Search Holiday Rentals in Madison

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Top Holiday Rentals in Madison

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.2 out of 10, Very good, (99)
"Clean great views hotel "
The price is 2.563.747 ₫
4.636.583 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Kasa South Side Pittsburgh
3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck
House (2 Bedrooms) | Interior

3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was immaculate and the decor is very intentional. My family loved the space and the little hidden treasures (all red starbursts)! Our host was kind and communicative. We are looking forward to our next stay!"
3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck
Spacious 3BR Home near Downtown, Oakland & East Liberty! Max 15 nights by RedAwning
House, 3 Bedrooms | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Spacious 3BR Home near Downtown, Oakland & East Liberty! Max 15 nights by RedAwning

3.5 star property
Spacious 3BR Home near Downtown, Oakland & East Liberty! Max 15 nights by RedAwning
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
House (3 Bedrooms) | Interior

Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

3.0 star property
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
Kasa Atrium Studio East Liberty The Maverick
Apartment

Kasa Atrium Studio East Liberty The Maverick

2.0 star property
Kasa Atrium Studio East Liberty The Maverick
Spacious Pittsburgh Rental: Walk to Frick Park!
House (3 Bedrooms) | Interior

Spacious Pittsburgh Rental: Walk to Frick Park!

3.0 star property
Spacious Pittsburgh Rental: Walk to Frick Park!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

The Maverick by Kasa

The Maverick by Kasa

10/10 Excellent
"Vibrant area, with lots of shops and restaurants. There is a city parking lot behind the hotel. No technology problems. Great bar in the lobby. The rooms are very quiet. There was a huge boisterous wedding on the first floor and we couldn't hear a peep in our room. "
Susan 3-night trip
Posted 14 hours ago
The Maverick by Kasa

Frequently asked questions

Are there holiday rentals 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.

What can I see and do in Madison?

Explore the area and family-friendly sights such as Stone Villa Wine Cellars, or get out into nature at a spot like Madison Park. In the wider area, you’ll find Seton Hill University and The Palace Theatre.

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 provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.