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

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Madison vacation rentals

A wooden cabin with a porch, a sign reading "Kay S Hook", and outdoor seating.

1. Cottage 3 - Kay's Nook

Cottage 3 - Kay's Nook
Ridgeland
8.8 out of 10, Excellent, (15 reviews)
"Awesome stay,very clean, quiet."
United States
Moonika
The price is ￥15,001
￥26,251 total
includes taxes & fees
Oct 27 - Oct 28
Cottage 3 - Kay's Nook
A kitchen with white cabinets, a stove, a microwave, and a sink.

2. Cottage 5 - Smugglers Run

Cottage 5 - Smugglers Run
Ridgeland
9.8 out of 10, Exceptional, (11 reviews)
"Great place"
United States
Jenny C.
The price is ￥17,380
￥28,976 total
includes taxes & fees
Oct 12 - Oct 13
Cottage 5 - Smugglers Run
A compact living space with a dining area, kitchenette, and a ceiling fan.

3. Cottage 6 - Hooty's Place

Cottage 6 - Hooty's Place
Ridgeland
10.0 out of 10, Exceptional, (20 reviews)
"Great stay and pet friendly. Cute cottage."
United States
Moonika
The price is ￥15,790
￥27,096 total
includes taxes & fees
Oct 14 - Oct 15
Cottage 6 - Hooty's Place
A hotel room with a bed, a desk with a chair, a television, a sofa, and a kitchenette with a stove.

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 traveler
The price is ￥9,131
￥9,862 total
includes taxes & fees
Oct 21 - Oct 22
1 King Bed | Hearing Accessible, Kitchen
A compact kitchen with a central island, bar stools, and a refrigerator.

5. Cottage 7 - Last Resort

Cottage 7 - Last Resort
Ridgeland
9.8 out of 10, Exceptional, (17 reviews)
"Last Resort Cottage was perfect for our stay. The cottage was cute and very clean. Had everything we needed. Would stay again!!"
United States
Katie S.
The price is ￥23,685
￥43,006 total
includes taxes & fees
Oct 11 - Oct 12
Cottage 7 - Last Resort
A room with two brown armchairs, a small wooden side table with a decorative vase, and a framed landscape painting on the wall.

6. Cottage 9 - After Hours

Cottage 9 - After Hours
Ridgeland
The price is ￥19,738
￥31,320 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 9 - After Hours
A living room with a sofa, coffee table, and a ceiling fan.

7. 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)
"Location was great and house had character. "
United States
Gail B.
The price is ￥16,922
￥45,139 total
includes taxes & fees
Oct 11 - Oct 12
Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed
A spacious lobby with a sofa, armchair, coffee table, and dining area.

8. King Bed Non-Smoking

King Bed Non-Smoking
Jackson
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable beds really helped us recharge each night of our stay."
United States
Anonymous traveler
The price is ￥8,910
￥11,584 total
includes taxes & fees
Oct 10 - Oct 11
King Bed Non-Smoking
A kitchen with white cabinets, a stove, a microwave, and a sink.

9. Cottage 4 - Nobody Inn

Cottage 4 - Nobody Inn
Ridgeland
9.4 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay here with friends in nearby cabins!"
United States
Mary A.
The price is ￥17,369
￥28,785 total
includes taxes & fees
Nov 1 - Nov 2
Cottage 4 - Nobody Inn
A cozy cabin interior with a wooden interior, a brown leather sofa, a flat-screen TV, and a mounted air conditioner.

10. 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 ￥19,738
￥31,492 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 8 - Why Knot
A room with a bunk bed, a ceiling fan, a window with blinds, and a hallway leading to another room.

11. 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 ￥23,685
￥43,006 total
includes taxes & fees
Nov 9 - Nov 10
Cottage #1 - High Noon
A wooden cabin with a porch and a small staircase leading to a deck area.

12. 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 ￥23,685
￥43,006 total
includes taxes & fees
Nov 4 - Nov 5
Cottage 2 - Bourbon Way
A multi-story hotel with a stone facade, large windows, and an American flag.

13. 1 Bedroom | Outdoor Pool. Near Northpark Mall

1 Bedroom | Outdoor Pool. Near Northpark Mall
Ridgeland
The price is ￥24,274
￥30,972 total
includes taxes & fees
Nov 9 - Nov 10
1 Bedroom | Outdoor Pool. Near Northpark Mall
A spacious lobby with a reception desk, a red accent wall, an exit door, and a coffee machine.

14. 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 traveler
The price is ￥9,134
￥9,865 total
includes taxes & fees
Oct 22 - Oct 23
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
A house with a covered patio, outdoor seating, and string lights.

15. 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, (57 reviews)
"Great place to stay"
United States
Pat C.
The price is ￥25,596
￥45,308 total
includes taxes & fees
Oct 10 - Oct 11
Country home w/beautiful views, close to town, reservoir and Natchez Trace
A spacious lobby with a sofa, armchair, and coffee table, large windows, and a dining area.

16. 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 traveler
The price is ￥9,616
￥12,489 total
includes taxes & fees
Nov 1 - Nov 2
2 Queen Beds Non-Smoking
A multi-story hotel with a stone facade, large windows, and an American flag.

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

Queen Studio Near IBM. Free Breakfast. Pool. Gym.
Ridgeland
The price is ￥20,903
￥26,854 total
includes taxes & fees
Nov 8 - Nov 9
Queen Studio Near IBM. Free Breakfast. Pool. Gym.
A cozy living room with a wooden floor, a white sofa, a wooden chair, and a coffee table. There is a staircase leading to an upper level.

18. 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, (43 reviews)
"Nice little place tucked away in the woods. We loved the vintage look of the place!"
United States
Brandon D.
The price is ￥21,317
￥35,650 total
includes taxes & fees
Oct 12 - Oct 13
Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.
A hotel room with a bed, a television on a stand, a sofa, a small table, and a window with curtains.

19. 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 traveler
1 Queen Bed | Non-Smoking, Kitchen
A spacious lobby with a sofa, armchairs, a coffee table, and a dining area with tables and chairs.

20. 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 traveler
The price is ￥9,616
￥12,489 total
includes taxes & fees
Oct 10 - Oct 11
Premium 2 Queen Bed|Jackson
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

Woodspring Suites Jackson Pearl I-20

Woodspring Suites Jackson Pearl I-20

8/10 Good
"New hotel with limited amenities but a great cost. Friendly staff and clean room. But only 1 towel set for each person, no dishes, cups or silverware yet a Kitchenette in the room. Nice simple stay for a night"
Cathy 1-night trip
Posted 5 hours ago
Woodspring Suites Jackson Pearl I-20

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

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Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Can I find a vacation rental in Madison?

Yes, there are vacation rentals close to top points of interest in Madison, or you can select a secluded option if you'd like a relaxing place to stay. The shops and restaurants are several reasons why visitors like Madison.

What's the top vacation rental in Madison?

Huge Historic 4BR House w/ Patio, sleeps 12: Visitors like this Madison vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals are there in Madison?

With 4 Expedia vacation rentals, you're sure 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 vacation rentals like in Madison?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.