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Madison Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Madison vacation rentals

2 bedrooms, iron/ironing board, WiFi, bed sheets

1. 2-bedroom apartment with AC in peaceful Pittsburgh

2-bedroom apartment with AC in peaceful Pittsburgh
Baldwin
The price is AED 479
AED 999 total
includes taxes & fees
18 Aug - 19 Aug
2-bedroom apartment with AC in peaceful Pittsburgh
1 bedroom, internet

2. Small room, full bathroom/kitchen, great for business travelers or relocations.

Small room, full bathroom/kitchen, great for business travelers or relocations.
Jeannette
The price is AED 588
AED 743 total
includes taxes & fees
23 Aug - 24 Aug
Small room, full bathroom/kitchen, great for business travelers or relocations.
TV, offices

3. Cozy South Side Retreat | Free Parking | Fast WiFi

Cozy South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
The price is AED 375
AED 789 total
includes taxes & fees
30 Aug - 31 Aug
Cozy South Side Retreat | Free Parking | Fast WiFi
2 bedrooms, desk, iron/ironing board, WiFi (free)

4. Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (14 reviews)
"Everything was wonderful - very clean, very cozy! We enjoyed our stay very much!"
United States
Kate R.
The price is AED 346
AED 1,072 total
includes taxes & fees
23 Aug - 24 Aug
Walk to BTV Winery | Near Corporate Offices
TV, books

5. 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, (12 reviews)
"Richelle was very responsive to all questions and requests. Truly a pleasure to communicate with. The house was conveniently located in a beautiful area. Would definitely stay there again."
United States
Patti S.
The price is AED 413
AED 817 total
includes taxes & fees
18 Aug - 19 Aug
3bd home in Mt. Pleasant; near festivals, biking, skiing.
Property grounds

6. Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.

Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.
Jeannette
10.0 out of 10, Exceptional, (1 review)
"Nancy was an incredible host. Everyone at the property was so wonderful, welcoming, and helpful. We had everything we needed in the most beautiful, peaceful place."
United States
Jen U.
The price is AED 628
AED 791 total
includes taxes & fees
18 Aug - 19 Aug
Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.
Property grounds

7. 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 AED 463
AED 938 total
includes taxes & fees
26 Aug - 27 Aug
Secluded Chalet near Ohiopyle and Seven Springs
Interior

8. 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, (4 reviews)
"We enjoyed our stay a lot ! Beautiful home ."
United States
Sara R.
The price is AED 562
AED 985 total
includes taxes & fees
23 Aug - 24 Aug
Charming 3-bedroom house in soothing West Newton neighborhood
Smart TV

9. Charming 3-bedroom townhome with AC and WiFi in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
9.2 out of 10, Wonderful, (11 reviews)
"Great place to stay. Centrally located"
United States
Randall M.
The price is AED 735
AED 1,269 total
includes taxes & fees
18 Aug - 19 Aug
Charming 3-bedroom townhome with AC and WiFi in Greensburg
Spa

10. 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 AED 374
AED 660 total
includes taxes & fees
24 Aug - 25 Aug
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
Coffee/tea maker, fridge, microwave, oven

11. Kazi Acres the family creekside retreat

Kazi Acres the family creekside retreat
Latrobe
10.0 out of 10, Exceptional, (2 reviews)
"What a family paradise. We could have used another week!This family is developing such a beautiful piece of land and it is clear they have made all of their top-shelf, thoughtful choices with love. Some debris from before their acquisition remains beneath the house and on the trails, but I am certain this will be dealt with. Our children, ages 24-8, all had an absolute ball. Given the opportunity, we would return in a heartbeat. As a bonus, we were welcomed with a beautiful handwritten...
United States
Kristina G.
The price is AED 820
AED 1,951 total
includes taxes & fees
2 Sep - 3 Sep
Kazi Acres the family creekside retreat
Property grounds

12. Yough Trail Retreat on the Great Allegheny Passage

Yough Trail Retreat on the Great Allegheny Passage
Connellsville
10.0 out of 10, Exceptional, (20 reviews)
"Lovely place to stay when passing through on the GAP Trail Ride. Great host."
United States
James
The price is AED 496
AED 896 total
includes taxes & fees
18 Aug - 19 Aug
Yough Trail Retreat on the Great Allegheny Passage
TV

13. The Light Room

The Light Room
McKeesport
8.4 out of 10, Very Good, (17 reviews)
"Loved it here "
United States
Ciara S.
The price is AED 366
AED 710 total
includes taxes & fees
18 Aug - 19 Aug
The Light Room
Smart TV, fireplace

14. The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (13 reviews)
"Great place and an awesome host!"
United States
John B.
The price is AED 386
AED 735 total
includes taxes & fees
24 Aug - 25 Aug
The Upper Room
Interior

15. 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, (20 reviews)
"We had a wonderful stay at the Peacock House. The kitchen was well equipped, clean and there were plenty of towels for everyone. The beds were comfortable. Communication with the owner was quick and responsive. We had no issues. "
United States
Marty B.
The price is AED 470
AED 1,029 total
includes taxes & fees
24 Aug - 25 Aug
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
TV

16. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
Penn Hills
9.0 out of 10, Wonderful, (7 reviews)
"Clean property, easy check in process, Accessible and supportive host"
United States
Nara S.
The price is AED 404
AED 1,417 total
includes taxes & fees
20 Aug - 21 Aug
Penn Hills Home ~ 11 Mi to Pittsburgh
House (3 Bedrooms) | Interior

17. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is AED 551
AED 1,396 total
includes taxes & fees
20 Aug - 21 Aug
Penn Hills Home ~ 11 Mi to Pittsburgh
Dining

18. Crow's Nest Crash-Pad

Crow's Nest Crash-Pad
Homestead
7.6 out of 10, Good, (14 reviews)
"Best place to stay for long or short stays , its not tbe hilton but okay"
United States
scotty
The price is AED 220
AED 605 total
includes taxes & fees
13 Sep - 14 Sep
Crow's Nest Crash-Pad
Smart TV

19. 3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen

3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen
Squirrel Hill
9.6 out of 10, Exceptional, (4 reviews)
"Great apartment…wonderful location!"
United States
Michael L.
3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen
TV, offices

20. East End Pittsburgh 4 Bedroom Getaway

East End Pittsburgh 4 Bedroom Getaway
Point Breeze North
10.0 out of 10, Exceptional, (5 reviews)
"Great location with large clean rooms"
United States
Tom N.
East End Pittsburgh 4 Bedroom Getaway
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

Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

10/10 Excellent
"Front desk workers were very friendly and helpful. This hotel was clean and had large nice spaces in rooms and lobby. The breakfast was good. Very close to Children’s hospital which is a super plus for early appointments. We will definitely stay again."
Melissa 1-night trip
Posted 2 hours ago
Hyatt House Pittsburgh/Bloomfield/Shadyside

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.