Holiday Rentals in Madison

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Holiday Rentals in Madison

Aparthotel in South Side Flats

4.0 star property
8.0 out of 10, Very good, (104)
"Clean great views hotel "
United States
Shomario
The price is €201
includes taxes & fees
25 Nov - 26 Nov
Kasa South Side Pittsburgh

Holiday Home in McKeesport

9.6 out of 10, Exceptional, (4)
"The house has a very peaceful atmosphere."
United States
Susan G.
The price is €151
includes taxes & fees
27 Nov - 28 Nov
The Light Room

Apartment in West Homestead

9.0 out of 10, Wonderful, (2)
"Water could have been hotter in the wet room but other than that was as advertised."
United States
brandon b.
California king wet room suite

Apartment in Point Breeze North

10.0 out of 10, Exceptional, (1)
Urban Oasis in Point Breeze 4BR Industrial-Style Apartment

Apartment in Pittsburgh

9.8 out of 10, Exceptional, (21)
"Perfect place to stay while visiting Pittsburgh. Nice and cozy space. "
United States
Michele H.
Chic 1-bedroom apartment with WiFi, AC in brilliant Pittsburgh

Holiday Home in Shadyside

9.8 out of 10, Exceptional, (8)
"We had a wonderful stay. Plenty of bathrooms to accommodate our extended family visit. "
United States
Jodi H.
The Walnut Suites - The Family Suite

Holiday Home in South Side Slopes

10.0 out of 10, Exceptional, (38)
"Exceeded expectations. Beautifully maintained property conveniently located for our visit to Pittsburgh. Quiet neighborhood but close to everything.We look forward to returning!"
United States
B.R. P.
Clean and comfortable 3BR home in the South Side neighborhood

Apartment in West Homestead

10.0 out of 10, Exceptional, (1)
"Everything was perfect and as expected "
United States
Jonathan M.
The price is €156
includes taxes & fees
24 Nov - 25 Nov
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

Holiday Home in Shadyside

6.4 out of 10, (15)
"Great neighborhood; very safe area and within walking distance of shops/stores. Bedrooms were extremely spacious with comfortable mattresses and bedding/pillows in good condition. The large table in the main living area was great for seating a large group for meals and our family game night! Home is sparsely furnished and could use some nicer window coverings and some additional seating in living area. Towels provided were a bit worn and surprised it did not have a full size coffee pot. Owner...
United States
Todd S.
Shadyside Penthouse

Apartment in South Park

10.0 out of 10, Exceptional, (69)
"Everything was perfect. Will stay there next trip to see family. "
United States
Joyce P.
The price is €172
includes taxes & fees
30 Nov - 1 Dec
Cozy Studio with Unique Charm in Private Setting

Cottage in Wilkinsburg

3.0 star property
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

Apartment in Pittsburgh

2.0 star property
9.2 out of 10, Wonderful, (7)
"Train tracks are right behind the property and run in the evenings. Because there is a crossing close by the train blows its whistle. Our stay had a couple trains after midnight with whistles that woke us up each night"
United States
Christine
Allegheny Riverside One Bedroom Suite

Holiday Home in Squirrel Hill South

9.8 out of 10, Exceptional, (46)
"Great property as advertised. Very clean and comfortable."
Canada
George B.
Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!

Holiday Home in Oakland

2.0 star property
Lovely 3-bedroom house in the heart of downtown Pittsburgh.

Apartment in Greensburg

6.0 out of 10, (1)
"Any review at this property has to start with the cookie / chip crumbs in the sofa bed and the curly hair (yes, that kind) / and the "last person who stayed here" smell in the bed in the bedroom. Y'all can make your own decisions from there."
United States
Eric J.
Your Cozy Home in Greensburg, Laurel Highlands, near Seton Hill, Excela Health

Holiday Home in Shadyside

10.0 out of 10, Exceptional, (5)
"Great property, great location. Seamless experience, no fuss. Great for our adult group get-together. Can't wait to stay there again. "
United States
Paul and Audria R.
4 br 2 baClassical Victorian Home Off Walnut Street in Shadyside Pittsburgh

Holiday Home in West Mifflin

3.0 star property
The price is €326
includes taxes & fees
24 Nov - 25 Nov
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Holiday Home in South Side Flats

10.0 out of 10, Exceptional, (3)
"Great host and location!"
United States
James C.
King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l

Holiday Home in McKeesport

9.4 out of 10, Exceptional, (6)
"House was clean, comfortable, very peaceful, beautiful view of the mountains"
United States
Adam U.
The price is €156
includes taxes & fees
24 Nov - 25 Nov
The Upper Room

Holiday Home in Wilkinsburg

3.5 star property
Spacious 3BR Home near Downtown, Oakland & East Liberty! Max 15 nights by RedAwning
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, apart-hotels, 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 €151 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

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

The Light Room: This holiday home rental outside of Madison has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What can I see and do in Madison?

Explore the area and family-friendly sights such as Kennywood, 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.