A red covered bridge with a white entrance, surrounded by greenery and a wooden staircase.

Madison Holiday Rentals

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Our top choices for Madison holiday rentals

1. Cottage 6 - Hooty's Place

Cottage 6 - Hooty's Place
Ridgeland
10.0 out of 10, Exceptional, (20 reviews)
"Great place to stay!!!Clean and comfy."
United States
Dena B.
The price is NZ$290
includes taxes & fees
8 Nov - 9 Nov
Cottage 6 - Hooty's Place

2. Cottage 4 - Nobody Inn

Cottage 4 - Nobody Inn
Ridgeland
9.4 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay here with friends in nearby cabins!"
United States
Mary A.
The price is NZ$309
includes taxes & fees
8 Nov - 9 Nov
Cottage 4 - Nobody Inn

3. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Jackson
10.0 out of 10, Exceptional, (38 reviews)
"Location worked well as we explored the area, it was nice coming back to comfortable accommodations after busy days out."
United States
Anonymous traveller
The price is NZ$125
includes taxes & fees
4 Nov - 5 Nov
2 Queen Beds Non-Smoking

4. 1 King Bed | Hearing Accessible, Kitchen

1 King Bed | Hearing Accessible, Kitchen
Jackson
10.0 out of 10, Exceptional, (21 reviews)
"Great place"
United States
Anonymous traveller
The price is NZ$126
includes taxes & fees
8 Nov - 9 Nov
1 King Bed | Hearing Accessible, Kitchen

5. Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed

Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed
Ridgeland
9.8 out of 10, Exceptional, (8 reviews)
"Very convenient location, close to everything, shopping, restaurants, etc."
United States
David R.
The price is NZ$485
includes taxes & fees
9 Nov - 10 Nov
Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed

6. Cottage 9 - After Hours

Cottage 9 - After Hours
Ridgeland
4.0 out of 10, (1 review)
"What they DON'T tell you about this place is it is in a giant parking lot, there are about 9 "cottages" next to each other, about 10' between each one, that are on the perimeter of said parking lot. The "on site oyster bar" plays LOUD music that is clearly heard...LATE.The "cottage" itself, is old, be careful walking into the kitchen you WILL trip on the black strip of whatever they put down to cover the two pieces of cottage that were put together.The coffee maker had stale water in it from who...
United States
E B.
Cottage 9 - After Hours

7. Cottage 2 - Bourbon Way

Cottage 2 - Bourbon Way
Ridgeland
10.0 out of 10, Exceptional, (6 reviews)
"Plenty of room for us and our boats. "
United States
John A.
The price is NZ$460
includes taxes & fees
8 Nov - 9 Nov
Cottage 2 - Bourbon Way

8. Cottage 8 - Why Knot

Cottage 8 - Why Knot
Ridgeland
10.0 out of 10, Exceptional, (3 reviews)
"Great location and very clean."
United States
Wendy F.
The price is NZ$337
includes taxes & fees
4 Nov - 5 Nov
Cottage 8 - Why Knot

9. Cottage #1 - High Noon

Cottage #1 - High Noon
Ridgeland
10.0 out of 10, Exceptional, (12 reviews)
" Excellent location with Oyster bar and lake access close to town. Housing is Excellent clean and hospitality over the top."
United States
Larry L.
The price is NZ$460
includes taxes & fees
4 Nov - 5 Nov
Cottage #1 - High Noon

10. 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Jackson
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay"
United States
Anonymous traveller
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

11. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Jackson
9.2 out of 10, Wonderful, (19 reviews)
"Good place to stay"
United States
Anonymous traveller
The price is NZ$126
includes taxes & fees
8 Nov - 9 Nov
1 Queen Bed | Non-Smoking, Kitchen

12. King Bed Non-Smoking

King Bed Non-Smoking
Jackson
9.6 out of 10, Exceptional, (47 reviews)
"Comfortable beds really helped us recharge each night of our stay."
United States
Anonymous traveller
The price is NZ$212
includes taxes & fees
4 Dec - 5 Dec
King Bed Non-Smoking

13. Jackson | King Bed Smoking

Jackson | King Bed Smoking
Jackson
10.0 out of 10, Exceptional, (176 reviews)
"Great amenities for a solid stay."
United States
Anonymous traveller
The price is NZ$92
includes taxes & fees
28 Nov - 29 Nov
Jackson | King Bed Smoking

14. Premium King bed Non-Smoking

Premium King bed Non-Smoking
Jackson
10.0 out of 10, Exceptional, (50 reviews)
"Location was spot on, near everything we needed."
United States
Anonymous traveller
The price is NZ$114
includes taxes & fees
4 Nov - 5 Nov
Premium King bed Non-Smoking

15. 1 Bedroom | Outdoor Pool. Near Northpark Mall

1 Bedroom | Outdoor Pool. Near Northpark Mall
Ridgeland
1 Bedroom | Outdoor Pool. Near Northpark Mall

16. Premium 2 Queen Bed|Jackson

Premium 2 Queen Bed|Jackson
Jackson
9.8 out of 10, Exceptional, (52 reviews)
"Overall a wonderful stay with excellent service and clean rooms."
United States
Anonymous traveller
The price is NZ$125
includes taxes & fees
9 Nov - 10 Nov
Premium 2 Queen Bed|Jackson

17. 1 King Bed | Smoking, Micfridge

1 King Bed | Smoking, Micfridge
Jackson
10.0 out of 10, Exceptional, (55 reviews)
"Felt relaxed throughout my stay, friendly staff made things enjoyable when traveling alone like I did!"
United States
Anonymous traveller
The price is NZ$105
includes taxes & fees
4 Dec - 5 Dec
1 King Bed | Smoking, Micfridge

18. Queen Studio Near IBM. Free Breakfast. Pool. Gym.

Queen Studio Near IBM. Free Breakfast. Pool. Gym.
Ridgeland
Queen Studio Near IBM. Free Breakfast. Pool. Gym.

19. 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
9.8 out of 10, Exceptional, (44 reviews)
"Nice little place tucked away in the woods. We loved the vintage look of the place!"
United States
Brandon D.
The price is NZ$366
includes taxes & fees
4 Nov - 5 Nov
Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.

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

Country home w/beautiful views, close to town, reservoir and Natchez Trace
Canton
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay"
United States
Pat C.
The price is NZ$468
includes taxes & fees
4 Nov - 5 Nov
Country home w/beautiful views, close to town, reservoir and Natchez Trace
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

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 favorite 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 depends 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 NZ$114 per night. Entering your travel dates in the search wizard you might find 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?

Huge Historic 4BR House w/ Patio, sleeps 12: This holiday home rental outside of Madison offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 4 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.