Default HTG hotel image

Madison Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Madison vacation rentals

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 AED 378
AED 1,315 total
includes taxes & fees
22 Jun - 23 Jun
Penn Hills Home ~ 11 Mi to Pittsburgh
Property grounds

Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (79 reviews)
"The host was very kind and helpful and the condo was full of useful amenities and comforting decorations."
United States
Dante D.
The price is AED 496
AED 783 total
includes taxes & fees
2 Jul - 3 Jul
Cozy Studio with Unique Charm in Private Setting
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 AED 463
AED 931 total
includes taxes & fees
22 Jun - 23 Jun
Secluded Chalet near Ohiopyle and Seven Springs
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, (9 reviews)
"We had a very comfortable cozy stay."
United States
Beth F.
The price is AED 385
AED 669 total
includes taxes & fees
22 Jun - 23 Jun
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
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, (17 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
25 Jun - 26 Jun
Yough Trail Retreat on the Great Allegheny Passage
Exterior

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (44 reviews)
"Cute, Cozy cabin with all basic essentials for your stay! Host is excellent with communication, quick responses! "
United States
Tyra A.
The price is AED 496
AED 779 total
includes taxes & fees
24 Jun - 25 Jun
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
Smart TV, fireplace

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (9 reviews)
"Great place and an awesome host!"
United States
John B.
The price is AED 386
AED 728 total
includes taxes & fees
20 Jul - 21 Jul
The Upper Room
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, (11 reviews)
"Everything was wonderful - very clean, very cozy! We enjoyed our stay very much!"
United States
Kate R.
The price is AED 330
AED 1,039 total
includes taxes & fees
29 Jun - 30 Jun
Walk to BTV Winery | Near Corporate Offices
1 bedroom, desk, free WiFi, bed sheets

3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen

3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen
Squirrel Hill
10.0 out of 10, Exceptional, (3 reviews)
"It was a pleasure staying there"
United States
msimchowitz
The price is AED 207
AED 825 total
includes taxes & fees
22 Jun - 23 Jun
3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen
1 bedroom, WiFi, bed sheets

Cozy Private Studio w/ Kitchenette

Cozy Private Studio w/ Kitchenette
Pittsburgh
The price is AED 253
AED 765 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Private Studio w/ Kitchenette
Fridge, microwave, oven, stovetop

Lloyd House | 5 Kings | Sleeps 12 | Point Breeze

Lloyd House | 5 Kings | Sleeps 12 | Point Breeze
Point Breeze
The price is AED 426
AED 1,667 total
includes taxes & fees
29 Jun - 30 Jun
Lloyd House | 5 Kings | Sleeps 12 | Point Breeze
TV

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (10 reviews)
"Loved it here "
United States
Ciara S.
The price is AED 404
AED 749 total
includes taxes & fees
21 Jul - 22 Jul
The Light Room
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, (17 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 AED 470
AED 1,029 total
includes taxes & fees
22 Jun - 23 Jun
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
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 AED 338
AED 1,313 total
includes taxes & fees
22 Jun - 23 Jun
Penn Hills Home ~ 11 Mi to Pittsburgh
Hair dryer, towels, soap, toilet paper

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 AED 562
AED 974 total
includes taxes & fees
28 Jun - 29 Jun
Charming 3-bedroom house in soothing West Newton neighborhood
Interior

Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
Squirrel Hill South
The price is AED 338
AED 417 total
includes taxes & fees
29 Jun - 30 Jun
Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
TV

①min->Walnutst:CMU:Pitt

①min->Walnutst:CMU:Pitt
Shadyside
①min->Walnutst:CMU:Pitt
Shower, hair dryer, towels, soap

Steel City of South Side Flats Charming 2-Bedroom Unit

Steel City of South Side Flats Charming 2-Bedroom Unit
South Side Flats
10.0 out of 10, Exceptional, (1 review)
"Great location, appreciated off-street gated parking at residence. Unit is updated and clean with lots of modern amenities. Had a great visit, would definitely stay here again."
United States
Heather B.
The price is AED 397
AED 1,052 total
includes taxes & fees
29 Jun - 30 Jun
Steel City of South Side Flats Charming 2-Bedroom Unit
2 bedrooms, iron/ironing board, WiFi, bed sheets

Pittsburgh Delight - Cozy 2B/1B Apt w/ Private Parking, Second Floor Unit

Pittsburgh Delight - Cozy 2B/1B Apt w/ Private Parking, Second Floor Unit
East Liberty
10.0 out of 10, Exceptional, (19 reviews)
"Easy check in cozy home"
United States
Denzel D.
The price is AED 388
AED 996 total
includes taxes & fees
24 Jun - 25 Jun
Pittsburgh Delight - Cozy 2B/1B Apt w/ Private Parking, Second Floor Unit
Interior

Shadyside/Pittsburgh, Modern & Unique 1 Bedroom with Free Parking

Shadyside/Pittsburgh, Modern & Unique 1 Bedroom with Free Parking
Shadyside
9.2 out of 10, Wonderful, (9 reviews)
"Lovely place, good location. Would stay again!"
United States
Nicole B.
The price is AED 275
AED 401 total
includes taxes & fees
23 Jun - 24 Jun
Shadyside/Pittsburgh, Modern & Unique 1 Bedroom with Free Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Residence Inn Pittsburgh Oakland/University Place

Residence Inn Pittsburgh Oakland/University Place

10/10 Excellent
"Everything was perfect. Comfortable bed with plenty of pillows and extra bedcovers. The room was spacious. Great amount of towels. I truly enjoyed my stay. Nice and quiet! There was also a kitchenette. Well planned!"
Vanessa 2-night trip
Posted 2 hours ago
Residence Inn Pittsburgh Oakland/University Place

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?

Home away from home!!!: This vacation home rental near Madison offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Madison?

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