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.

Guest favorite
Cottage in Jackson
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, 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!
May 20 – 27
$88 per night
4.95 out of 5 average rating, 632 reviews
Guest favorite
Guest suite in Jackson
Magnolia Suite*Private Entry, OldCanton N. Jackson
You'll love the feel of our newly renovated private suite. It offers 100% privacy with a self check-in keypad and a private entrance at the front. Enjoy the 30-years old magnolia trees that savor sweet floral fragrance along the crafted walkway during Spring and Summer. Less than 3mins drive to city restaurants, markets and recreational places like Ridgeland NorthPark mall, Bridges Park and Tennis Center. It's secured, quiet and respectable neighborhood.
May 1 – 8
$54 per night
4.79 out of 5 average rating, 203 reviews
Guest favorite
Guest suite in Jackson
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.
May 20 – 27
$57 per night
4.96 out of 5 average rating, 814 reviews

Popular amenities for Madison vacation rentals

Stay near Madison's top sights

Renaissance at Colony Park33 locals recommend
Reservoir Overlook7 locals recommend
Mama Hamil's Southern Cookin' and Bar B Que Buffet7 locals recommend
Malco Grandview Cinema16 locals recommend
Georgia Blue10 locals recommend
Another Broken Egg Cafe11 locals recommend

Other great vacation rentals in Madison

Guest favorite
Guesthouse in Jackson
Distinctive Belhaven Guesthouse
May 4 – 11
$78 per night
4.99 out of 5 average rating, 136 reviews
Guest favorite
Cabin in Brandon
Pier Serenity
Jul 25 – Aug 1
$129 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Guesthouse in Madison
Adorable one bedroom guesthouse with lake
Jun 15 – 22
$250 per night
4.94 out of 5 average rating, 17 reviews
Guest favorite
Home in Brandon
Hospitable Reservoir home w/King Bed near Shaggy’s
Aug 16 – 23
$135 per night
5.0 out of 5 average rating, 60 reviews
Guest favorite
Guesthouse in Canton
Country Dreams
Feb 20 – 27
$125 per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Cottage in Ridgeland
Cottage 4 - Nobody Inn
Aug 13 – 20
$139 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Canton
CountryView
Nov 3 – 10
$185 per night
4.96 out of 5 average rating, 27 reviews
Guest favorite
Guesthouse in Jackson
Relax in Architecture! Secluded, Safe, and Serene.
Apr 17 – 24
$166 per night
5.0 out of 5 average rating, 80 reviews
Guest favorite
Farm stay in Carthage
The Loft at Little Bluestem Farm
Feb 7 – 14
$96 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Apartment in Jackson
*Cozy ~Hide ~Away* Comfort, Clean & Convenient
Sep 16 – 23
$79 per night
4.96 out of 5 average rating, 91 reviews
Guest favorite
Home in Pearl
Country Nice
Oct 2 – 9
$121 per night
4.84 out of 5 average rating, 19 reviews
Guest favorite
Cabin in Pelahatchie
Above It All
Apr 27 – May 4
$138 per night
5.0 out of 5 average rating, 7 reviews

Quick stats about vacation rentals in Madison

Total rentals

10 properties

Local attractions

Renaissance at Colony Park, Reservoir Overlook, and Mama Hamil's Southern Cookin' and Bar B Que Buffet

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Total number of reviews

580 reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore

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  2. United States
  3. Mississippi
  4. Madison County
  5. Madison