Madison Holiday Rentals

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Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Madison

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.2 out of 10, Very good, (88)
"Great location relative to Pitt's campus. excellent dining choices in the area. TV in the master suite would be nice."
Kasa South Side Pittsburgh
15 minutes from Downtown, PNC Park, 5 minutes from Monroeville
Private kitchen

15 minutes from Downtown, PNC Park, 5 minutes from Monroeville

2.0 out of 10, (5)
"The place was is horrible condition. Rooms were filthy, furniture in bedroom was broken and sitting in pieces. Cardboard was covering some of the windows while sheets were used curtains. Dirty towels were on the floor in the bathroom and the sink and shower were dirty. Owner refused to answer our requests for a refund."
The price is HK$942
HK$1,331 total
includes taxes & fees
14 Jul - 15 Jul
15 minutes from Downtown, PNC Park, 5 minutes from Monroeville
Cozy 1BR/1BA + Gym Near UPMC & Carnegie Mellon
TV

Cozy 1BR/1BA + Gym Near UPMC & Carnegie Mellon

Cozy 1BR/1BA + Gym Near UPMC & Carnegie Mellon
Four Bedroom With Heated Swimming Pool Between Laurel Highlands & Pittsburgh
Outdoor pool

Four Bedroom With Heated Swimming Pool Between Laurel Highlands & Pittsburgh

Four Bedroom With Heated Swimming Pool Between Laurel Highlands & Pittsburgh
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Fridge, microwave, oven, stovetop

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.8 out of 10, Excellent, (25)
"Amazing Place very clean very nice close to everything Host will most definitely will be booking again soon"
The price is HK$353
HK$1,877 total
includes taxes & fees
14 Jul - 15 Jul
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Hidden Gem in Swissvale sleeps 6
Interior

Hidden Gem in Swissvale sleeps 6

9.6 out of 10, Exceptional, (27)
"The host was excellent in communication. The property is close to the city with easy access to the Parkway. Large kitchen for those who have a longer stay and wish to have meals in. All and all comfortable and cozy."
Hidden Gem in Swissvale sleeps 6
City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington
Living area

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"We had the best time in Pittsburgh! Absolutely amazing host! Would highly recommend this house to anyone! Cant wait to stay again next year! "
The price is HK$2,944
HK$5,071 total
includes taxes & fees
14 Jul - 15 Jul
City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington
Gorgeous Southside Slopes home with outdoor hot tub and city view!
Smart TV

Gorgeous Southside Slopes home with outdoor hot tub and city view!

10.0 out of 10, Exceptional, (52)
"It was the perfect location for the bachelorette party. The house was clean and comfortable. Would definitely recommend! "
Gorgeous Southside Slopes home with outdoor hot tub and city view!
Charming 3-bedroom townhome with AC and WiFi in Greensburg
Fridge, microwave, oven, stovetop

Charming 3-bedroom townhome with AC and WiFi in Greensburg

9.6 out of 10, Exceptional, (5)
"Great place to stay. Centrally located"
The price is HK$1,570
HK$2,704 total
includes taxes & fees
15 Jul - 16 Jul
Charming 3-bedroom townhome with AC and WiFi in Greensburg
NEW 3 bedroom home located on a private lane bordering a nature reserve!
Terrace/patio

NEW 3 bedroom home located on a private lane bordering a nature reserve!

8.6 out of 10, Excellent, (4)
"My daughter is a student athlete at Seton Hill U and we stayed here for a few days while she recovered from ACL surgery. This home was very accommodating for our needs. All one level living with 2 full baths. Place was new and clean. Owner was responsive when needed and so nice, providing extra ice in the freezer for my daughter’s recovery. One thing to consider is that there are just the basics in the kitchen so if you plan on cooking alot during your stay, you should know that in advance....
The price is HK$2,049
HK$3,084 total
includes taxes & fees
14 Jul - 15 Jul
NEW 3 bedroom home located on a private lane bordering a nature reserve!
3-bedroom townhome in delightful Pittsburgh with WiFi, AC
Smart TV

3-bedroom townhome in delightful Pittsburgh with WiFi, AC

8.0 out of 10, Very good, (1)
"Great location for short drives to the sites in Pittsburgh. Can walk to restaurants and stores. "
The price is HK$1,374
HK$5,585 total
includes taxes & fees
15 Jul - 16 Jul
3-bedroom townhome in delightful Pittsburgh with WiFi, AC
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Fridge, microwave, oven, stovetop

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

9.4 out of 10, Exceptional, (3)
"Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! "
The price is HK$353
HK$1,919 total
includes taxes & fees
21 Jul - 22 Jul
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Greenfield Home
Interior

Greenfield Home

9.4 out of 10, Exceptional, (10)
"Great stay"
Greenfield Home
Easy access, roomy, close to so much but in a private country setting.
Terrace/patio

Easy access, roomy, close to so much but in a private country setting.

10.0 out of 10, Exceptional, (55)
"My husband, mom and aunt stayed at Chet’s place to attend a family event in Irwin. This is the cleanest rental I’ve stayed at. It is well supplied, the internet is great and the beds are comfortable. We already have plans to stay again in a couple of months."
Easy access, roomy, close to so much but in a private country setting.
Home away from home!!!
Living area

Home away from home!!!

8.8 out of 10, Excellent, (29)
"Great, clean, perfect location"
The price is HK$3,003
HK$5,102 total
includes taxes & fees
14 Jul - 15 Jul
Home away from home!!!
Historic 3 Bed Apartment - Unique Experience
Interior

Historic 3 Bed Apartment - Unique Experience

8.0 out of 10, Very good, (7)
"My family and I absolutely loved staying here. It’s quiet, you cannot hear the neighbors. It’s an absolute adorable little place. If my family and I ever go back to Pennsylvania, we will definitely try to stay here again! "
Historic 3 Bed Apartment - Unique Experience
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch
Fridge, microwave, stovetop, dishwasher

6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

9.8 out of 10, Exceptional, (34)
"Stayed here for the vintage grand prix and great walking distace from schenley park. Clean, well kept. Pleasant overall. Would definitely stay again next year"
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch
Hydee's Hideaway
Interior

Hydee's Hideaway

10.0 out of 10, Exceptional, (18)
"Great place for a quick trip for a Steelers game. Beds were comfortable and everything was very clean and well kept. "
The price is HK$1,060
HK$2,870 total
includes taxes & fees
14 Jul - 15 Jul
Hydee's Hideaway
Bungalow With Luxury Appointments, Great Price! Pet Friendly w/fee
Terrace/patio

Bungalow With Luxury Appointments, Great Price! Pet Friendly w/fee

10.0 out of 10, Exceptional, (23)
"The property was neat and convenient to our friends and family. a but expensive "
Bungalow With Luxury Appointments, Great Price! Pet Friendly w/fee
3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen
Microwave, oven, stovetop, dishwasher

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great apartment…wonderful location!"
The price is HK$749
HK$2,188 total
includes taxes & fees
4 Aug - 5 Aug
3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen
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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Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

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

15 minutes from Downtown, PNC Park, 5 minutes from Monroeville: This holiday home rental outside of Madison has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

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

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.