ross Barnett Reservoir. It boasts a putting green w firepit and outdoor entertainment area. The home is professionally designed by local Interior Specialist. All finishes are hand picked to curate an enjoyable stay. It is located within minutes of Lakeshore park, local restaurants, boat ramp, piers and beach access. Sunsets are unbeatable. We invite you to take a stroll and enjoy all that the Rez has to offer.

Guest favorite
The bedroom features a queen bed with a grey quilt and decorative pillows, positioned near a window with partially closed blinds. A wooden chair and small table are nearby, complemented by a lamp providing soft light. A wall adorns a floral painting, enhancing the warm tones of the room.
Condo in Jackson
4.84 out of 5 average rating, 148 reviews

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.

Top guest favorite
The open-concept living area features a spacious light-colored sofa, a round wooden coffee table, and a minimalist armchair. A ceiling fan hangs overhead, while a fireplace is positioned beneath a wall-mounted television. Natural light fills the space through large windows.
Home in Brandon
5 out of 5 average rating, 98 reviews

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!

Guest favorite
A spacious living area features a comfortable sofa adorned with yellow cushions and a patterned area rug. A ceiling fan is positioned above, while light from large windows brightens the space. The kitchen area is visible in the background, showcasing modern appliances.
Apartment in Fondren
4.91 out of 5 average rating, 128 reviews

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"

Top guest favorite
Bright orange and teal decor defines a cozy living space, featuring a large monkey painting above a stylish bar with orange stools. A vibrant rug adds warmth, while a glimpse of a fully equipped kitchen with a retro-style fridge can be seen in the background.
Cottage in Jackson
4.94 out of 5 average rating, 831 reviews

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!

Top guest favorite
The exterior of the Falk House features a mid-century modern design with a prominent overhang supported by slender columns. Lush green grass and tall trees frame the structure, creating a serene connection to nature. Expansive windows invite natural light into the space.
Guesthouse in Jackson
4.99 out of 5 average rating, 149 reviews

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.

Top guest favorite
A welcoming outdoor space features two red adirondack chairs positioned on a wooden deck. Flower pots with vibrant blooms are placed nearby, while lush greenery surrounds the entrance, providing a natural and serene ambiance.
Guesthouse in Madison
4.96 out of 5 average rating, 151 reviews

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.

Top guest favorite
A cozy living area features a neutral-tone sofa and armchairs, arranged around a wooden coffee table. A fireplace is situated beneath a wall-mounted television. Natural light enters through large windows, framed by patterned curtains, while a decorative rug adds subtle texture to the space.
Home in Brandon
4.97 out of 5 average rating, 152 reviews

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

Top guest favorite
A blue duplex is positioned under trees and framed by blooming flowers. The well-maintained front yard features a concrete driveway leading to the entrance. A garage is visible on the left, while a line of greenery borders the driveway.
Apartment in Belhaven
4.99 out of 5 average rating, 463 reviews

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.

Guest favorite
An outdoor sitting area features several metal chairs and a coffee table on a grassy patch. The backdrop includes a gray and wooden structure, with plants adorning the walls. Natural light brightens the space, and a pleasant sky is visible above.
Apartment in Jackson
4.97 out of 5 average rating, 396 reviews

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!

Guest favorite
A cozy bedroom features a spacious bed dressed in a light quilt, complemented by decorative pillows. Two bedside tables with lamps provide soft lighting. An armchair and artwork add interest to the room, while windows allow natural light to fill the space.
Cottage in Ridgeland
4.84 out of 5 average rating, 58 reviews

#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.

Top guest favorite
A hallway is framed by an ornate golden chair and a slender plant, leading to a blue accent chair positioned against a dark wall. Light reflects off the polished hardwood floor, creating a welcoming entrance to the suite.
Guest suite in Belhaven
4.95 out of 5 average rating, 1,041 reviews

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.

Popular amenities for Madison vacation rentals

Quick stats about vacation rentals in Madison

  • Total vacation rentals

    Explore 10 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at G$10,456 GYD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Wi-Fi availability

    10 of Madison vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madison rentals

  • 4.9 Average rating

    Madison stays are highly rated by guests—averaging 4.9 out of 5!

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