Madison Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Madison vacation rentals

Fridge, microwave, oven, stovetop

Bright & Clean Chalet with Hot Tub

Bright & Clean Chalet with Hot Tub
Acme
10.0 out of 10, Exceptional, (49 reviews)
"Great place and location"
United States
Rocco R.
The price is ￥30,933
￥58,407 total
includes taxes & fees
Apr 19 - Apr 20
Bright & Clean Chalet with Hot Tub
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 ￥19,989
￥39,686 total
includes taxes & fees
Apr 22 - Apr 23
Secluded Chalet near Ohiopyle and Seven Springs
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, (16 reviews)
"Very nice, clean and relaxing would recommend it to anyone and we would for sure come back. A great place to stay if you’re wanting to ride The GAP bike trail"
United States
Patti D.
The price is ￥21,481
￥37,815 total
includes taxes & fees
Apr 19 - Apr 20
Yough Trail Retreat on the Great Allegheny Passage
Smart TV

Charming 3-bedroom townhome with AC and WiFi in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
8.8 out of 10, Excellent, (8 reviews)
"Great place to stay. Centrally located"
United States
Randall M.
The price is ￥31,728
￥53,301 total
includes taxes & fees
Apr 26 - Apr 27
Charming 3-bedroom townhome with AC and WiFi in Greensburg
2 bedrooms, desk, iron/ironing board, free WiFi

Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (10 reviews)
"Nice property. Responsive owners. Would stay here again."
United States
Ed L.
The price is ￥14,314
￥45,342 total
includes taxes & fees
Apr 20 - Apr 21
Walk to BTV Winery | Near Corporate Offices
Smart TV, fireplace

Home away from home!!!

Home away from home!!!
Monroeville
7.8 out of 10, Good, (40 reviews)
"He seemed friendly and responsive. I did have to ask for the door key and Wifi information. This was not sent to me in advance. "
United States
Gloria W.
The price is ￥60,863
￥103,412 total
includes taxes & fees
Apr 28 - Apr 29
Home away from home!!!
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, (8 reviews)
"We had a very comfortable cozy stay."
United States
Beth F.
The price is ￥13,988
￥25,965 total
includes taxes & fees
Apr 21 - Apr 22
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
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, (1 review)
"Property looked exactly like the pictures! Everything was clean & we had no issues with the property during our stay. We were able to communicate with the host efficiently & received responses in a timely manner. Thank you for having us!"
United States
Moriah O.
The price is ￥24,272
￥42,216 total
includes taxes & fees
May 1 - May 2
Charming 3-bedroom house in soothing West Newton neighborhood
TV, books

3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.

3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.
Mount Pleasant
10.0 out of 10, Exceptional, (3 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 ￥17,847
￥34,620 total
includes taxes & fees
Apr 26 - Apr 27
3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.
TV

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (8 reviews)
"Everything was great!!"
United States
Jason B.
The price is ￥16,657
￥31,426 total
includes taxes & fees
May 18 - May 19
The Light Room
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, (21 reviews)
"Our stay was great, and the place was just as described. Would stay again in the future!"
United States
Amanda W.
The price is ￥27,050
￥46,658 total
includes taxes & fees
Apr 21 - Apr 22
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Dining

Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (27 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is ￥21,481
￥57,827 total
includes taxes & fees
Apr 19 - Apr 20
Hydee's Hideaway
Interior

LAUREL HIGHLANDS GEM~ FALLINGWATER/OHIOPYLE ~ MEDIEVAL CHAMBER SUITE

LAUREL HIGHLANDS GEM~ FALLINGWATER/OHIOPYLE ~ MEDIEVAL CHAMBER SUITE
Connellsville
The price is ￥25,061
￥41,541 total
includes taxes & fees
Apr 26 - Apr 27
LAUREL HIGHLANDS GEM~ FALLINGWATER/OHIOPYLE ~ MEDIEVAL CHAMBER SUITE
Property grounds

ECO-LUX for Family & Friends (Sunny Bunny Tartan)

ECO-LUX for Family & Friends (Sunny Bunny Tartan)
Squirrel Hill
10.0 out of 10, Exceptional, (1 review)
"all was excellent "
United States
Denean W.
ECO-LUX for Family & Friends (Sunny Bunny Tartan)
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, (14 reviews)
"The house was very spacious and cozy and Andres was very responsive to anything we needed. We loved our stay!"
United States
Marissa M.
The price is ￥20,348
￥43,918 total
includes taxes & fees
Apr 20 - Apr 21
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
Smart TV, fireplace

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (7 reviews)
"Great place and an awesome host!"
United States
John B.
The price is ￥16,657
￥31,596 total
includes taxes & fees
May 18 - May 19
The Upper Room
Interior

Netflix+BBQ+Free Parking Near Shops in East Liberty

Netflix+BBQ+Free Parking Near Shops in East Liberty
Point Breeze North
10.0 out of 10, Exceptional, (11 reviews)
"Great property. Super clean and king beds in every bedroom."
United States
Chris H.
Netflix+BBQ+Free Parking Near Shops in East Liberty
Fridge, microwave, oven, stovetop

6BR Group Retreat w/ BBQ, Game Room, and Parking

6BR Group Retreat w/ BBQ, Game Room, and Parking
Point Breeze North
10.0 out of 10, Exceptional, (9 reviews)
"beautiful house, well located to everything, the host was very easy to communicate with me. Perfect stay. Only comment would be to put dimmers on the overhead lights."
United States
Linda V.
6BR Group Retreat w/ BBQ, Game Room, and Parking
Interior

Stylish House near Frick Park

Stylish House near Frick Park
Squirrel Hill South
9.8 out of 10, Exceptional, (9 reviews)
"Cozy house, had everything we needed in a very convenient location."
United States
Warren S.
The price is ￥15,912
￥34,378 total
includes taxes & fees
Apr 20 - Apr 21
Stylish House near Frick Park
Living area

City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington

City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington
Overbrook
9.8 out of 10, Exceptional, (10 reviews)
"Stay was lovely!"
United States
Darrell W.
The price is ￥55,692
￥96,549 total
includes taxes & fees
Apr 19 - Apr 20
City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington
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

Comfort Inn Conference Center Pittsburgh Penn Hills

Comfort Inn Conference Center Pittsburgh Penn Hills

10/10 Excellent
"Staff very friendly; indigo blue restaurant food & staff outstanding. Pool was clean grandkids had a great time. Location was spot on to so many things ie food, mall, Connivence stores."
Lisa 2-night trip
Posted 3 hours ago
Comfort Inn Conference Center Pittsburgh Penn Hills

Find out more about Madison

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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?

The Light Room: This vacation home rental near Madison is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities like a stovetop and a microwave can make your vacation 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 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.