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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.
The price is ￥14,610
￥45,934 total
includes taxes & fees
Jul 22 - Jul 23
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.
The price is ￥32,480
￥56,114 total
includes taxes & fees
Aug 2 - Aug 3
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.
The price is ￥20,300
￥38,726 total
includes taxes & fees
Aug 3 - Aug 4
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.
The price is ￥24,847
￥43,216 total
includes taxes & fees
Jul 27 - Jul 28
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.
The price is ￥17,377
￥32,542 total
includes taxes & fees
Aug 9 - Aug 10
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
The price is ￥21,924
￥39,455 total
includes taxes & fees
Jul 21 - Jul 22
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.
The price is ￥23,061
￥43,036 total
includes taxes & fees
Aug 10 - Aug 11
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.
The price is ￥17,052
￥32,171 total
includes taxes & fees
Aug 2 - Aug 3
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.
The price is ￥17,034
￥29,560 total
includes taxes & fees
Jul 23 - Jul 24
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
The price is ￥36,248
￥85,583 total
includes taxes & fees
Aug 3 - Aug 4
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
The price is ￥21,274
￥58,223 total
includes taxes & fees
Jul 27 - Jul 28
Penn Hills Home ~ 11 Mi to Pittsburgh
Dining

Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (34 reviews)
"We loved our weekend rental; clean and nice and spacious. Hydee is an excellent host and very responsive to my questions. Location is excellent too!!"
United States
Suzanne S.
The price is ￥21,924
￥59,541 total
includes taxes & fees
Jul 21 - Jul 22
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.
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.
The price is ￥62,118
￥105,544 total
includes taxes & fees
Jul 21 - Jul 22
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.
The price is ￥21,924
￥43,570 total
includes taxes & fees
Aug 19 - Aug 20
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.
The price is ￥22,736
￥47,526 total
includes taxes & fees
Aug 3 - Aug 4
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.
The price is ￥24,360
￥47,216 total
includes taxes & fees
Jul 21 - Jul 22
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, (28 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.
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
The price is ￥40,194
￥71,287 total
includes taxes & fees
Jul 27 - Jul 28
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.
The price is ￥14,941
￥58,986 total
includes taxes & fees
Jul 27 - Jul 28
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

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

10/10 Excellent
"Love the breakfast they offer each morning… so delicious. Also great walking distances to some great eats. Rooms are comfortable and provided a couch so you feel more at home. Welcomes the thought of staying in your room or just staying up to have a chat."
Caterina 1-night trip
Posted 3 hours ago
Hotel Indigo Pittsburgh East Liberty by IHG

Find out more about Madison

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

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.