
Vacation rentals in Madison
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Top-rated vacation rentals in Madison
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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!

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.

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!

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!

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.

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.

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

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.

#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).

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
Other great vacation rentals in Madison

Spacious Modern Home | Quiet Jackson Gem

The Pink Magnolia

NEW! 4 beds | Near Dogwood & Reservoir | Backyard

Great Apartment in Fondren - Unit 1

Charming Two-Story Family-Friendly Getaway

The Guesthouse at Heidi’s Place

Near Airport-UMMC-Amphitheater- Outlets-Basspro

*Great Location* Close to Airport, Jackson, Dining
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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