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Madison Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Madison vacation rentals

2 bedrooms, desk, iron/ironing board, WiFi (free)

Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (13 reviews)
"Everything was wonderful - very clean, very cozy! We enjoyed our stay very much!"
United States
Kate R.
$271 nightly
The price is $283
Jul 19 - Jul 20
Total with taxes and fees
Walk to BTV Winery | Near Corporate Offices
Smart TV

Charming 3-bedroom townhome with AC and WiFi in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
9.0 out of 10, Wonderful, (10 reviews)
"Great place to stay. Centrally located"
United States
Randall M.
$310 nightly
The price is $342
Jul 19 - Jul 20
Total with taxes and fees
Charming 3-bedroom townhome with AC and WiFi in Greensburg
TV, books

3bd home in Mt. Pleasant; near festivals, biking, skiing.

3bd home in Mt. Pleasant; near festivals, biking, skiing.
Mount Pleasant
10.0 out of 10, Exceptional, (11 reviews)
"The host was very attentive. The home was well stocked on anything you might need and uniquely decorated. Convenient for our needs. Very nice rural quiet location. The back yard was perfect for our dog to run around. We would stay again. "
United States
Cynthia H.
$204 nightly
The price is $225
Jul 19 - Jul 20
Total with taxes and fees
3bd home in Mt. Pleasant; near festivals, biking, skiing.
Interior

Charming 3-bedroom house in soothing West Newton neighborhood

Charming 3-bedroom house in soothing West Newton neighborhood
West Newton
10.0 out of 10, Exceptional, (3 reviews)
"Clean and well stocked. Plenty of room in each bedroom. Location to bike trail and local eateries is a plus."
United States
Jim M.
$241 nightly
The price is $266
Jul 26 - Jul 27
Total with taxes and fees
Charming 3-bedroom house in soothing West Newton neighborhood
Smart TV, fireplace

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (12 reviews)
"Great place and an awesome host!"
United States
John B.
$175 nightly
The price is $198
Jul 19 - Jul 20
Total with taxes and fees
The Upper Room
Property grounds

Yough Trail Retreat on the Great Allegheny Passage

Yough Trail Retreat on the Great Allegheny Passage
Connellsville
10.0 out of 10, Exceptional, (18 reviews)
"Lovely place to stay when passing through on the GAP Trail Ride. Great host."
United States
James
$220 nightly
The price is $243
Jul 19 - Jul 20
Total with taxes and fees
Yough Trail Retreat on the Great Allegheny Passage
Property grounds

Secluded Chalet near Ohiopyle and Seven Springs

Secluded Chalet near Ohiopyle and Seven Springs
Bear Rocks
10.0 out of 10, Exceptional, (3 reviews)
"Mike was great. Place is as advertised. Worked well for our weekend at Seven Springs. "
United States
Ryan C.
$239 nightly
The price is $253
Jul 29 - Jul 30
Total with taxes and fees
Secluded Chalet near Ohiopyle and Seven Springs
TV

The Light Room

The Light Room
McKeesport
8.8 out of 10, Excellent, (13 reviews)
"Loved it here "
United States
Ciara S.
$175 nightly
The price is $198
Jul 19 - Jul 20
Total with taxes and fees
The Light Room
Spa

Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!

Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
Connellsville
10.0 out of 10, Exceptional, (10 reviews)
"We had a very comfortable cozy stay."
United States
Beth F.
$141 nightly
The price is $155
Jul 20 - Jul 21
Total with taxes and fees
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
Coffee/tea maker, fridge, microwave, oven

Kazi Acres the family creekside retreat

Kazi Acres the family creekside retreat
Latrobe
$481 nightly
The price is $531
Aug 3 - Aug 4
Total with taxes and fees
Kazi Acres the family creekside retreat
House (3 Bedrooms) | Interior

Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
$315 nightly
The price is $359
Jul 20 - Jul 21
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
Dining

Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (33 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
$322 nightly
The price is $364
Jul 19 - Jul 20
Total with taxes and fees
Hydee's Hideaway
TV, offices

Rose’s Comfortable Place | Cozy 1-Bedroom

Rose’s Comfortable Place | Cozy 1-Bedroom
Munhall
7.4 out of 10, Good, (3 reviews)
"It was perfect for the price. Lots of parking in front of the house. Easy to find and check in. Very helpful if you’re trying to find something decent and affordable."
United States
Heather B.
$149 nightly
The price is $162
Jul 19 - Jul 20
Total with taxes and fees
Rose’s Comfortable Place | Cozy 1-Bedroom
Smart TV, fireplace

Home away from home!!!

Home away from home!!!
Monroeville
7.6 out of 10, Good, (45 reviews)
"Kitchen/living room great area for us to congregate and visit"
United States
jean d.
$575 nightly
The price is $650
Jul 19 - Jul 20
Total with taxes and fees
Home away from home!!!
Interior

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
West Homestead
9.0 out of 10, Wonderful, (10 reviews)
"Host was a great with communication and very nice. The amenities (suana & hot tub) were great and the place was clean. Also in a good location! "
United States
Elizabeth M.
$237 nightly
The price is $268
Jul 19 - Jul 20
Total with taxes and fees
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
Interior

Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
Monongahela
10.0 out of 10, Exceptional, (19 reviews)
"Home was awesome. very clean and comfortable beds. I will be back……..at the Blue Peacock inn!"
United States
JOHN L.
$265 nightly
The price is $293
Aug 3 - Aug 4
Total with taxes and fees
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
Smart TV, fireplace

California king wet room suite

California king wet room suite
West Homestead
8.8 out of 10, Excellent, (19 reviews)
" Communication was great and easy. The whole unit was perfect for an adult weekend get away!"
United States
Andrea D.
$254 nightly
The price is $288
Jul 19 - Jul 20
Total with taxes and fees
California king wet room suite
Terrace/patio

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Plum
10.0 out of 10, Exceptional, (27 reviews)
"Beautiful property that was clean, spacious, and had all the amenities you'd need as a family. Great space for pets as well"
United States
evan w.
$263 nightly
The price is $298
Jul 20 - Jul 21
Total with taxes and fees
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Interior

Superb 4-bedroom house with AC ! A Pittsburgh Oasis!

Superb 4-bedroom house with AC ! A Pittsburgh Oasis!
Pittsburgh
$388 nightly
The price is $439
Jul 19 - Jul 20
Total with taxes and fees
Superb 4-bedroom house with AC ! A Pittsburgh Oasis!
TV

Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
Penn Hills
8.4 out of 10, Very Good, (5 reviews)
"Clean property, easy check in process, Accessible and supportive host"
United States
Nara S.
$321 nightly
The price is $363
Jul 20 - Jul 21
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
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

SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

10/10 Excellent
"We were there to help our son move into an apartment in the neighborhood. Super convenient and easy to park. Lots of walkers and bikers using the path right out in front of hotel. The hotel was busy but quiet and very clean."
Robert 2-night trip
Posted 2 hours ago
SpringHill Suites by Marriott Pittsburgh Southside Works

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation 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 low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $196 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation 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 vacation.

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 vacation rentals in Madison?

Yes, you can find vacation rentals close to well known attractions in Madison, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Madison has to offer?

Walk to Walnut St: Pet-Friendly Pittsburgh Home!: This vacation home rental near Madison offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Seton Hill University and The Palace Theatre.

What are vacation rentals like in Madison?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Madison. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.