Book Holiday Homes in Madison

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Madison

The Cottage on College Street

The Cottage on College Street

Brandon
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$335 per night from 3 Apr to 4 Apr
AU$335
includes taxes & fees
3 Apr - 4 Apr
With a stay at this vacation home in Jackson (Fondren), you'll be within a 10-minute drive of Jackson State University and Mississippi Veterans Memorial ...
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$851 per night from 1 May to 2 May
AU$851
includes taxes & fees
1 May - 2 May
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
Save an average of 15% on thousands of hotels when you're signed in
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$387 per night from 15 Apr to 16 Apr
AU$387
includes taxes & fees
15 Apr - 16 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
With a stay at this vacation home in Jackson, you'll be within a 10-minute drive of Jackson State University and Medgar Evers Statue at Medgar Evers ...
Cozy Home, fully fenced with huge back yard
***THE TOTAL PACKAGE!***

***THE TOTAL PACKAGE!***

Clinton
With a stay at this vacation home in Clinton, you'll be a 1-minute walk from Shadow Lake and 15 minutes by foot from A E Wood Memorial Library.
***THE TOTAL PACKAGE!***
Relax in Shady Oaks Near Hospitals & Dining

Relax in Shady Oaks Near Hospitals & Dining

Jackson
With a stay at this vacation home, you'll be centrally located in Jackson, within a 15-minute drive of Jackson State University 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$416 per night from 15 Apr to 16 Apr
AU$416
includes taxes & fees
15 Apr - 16 Apr
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
Don't see what you're looking for?
See all available properties in Madison
View all properties
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
168 Holiday Homes
Lowest Price
AU$160
Highest Price
AU$851
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, ***THE TOTAL PACKAGE!***, Relax in Shady Oaks Near Hospitals & Dining, Fondren "Upper Level Style, Comfort and Luxury, The Tiled Waters Retreat

Top trending hotels in 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$195 per night from 20 Apr to 21 Apr
AU$195
includes taxes & fees
20 Apr - 21 Apr
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
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$203 per night from 11 Apr to 12 Apr
AU$203
includes taxes & fees
11 Apr - 12 Apr
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
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$840 per night from 16 Apr to 17 Apr
AU$840
includes taxes & fees
16 Apr - 17 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$160 per night from 1 May to 2 May
AU$160
includes taxes & fees
1 May - 2 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
View all properties
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.