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Featured Vacation Homes in Madison

Extremely Clean! Dog Freindly Bungalow one Block to Main Street
Extremely Clean! Dog Freindly Bungalow one Block to Main Street
Madison, IN
This vacation home is a smoke-free vacation home.
Spacious House w/ Patio - Near Historic Madison!
Spacious House w/ Patio - Near Historic Madison!
Madison, IN
Guests staying at this vacation home have access to an arcade/game room, barbecue grills, and a garden.
Tiny Too
Tiny Too
Madison, IN
Guests staying at this vacation home have access to barbecue grills and a garden.
Secluded Country Home in Historic Hoosier Hills
Secluded Country Home in Historic Hoosier Hills
Vevay, IN
Guests staying at this vacation home have access to barbecue grills and a garden.
Extremely Clean! Fireplace House. Close to the River and one Block to Main st
Extremely Clean! Fireplace House. Close to the River and one Block to Main st
Madison, IN
This vacation home is a smoke-free vacation home.
Extremely Clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
Extremely Clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
Madison, IN
This vacation home is a smoke-free vacation home.
River Roost
River Roost
Madison, IN
This vacation home is a smoke-free vacation home.
New! Renovated Craftsman House - 5 Mi to Vineyard!
New! Renovated Craftsman House - 5 Mi to Vineyard!
Vevay, IN
At this vacation home, guests have access to barbecue grills.
The Cozy Cottage on Main
The Cozy Cottage on Main
Madison, IN
$89
This vacation home is a smoke-free vacation home.
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Madison Vacation Homes

Book vacation homes in Madison
Next time you take a group getaway top Madison, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Madison vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Madison vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Madison; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Madison rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Madison is sure to be a winner.

Hotel Options in Madison

See all 317 Properties in Madison
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.