Book Holiday Homes in Madison

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Featured Holiday Homes in Madison

The Cottage on College Street

The Cottage on College Street

Brandon
The price is AU$283 per night from 23 Apr to 24 Apr
AU$283
includes taxes & fees
23 Apr - 24 Apr
Located in Brandon, this vacation home is within a 5-minute drive of Bill Vance Park and Shiloh Park.
The Cottage on College Street
NEW! Stylish and Modern Home In the Heart of the Popular Fondren District

NEW! Stylish and Modern Home In the Heart of the Popular Fondren District

Jackson
The price is AU$326 per night from 23 Apr to 24 Apr
AU$326
includes taxes & fees
23 Apr - 24 Apr
Located in Jackson (Fondren), this vacation home is within a 5-minute drive of Mississippi Veterans Memorial Stadium and Millsaps College.
NEW! Stylish and Modern Home In the Heart of the Popular Fondren District
Lakefront Living! Modern Rez Retreat on Big Water Sleeps 16, boat dock & pier

Lakefront Living! Modern Rez Retreat on Big Water Sleeps 16, boat dock & pier

Brandon
The price is AU$751 per night from 23 Apr to 24 Apr
AU$751
includes taxes & fees
23 Apr - 24 Apr
Located in Flowood, this vacation home is on the waterfront, within a 15-minute drive of N. Flowood Hospital and Mississippi Crafts Center.
Lakefront Living! Modern Rez Retreat on Big Water Sleeps 16, boat dock & pier
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Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.

Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.

Canton
The price is AU$378 per night from 24 Apr to 25 Apr
AU$378
includes taxes & fees
24 Apr - 25 Apr
With a stay at this vacation home in Canton, you'll be 9.4 mi (15.1 km) from Canton Multicultural Center and Museum and 9.4 mi (15.2 km) from Merit Health ...
Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.
Cozy Home, fully fenced  with huge back yard

Cozy Home, fully fenced with huge back yard

Jackson
Located in Jackson, this vacation home is within a 5-minute drive of Medgar Evers Statue at Medgar Evers Library and Medgar and Myrlie Evers Home.
Cozy Home, fully fenced with huge back yard
Relax in Shady Oaks Near Hospitals & Dining

Relax in Shady Oaks Near Hospitals & Dining

Jackson
A stay at this vacation home places you in the heart of Jackson, within a 5-minute drive of Parham Bridges Tennis Center and St. Dominic Hospital.
Relax in Shady Oaks Near Hospitals & Dining
Fondren "Upper Level Style, Comfort and Luxury

Fondren "Upper Level Style, Comfort and Luxury

Jackson
Located in Jackson (Fondren), this vacation home is within a 5-minute drive of Mississippi Veterans Memorial Stadium and Millsaps College.
Fondren "Upper Level Style, Comfort and Luxury
The Tiled Waters Retreat

The Tiled Waters Retreat

Brandon
The price is AU$505 per night from 13 May to 14 May
AU$505
includes taxes & fees
13 May - 14 May
With a stay at this vacation home in Flowood, you'll be within a 15-minute drive of N. Flowood Hospital and Mississippi Crafts Center.
The Tiled Waters Retreat
Jackson Home w/ Patio, 2 Grills & Ping-Pong Table!

Jackson Home w/ Patio, 2 Grills & Ping-Pong Table!

Jackson
Located in Jackson, Jackson Home w/ Patio, 2 Grills & Ping-Pong Table! is a 4-minute drive from Parham Bridges Tennis Center and 7 minutes from Country Club ...
Jackson Home w/ Patio, 2 Grills & Ping-Pong Table!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Madison Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Madison vacation homes are the perfect way for you to wing it.

Holiday houses in Madison let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Madison in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Madison adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Madison with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Madison vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Madison Holiday Homes essential information

Accommodation
173 Holiday Homes
Lowest Price
AU$156
Highest Price
AU$806
Popular accommodation
The Cottage on College Street , NEW! Stylish and Modern Home In the Heart of the Popular Fondren District, Lakefront Living! Modern Rez Retreat on Big Water Sleeps 16, boat dock & pier, Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir., Cozy Home, fully fenced with huge back yard, Relax in Shady Oaks Near Hospitals & Dining, Fondren "Upper Level Style, Comfort and Luxury, The Tiled Waters Retreat, Jackson Home w/ Patio, 2 Grills & Ping-Pong Table!

Top trending hotels in Madison

Courtyard by Marriott Jackson Madison

Courtyard by Marriott Jackson Madison

3 out of 5
601 Baptist Drive, Madison, MS
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 23 May to 24 May
AU$225
includes taxes & fees
23 May - 24 May
Located in Madison, Courtyard by Marriott Jackson Madison is a 5-minute drive from Topgolf and 5 minutes from Canopy Children's Solutions.
Courtyard by Marriott Jackson Madison
Hilton Garden Inn Jackson/Madison

Hilton Garden Inn Jackson/Madison

4 out of 5
320 New Mannsdale Rd, Madison, MS
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 11 May to 12 May
AU$190
includes taxes & fees
11 May - 12 May
Located in Madison, Hilton Garden Inn Jackson/Madison is a 5-minute drive from Topgolf and 5 minutes from Canopy Children's Solutions.
Hilton Garden Inn Jackson/Madison
Cozy waterfront home located on the Ross Barrett Reservoir in Madison, MS!!

Cozy waterfront home located on the Ross Barrett Reservoir in Madison, MS!!

Madison
The price is AU$806 per night from 23 Apr to 24 Apr
AU$806
includes taxes & fees
23 Apr - 24 Apr
Located in Madison, this vacation home is on the waterfront, within a 15-minute drive of Ridgeland Tennis Center and Mississippi Crafts Center.
Cozy waterfront home located on the Ross Barrett Reservoir in Madison, MS!!
Save an average of 15% on thousands of hotels when you're signed in
Prado Hotel

Prado Hotel

3 out of 5
610 E County Line Road, Ridgeland, MS
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 21 May to 22 May
AU$156
includes taxes & fees
21 May - 22 May
A stay at Prado Hotel places you in the heart of Ridgeland, within a 10-minute drive of Mississippi Veterans Memorial Stadium and Millsaps College.
Prado Hotel
Don't see what you're looking for?
See all available properties in Madison
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.