Madison Holiday Rentals

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Our top choices for Madison holiday rentals

Bright & Clean Chalet with Hot Tub

Bright & Clean Chalet with Hot Tub
Acme
10.0 out of 10, Exceptional, (48 reviews)
"Great place and location"
United States
Rocco R.
The price is NZ$686
includes taxes & fees
1 Apr - 2 Apr
Bright & Clean Chalet with Hot Tub

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 NZ$266
includes taxes & fees
2 Apr - 3 Apr
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!

Secluded Chalet near Ohiopyle and Seven Springs

Secluded Chalet near Ohiopyle and Seven Springs
Bear Rocks
10.0 out of 10, Exceptional, (2 reviews)
"Mike was great. Place is as advertised. Worked well for our weekend at Seven Springs. "
United States
Ryan C.
The price is NZ$454
includes taxes & fees
2 Apr - 3 Apr
Secluded Chalet near Ohiopyle and Seven Springs

Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (9 reviews)
"Nice property. Responsive owners. Would stay here again."
United States
Ed L.
The price is NZ$493
includes taxes & fees
1 Apr - 2 Apr
Walk to BTV Winery | Near Corporate Offices

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 NZ$425
includes taxes & fees
1 Apr - 2 Apr
Yough Trail Retreat on the Great Allegheny Passage

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, (2 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 NZ$385
includes taxes & fees
1 Apr - 2 Apr
3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.

Soothing RV with AC in charming Mount Pleasant/ 2021 Georgetown 5 Series 31L5

Soothing RV with AC in charming Mount Pleasant/ 2021 Georgetown 5 Series 31L5
Mount Pleasant
The price is NZ$435
includes taxes & fees
1 Apr - 2 Apr
Soothing RV with AC in charming Mount Pleasant/ 2021 Georgetown 5 Series 31L5

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 NZ$427
includes taxes & fees
1 Apr - 2 Apr
Charming 3-bedroom house in soothing West Newton neighborhood

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 NZ$597
includes taxes & fees
8 Apr - 9 Apr
Charming 3-bedroom townhome with AC and WiFi in Greensburg

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 NZ$475
includes taxes & fees
1 Apr - 2 Apr
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

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 NZ$327
includes taxes & fees
5 Apr - 6 Apr
The Light Room

Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (77 reviews)
"Everything was perfect. Our host was fantastic. We plan on staying there fir future visits. "
United States
Theresa F.
The price is NZ$359
includes taxes & fees
1 Apr - 2 Apr
Cozy Studio with Unique Charm in Private Setting

LAUREL HIGHLANDS GEM~ FALLINGWATER/OHIOPYLE ~ MEDIEVAL CHAMBER SUITE

LAUREL HIGHLANDS GEM~ FALLINGWATER/OHIOPYLE ~ MEDIEVAL CHAMBER SUITE
Connellsville
The price is NZ$451
includes taxes & fees
1 Apr - 2 Apr
LAUREL HIGHLANDS GEM~ FALLINGWATER/OHIOPYLE ~ MEDIEVAL CHAMBER SUITE

Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (26 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is NZ$624
includes taxes & fees
1 Apr - 2 Apr
Hydee's Hideaway

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, (37 reviews)
"The cabin was absolutely adorable, cozy, clean and welcoming. And the Hosts were extremely kind and accommodating. They really went out of their way to make our stay special. Would 100% stay here again and hope to in the future!"
United States
Alex S.
The price is NZ$359
includes taxes & fees
1 Apr - 2 Apr
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

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, (13 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 NZ$485
includes taxes & fees
1 Apr - 2 Apr
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
3.0 star property
West Mifflin
The price is NZ$662
includes taxes & fees
2 Apr - 3 Apr
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Shadyside
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay! Location was perfect for us, and offstreet parking was a plus. We were within walking distance of several shops and restaurants. We will definitely stay here again!"
United States
Denise J.
The price is NZ$189
includes taxes & fees
7 Apr - 8 Apr
Shadyside/Central @2 Bright and Stylish Studio with Free Parking

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

Shadyside/Pittsburgh, Modern & Stylish 1 Bedroom with Free Parking
Shadyside
9.8 out of 10, Exceptional, (10 reviews)
"Very nice, clean, quiet, and convenient."
United States
Matthew E.
The price is NZ$207
includes taxes & fees
6 Apr - 7 Apr
Shadyside/Pittsburgh, Modern & Stylish 1 Bedroom with Free Parking

California king wet room suite

California king wet room suite
West Homestead
7.6 out of 10, Good, (7 reviews)
"Great place. Wet room was really nice. Great host "
United States
Jeffrey C.
The price is NZ$337
includes taxes & fees
2 Apr - 3 Apr
California king wet room suite
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

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as NZ$325 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!: This holiday home rental outside of Madison is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 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.