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Madison Holiday Rentals

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Holiday Rentals in Madison

Harbor Hideaway - Entire home in Madison, MS

10.0 out of 10, Exceptional, (2)
"We were in the area for work and wanted some space to relax in and we definitely found a great spot here! Very clean, and in a super quiet neighborhood!"
Harbor Hideaway - Entire home in Madison, MS

Ground Floor / Waterfront on The Rez in Madison!

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a lovely time. The property is as pictured. It was also clean. Host was very responsive. Excellent for a weekend stay."
Ground Floor / Waterfront on The Rez in Madison!

Cozy Home, fully fenced with huge back yard

9.6 out of 10, Exceptional, (27)
"Nice property "
Cozy Home, fully fenced with huge back yard

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

10.0 out of 10, Exceptional, (14)
"Really one of the best places to stay. It has so much character. every family member that was in town that came by to see it just loved it. "
The price is AU$338
includes taxes & fees
1 Sept - 2 Sept
Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.

Waterfront Modern Reservoir Retreat with boat dock & fishing pier, Pet Friendly

10.0 out of 10, Exceptional, (12)
"Great location and exactly what you would want for a little hidden gem Lake House cabin. Really enjoyed the stay. "
The price is AU$648
includes taxes & fees
2 Sept - 3 Sept
Waterfront Modern Reservoir Retreat with boat dock & fishing pier, Pet Friendly

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

9.8 out of 10, Exceptional, (16)
"Great safe place to stay in Jackson!! "
The price is AU$302
includes taxes & fees
1 Sept - 2 Sept
NEW! Stylish and Modern Home In the Heart of the Popular Fondren District

Stylish Eastover Stay - Sleeps 10 + Pet Friendly

8.4 out of 10, Very good, (5)
"Everything was fine. "
Stylish Eastover Stay - Sleeps 10 + Pet Friendly

The Comic House

8.8 out of 10, Excellent, (15)
"Very clean and fun for the kiddos!!"
The price is AU$323
includes taxes & fees
1 Sept - 2 Sept
The Comic House

Huge Historic 4BR House w/ Patio, sleeps 12

9.0 out of 10, Wonderful, (55)
"Great stay in Belhaven. Perfect place for us to stay with family and enjoy Christmas. "
Huge Historic 4BR House w/ Patio, sleeps 12

Relax in Shady Oaks Near Hospitals & Dining

9.4 out of 10, Exceptional, (33)
"Stayed here for a baseball tournament. Fantastic home. Great location. Close to shopping. Very clean and comfortable. "
Relax in Shady Oaks Near Hospitals & Dining

Charming 3-bedroom house in wonderful Jackson with AC, fitness room, WiFi

10.0 out of 10, Exceptional, (2)
"This house is a great place. Beautiful home, lots of room, very quiet neighborhood and the host are extremely helpful and kind. I will definitely be back! "
The price is AU$530
includes taxes & fees
1 Oct - 2 Oct
Charming 3-bedroom house in wonderful Jackson with AC, fitness room, WiFi

Country home w/beautiful views, close to town, reservoir and Natchez Trace

9.8 out of 10, Exceptional, (29)
"This property is exquisite. Beautiful interior."
The price is AU$443
includes taxes & fees
1 Sept - 2 Sept
Country home w/beautiful views, close to town, reservoir and Natchez Trace

BRINGING MIAMI TO JACKSON MISSISSIPPI.

9.6 out of 10, Exceptional, (20)
"My stay was extremely excellent"
The price is AU$635
includes taxes & fees
2 Sept - 3 Sept
BRINGING MIAMI TO JACKSON MISSISSIPPI.

Spring Getaway 5 minutes away from Hospital

8.0 out of 10, Very good, (2)
"It was okay just the imperfection on my outside property on my vehicle was stolen from me other than that it was well stay "
The price is AU$379
includes taxes & fees
1 Sept - 2 Sept
Spring Getaway 5 minutes away from Hospital

Cottage 6 - Hooty's Place

10.0 out of 10, Exceptional, (9)
"Loved our stay here! It was amazing and the property manager was fantastic!"
The price is AU$265
includes taxes & fees
1 Sept - 2 Sept
Cottage 6 - Hooty's Place

Cottage 4 - Nobody Inn

9.4 out of 10, Exceptional, (6)
"I loved this place. It was out of the way while still very close to town for shopping, eating and events. There were plenty of amenities in the house. I cooked several times! Although this was not an issue for me at all, there is a restaurant and bar next door with live entertainment on the weekends and its open until 2:00am, so there was a good bit of noise late into the night. I sat on the porch with coffee and listened to the band, but some people may be put off by the cars and motorcycles...
The price is AU$281
includes taxes & fees
2 Sept - 3 Sept
Cottage 4 - Nobody Inn

Magnolia Suite Vacation Home -Private Entry, Old Canton N. Jackson

9.4 out of 10, Exceptional, (13)
"We stayed here for a little overnight getaway and it was all we needed! "
Magnolia Suite Vacation Home -Private Entry, Old Canton N. Jackson

Cottage 2 - Bourbon Way

10.0 out of 10, Exceptional, (5)
"Having a kitchen & not having to worry too much about our kids making noise made the cottage a much better option over a hotel. We could hear noise/music coming from the Shuckers restaurant next door, but it wasn’t too bad. Our family had a great time!"
The price is AU$424
includes taxes & fees
22 Sept - 23 Sept
Cottage 2 - Bourbon Way

Cottage 7 - Last Resort

10.0 out of 10, Exceptional, (12)
"Very comfy! Highly recommend!"
The price is AU$420
includes taxes & fees
1 Sept - 2 Sept
Cottage 7 - Last Resort

Lux Modern Condo

9.4 out of 10, Exceptional, (13)
"great location great price"
The price is AU$205
includes taxes & fees
1 Sept - 2 Sept
Lux Modern Condo
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.
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Top Madison Hotel Reviews

Find out more about Madison

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as AU$205 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Madison.

What are some of the best holiday rentals that Madison has to offer?

Harbor Hideaway - Entire home in Madison, MS: This highly rated holiday home rental in Madison offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Madison?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What can I see and do in Madison?

Reservoir Overlook and Kendall Quinn Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Annandale Golf Club and Whisper Lake Driving Range.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.