Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Top guest favorite
A cozy outdoor seating area is positioned near a fire pit surrounded by a well-maintained lawn. The backdrop features a blue-clad house with large windows, allowing light to fill the interior. Tall trees provide shade, creating a calm and inviting environment.
Home in Brandon
4.95 out of 5 average rating, 111 reviews

Waterfront Rez Retreat | Spacious Group 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!

Superhost
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
4.86 out of 5 average rating, 109 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.

Top guest favorite
A modern kitchen showcases granite countertops paired with white cabinetry. Open shelves display decorative bowls and plates, while a black stove and digital oven add functional elements. A white countertop is complemented by a stylish backsplash, and a cozy sign hangs above, enhancing the culinary space.
Home in Brandon
4.95 out of 5 average rating, 168 reviews

Bluebird Cottage

You don’t want to miss staying here! A brand new kitchen with granite countertops and subway backsplash, walk-in tiled shower and full size washer and dryer! We have all the amenities you’re looking for: refrigerator, oven, microwave, and Keurig coffeemaker!! The bathroom includes a double sink in the vanity with a walk in shower. We are a little over 3 miles to the Brandon Amphitheater, Quarry Park, Quarry Trails and less than 2 miles to Shiloh Park. We look forward to hosting you!

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, 109 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!

Top guest favorite
Guesthouse in Brandon
4.99 out of 5 average rating, 766 reviews

The Cottage on College Street

The Cottage is very cozy with a mixture of vintage and industrial decor. Visitors will have complete privacy within the house at all times, but with our home close by, we are always happy to help should you need anything! We are located in Downton Brandon in the Historic District. The Cottage is a guest house seated behind our home; it is a very quiet place, and it is great for working individuals, couples seeking a fun concert experience, or families participating in ball tournaments.

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, 852 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, 153 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, 153 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, 160 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 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, 1,062 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.

Guest favorite
A cozy living area is presented with a leather couch adorned with decorative pillows. A small wooden table and a console with a decorative lamp are visible. Natural light enters through a glass door, complemented by a mounted television and framed artwork on the walls.
Cottage in Ridgeland
4.9 out of 5 average rating, 103 reviews

#6 - Hooty's Place

We do not allow parties. 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).

Guest favorite
The inviting loft features a spacious living area with natural wood floors. A large white sectional sofa is placed near a wooden coffee table, while a modern accent chair and a pouf offer additional seating. Sunlight filters through several large windows, enhancing the cozy ambiance.
Home in Canton
4.91 out of 5 average rating, 100 reviews

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.

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 € 60 per night before taxes and fees

  • Verified guest reviews

    Over 360 verified reviews to help you choose

  • 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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