Madison Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Madison, Wisconsin, USA

10.0 (66 Reviews)
2 Bedrooms 8 Guests
From GB £96 per night
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10.0 (6 Reviews)
3 Bedrooms 6 Guests
From GB £151 per night
|
9.8 (44 Reviews)
1 Bedroom 2 Guests
10.0 (63 Reviews)
2 Bedrooms 6 Guests
|
10.0 (3 Reviews)
3 Bedrooms 8 Guests
From GB £207 per night
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9.8 (9 Reviews)
1 Bedroom 2 Guests
From GB £117 per night
10.0 (57 Reviews)
1 Bedroom 2 Guests
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10.0 (1 Review)
3 Bedrooms 10 Guests
From GB £106 per night
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8.8 (360 Reviews)
1 Bedroom 2 Guests
10.0 (40 Reviews)
2 Bedrooms 6 Guests
|
10.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (20 Reviews)
2 Bedrooms 5 Guests
|
9.5 (2 Reviews)
2 Bedrooms 5 Guests
9.0 (2 Reviews)
1 Bedroom 2 Guests
From GB £103 per night
New
2 Bedrooms 4 Guests
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9.0 (1 Review)
4 Bedrooms 12 Guests
New Hot Tub - Private Pool - Game Room - 20 min DT
10.0 (4 Reviews)
4 Bedrooms 16 Guests
From GB £200 per night
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9.0 (1 Review)
2 Bedrooms 5 Guests
From GB £55 per night
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9.0 (1 Review)
1 Bedroom 2 Guests
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8.3 (3 Reviews)
2 Bedrooms 4 Guests
From GB £45 per night
7.1 (422 Reviews)
83 Bedrooms 20 Guests
From GB £322 per night
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7.0 (1 Review)
2 Bedrooms 5 Guests
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New
3 Bedrooms 6 Guests
10.0 (343 Reviews)
4 Bedrooms 12 Guests
|
New
5 Bedrooms 12 Guests
From GB £582 per night
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New
3 Bedrooms 8 Guests
10.0 (81 Reviews)
3 Bedrooms 6 Guests
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New
5 Bedrooms 8 Guests
10.0 (22 Reviews)
4 Bedrooms 8 Guests
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New
5 Bedrooms 8 Guests
10.0 (18 Reviews)
3 Bedrooms 6 Guests
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New
4 Bedrooms 14 Guests
10.0 (15 Reviews)
4 Bedrooms 8 Guests
From GB £192 per night
10.0 (15 Reviews)
4 Bedrooms 11 Guests
10.0 (9 Reviews)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
5 Bedrooms 8 Guests
10.0 (33 Reviews)
3 Bedrooms 6 Guests
|
New
3 Bedrooms 6 Guests
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New
1 Bedroom 2 Guests
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New
1 Bedroom 5 Guests
9.8 (986 Reviews)
1 Bedroom 2 Guests
10.0 (30 Reviews)
3 Bedrooms 6 Guests
From GB £201 per night
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New
1 Bedroom 8 Guests
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9.8 (690 Reviews)
1 Bedroom 2 Guests
From GB £166 per night
10.0 (30 Reviews)
2 Bedrooms 5 Guests
From GB £176 per night
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New
1 Bedroom 2 Guests
From GB £143 per night
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New
2 Bedrooms 5 Guests
10.0 (27 Reviews)
3 Bedrooms 8 Guests
|
New
4 Bedrooms 8 Guests
10.0 (27 Reviews)
3 Bedrooms 6 Guests
From GB £96 per night
|
New
1 Bedroom 4 Guests
From GB £285 per night
10.0 (26 Reviews)
4 Bedrooms 10 Guests
New
1 Bedroom 12 Guests
From GB £460 per night
New
1 Bedroom 14 Guests
10.0 (23 Reviews)
5 Bedrooms 12 Guests
From GB £397 per night
New
1 Bedroom 14 Guests
10.0 (21 Reviews)
4 Bedrooms 8 Guests
From GB £312 per night
New
2 Bedrooms 6 Guests
10.0 (20 Reviews)
3 Bedrooms 7 Guests
New
1 Bedroom 10 Guests

About Madison Vacation Rentals

With more than 728 Madison vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Madison.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Madison, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Madison. Places to stay near Madison are 660.39 ft² on average, with prices averaging GB £226 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Madison with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Madison?

What are the top vacation rentals in Madison?

How many Rentbyowner vacation rentals are available in Madison?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 728 in the Madison area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Madison. 

Nearby Neighborhood (14)

Neighborhood Property Count
Marquette Vacation Rentals in Madison, Wisconsin 168
Regent Vacation Rentals in Madison, Wisconsin 144
Tenney-Lapham Vacation Rentals in Madison, Wisconsin 159
Spring Harbor Vacation Rentals in Madison, Wisconsin 107
Bay Creek Vacation Rentals in Madison, Wisconsin 164
Shorewood Hills Vacation Rentals in Madison, Wisconsin 91
Greenbush Vacation Rentals in Madison, Wisconsin 148
North Lake Mendota Vacation Rentals in Madison, Wisconsin 248
Emerson East Vacation Rentals in Madison, Wisconsin 131
Eagle Heights Assembly Vacation Rentals in Madison, Wisconsin 93
Lakeview Vacation Rentals in Madison, Wisconsin 79
Middleton Springs Vacation Rentals in Madison, Wisconsin 65
Meadowood Vacation Rentals in Madison, Wisconsin 56
Waubesa Beach Vacation Rentals in Madison, Wisconsin 33